Olde Naples

List Price:  $3,500,000

Timeless Old Florida charm defines this ideally located residence, positioned between the 3rd Street South and 5th Avenue South entertainment districts and just three blocks from iconic 5th Avenue South. This enchanting four bedroom plus den residence offers 2,909 square feet of living space, three full and one half baths, and a welcoming wraparound porch…

List Price:  $22,500,000

Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired…

List Price:  $6,999,000

BRAND-NEW 2026-BUILT LUXURY ESTATE, JUST COMPLETED & NOT YET LIVED IN, PERFECTLY LOCATED IN OLDE NAPLES, APPROX HALF A MILE TO WORLD CLASS BEACHES & LESS THAN 1 MILE TO ICONIC 5TH AVE WITH WORLD-CLASS DINING, SHOPPING & ENTERTAINMENT! Enjoy highly coveted Western exposure for breathtaking sunsets, abundant natural light, and optimal sun over the…

List Price:  $2,599,000

RARE OPPORTUNITY - Live the best of the downtown Naples lifestyle in this large townhome that is one quiet block from best dining and shopping located on Fifth Avenue South, and only four blocks to the world famous white sugar sand Naples Beach. Spend the day at the beach soaking in the sun, come home…

List Price:  $14,000,000

Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers a spacious multiple level floor plan, convenient two car direct access garage, a private 3-floor elevator, and abundant storage. The…

List Price:  $3,395,000

Located just steps from Fifth Avenue South, this 4-bedroom, 3-bath end-unit villa offers the best of Old Naples living with extensive upgrades throughout and the added benefit of being in the X500 flood zone (aka: high and dry). A private gated courtyard creates a true resort-style setting, highlighted by a newly built saltwater pool and spa with new…

List Price:  $1,899,000

Two blocks from Naples’ renowned sugar-sand beaches and within close proximity to shopping and dining on 5th Avenue South, this updated three-bedroom, three-bath first-floor condominium offers approximately 2,000 square feet of comfortable, single-level living. The open-concept kitchen and family room create an ideal space for everyday living and entertaining, complemented by a separate living room…

List Price:  $5,000

Welcome to your dream rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style. Perfectly situated to enjoy all the charming amenities of Old Naples, you’ll be within walking distance to the shops on 5th Avenue, restaurants on 3rd Street, world-class beaches, tennis courts, and…

List Price:  $6,950,000

One of the iconic addresses in the heart of Old Naples, Fifth Avenue South. This expansive beach-block homesite presents an extraordinary opportunity to build a custom estate just a short distance from Gulf beaches. With 100 feet of frontage and positioned only one home from the sand allowing you to design a world-class residence with…

List Price:  $24,950,000

One of Naples most exciting and expansive beachfront properties is now available. A rare opportunity to own this direct beachfront lot on famous 5th Avenue South, one of the most desirable addresses in downtown Naples. Directly on the pristine, sugar-white sands of the Gulf of America, this prime property serves as an ideal foundation for…

List Price:  $2,395,000

A rare offering, this expansive penthouse at Crayton Place is one of only three residences in the building, presenting an exclusive opportunity in the heart of Olde Naples. Boasting 2,955 square feet of light-filled living space, the open, airy floor plan features a spacious living area that flows seamlessly into a chef-inspired kitchen with custom…

List Price:  $8,000

AVAILABLE ANNUALLY starting MAY 2026, this charming condominium with 3-bedroom suites and a den is just 4 blocks from the beach and right around the corner from the beautiful shops and restaurants on Third Street. This spacious 2,700 sf condo with a two-car garage features a large great room with two new reclining sofas as…

List Price:  $7,500,000

This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen,…

List Price:  $399,000

Simply STUNNING! Completely renovated in 2025, this exceptional residence at 960 7th Street South, seamlessly blends modern coastal design with the unrivaled walkability of Old Naples. Just steps from the acclaimed dining and boutiques of Fifth Avenue South and Third Street South, and moments from the white-sand beaches of the Gulf, this move-in-ready condo offers…

List Price:  $30,000

Also available as an annual. Nestled in prestigious and highly sought-after Old Naples, this exceptional five bedroom, five and a half bath residence offers the ultimate in coastal luxury. Spanning over 5,800 square feet of thoughtfully designed living space—including a private guest cabana—this home impresses from the moment you arrive. A brick-paver circular driveway and…

List Price:  $5,000

Charming fully furnished turnkey two bedroom two bathroom home located in downtown Old Naples. Featuring granite and tile throughout. Located blocks from the beach & 5th Avenue & Third Street, featuring sunsets fine shopping and dining.

List Price:  $15,000

Nestled in prestigious and highly sought-after Old Naples, this exceptional five bedroom, five and a half bath residence offers the ultimate in coastal luxury. Spanning over 5,800 square feet of thoughtfully designed living space—including a private guest cabana—this home impresses from the moment you arrive. A brick-paver circular driveway and elegant French doors set the…

List Price:  $3,000

Annual rental available! Furnished second-floor unit located in highly desirable Olde Naples. Enjoy a walkable lifestyle just minutes from 5th Avenue South, beaches, dining, shopping, and Cambier Park. Interior features include a dishwasher, microwave, and in-unit washer and dryer. All utilities included. Special rate from March to October $2500.

List Price:  $2,950,000

Enjoy the ideal Olde Naples location of this beautiful townhome, situated just one block from 5th Avenue and six blocks from the beach. Thoughtfully updated, the home boasts a distinctive style and inviting charm. Access the first floor of the living space via a private elevator, where abundant natural light fills the open living and…

List Price:  $26,500

LAKE VIEWS! Enjoy Olde Naples at its best! Wonderful 4 bedroom, 3 bath, pool/spa home, sits on a quiet lake just off 5th Avenue South. Walk to fine restaurants, shops and galleries plus 4 blocks to Naples' white, sandy beaches! There are two master bedrooms, one upstairs, with a private deck overlooking the lake, and…

List Price:  $39,000,000

Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class…

List Price:  $595,000

Location, location, location! This is a rare opportunity to own a fabulous, bright, sun-filled two bedroom + den that can be used as a third bedroom, two bath corner suite in the heart of Old Naples. Situated on the top floor, this residence has been completely renovated and showcases a stunning open-concept layout anchored by…

List Price:  $699,000

Exqisite condo in the heart of Olde Naples, delivering an unmatched walkable lifestyle just steps from Fifth Avenue South, Third Street South, Tin City, Cambier Park, and Naples’ famous white-sand beaches—where glowing sunsets over the Gulf become part of your daily routine. This fully renovated, professionally furnished 2-bedroom, 2-bath residence has been completely reimagined down…

List Price:  $4,295,000

Presenting a rare Olde Naples oasis in Isla Mar. These units rarely come to market and live like a single family home. With close proximity to the beach and 3rd street shopping/dining, this turn key furnished villa has been professionally designed and curated to meet demands of the most discerning of buyers. Enter the property…

List Price:  $5,799,500

Positioned in the prime section of Olde Naples, this modern coastal cottage by renowned MHK Architecture captures the essence of luxury living—where you can walk to the beach, the boutiques and cafés of 3rd Street South, and the vibrant energy of 5th Avenue South. Thoughtfully designed to blend timeless charm with contemporary elegance, the residence…

List Price:  $50,000

This newly renovated home is centrally located to the best Old Naples has to offer. Only a block from the beach, and a short walk to Fifth Avenue's luxurious restaurants and shops, so you're right in the beating heart of Naples. The house has an open floor plan concept, with a connected family room, dining…

List Price:  $51,600

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky. The Pier…

List Price:  $60,000

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this sprawling plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style living with amenities and luxury appointments…

List Price:  $55,600

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ideal location in the…

List Price:  $71,600

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright, loaded w/upgrades!…

List Price:  $51,600

Never miss a sunset over the Gulf of Mexico from this beautiful beach house, close to our famous Naples pier and beautiful white sand beaches. This home is located on the same block as the beach entrance, you can't get much closer to the Gulf than this! Old Naples Beach House is a stunning home…

List Price:  $23,600

Welcome to the Cypress House! Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the nightlife of Fifth Ave…

List Price:  $3,000

Annual rental available! Furnished second-floor unit located in highly desirable Olde Naples. Enjoy a walkable lifestyle just minutes from 5th Avenue South, beaches, dining, shopping, and Cambier Park. Interior features include a stove, refrigerator, dishwasher, microwave, and in-unit washer and dryer. All utilities included. Special Rate from March to October $2500.

List Price:  $3,900

If you are looking for an adorable BEACH COTTAGE Style condo to call home, this is it! Only 2 blocks to Naples sugar sand beach! The shops, restaurants and dining are close by: 3 blocks to Fifth Ave and 4 blocks to Third Street South. All utilities are included for this rental. Completely updated throughout;…

List Price:  $1,550,000

Elevated downtown Naples living at Eight Fifty Central, where contemporary design meets an exceptional Old Naples address. This chic, top-floor residence built in 2021 offers two bedrooms and two full baths in a prime location west of U.S. 41 and just blocks from renowned Fifth Avenue South for world-class dining, boutiques, galleries and events, with…

List Price:  $450,000

Live in the heart of Olde Naples, located just off 5th Ave South, Cambier Park, and Naples Bay. This first-floor 1 bed, 1 bath condo offers the best of coastal city living—location, accessibility, and investor appeal. Features include: • Porcelain Flooring • Updated kitchen & bathroom • In-unit laundry • Building parking • Community pool …

List Price:  $8,995,000

Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather…

List Price:  $1,450,000

Discover exceptional value at Eight Fifty Central- in the middle of it all! An upscale condo in a boutique community, ideally situated in the heart of Olde Naples. This residence offers exceptional walkability—just a short stroll to 5th Avenue South, with world class restaurants, boutique shopping, and entertainment. Naples’ white-sand beaches are only minutes away,…

List Price:  $13,000

Available Seasonally ($13,000/M) and Annually ($6,000/M). Emphasizing the significance of location, this exquisite 2-bedroom, 2-full bathroom luxury condominium serves as an ideal winter retreat. Exuding contemporary vibes, this residence includes a gourmet kitchen with a spacious breakfast bar, a natural gas stove, Sub-zero appliances, a wine cooler, and quartz countertops. The primary suite, adorned with…

List Price:  $40,000

This exquisite 4 bedroom, 5 bathroom coastal contemporary home is perfectly situated just blocks from Naples’ white sand beaches and the vibrant Third Street South and Fifth Avenue districts. Built in 2022, the 4,600-square-foot retreat blends modern luxury with sophisticated design. The gourmet kitchen features Wolf/Sub-Zero appliances, dual refrigerators, a wine tower, and a Cristallo…

List Price:  $375,000

Park Terrace Club – Olde Naples Gem: Exceptional Location! Welcome to Park Terrace Club, one of Olde Naples’ most desirable condominium communities, showcasing classic Florida living just moments from pristine Gulf beaches, world-class dining, boutique shops, and cultural attractions. This inviting 1-bed, 1-bath condo lives large with a well-designed 712 square feet of living space —…

List Price:  $897,500

Perfectly situated in the heart of Old Naples, this in-town residence has been completely renovated and is just steps from everything the area has to offer. Walk out your front door to Third Street’s acclaimed restaurants, weekly Farmers Market, and charming boutiques. The beach is only three blocks away, with world-famous Fifth Avenue also within…

List Price:  $720,000

NO STORM DAMAGE to the unit. Discover the epitome of SWFL DOWNTOWN NAPLES Paradise Life AND Boat Living!!! Sought after —- RARE DEEDED & COVERED BOAT SLIP is INCLUDED with residence and just minutes to epic experiences at Keewaydin Island w/no bridges !! T-H-I-S is your FULLY REIMAGINED, LUXURY DOWNTOWN dream come true CONDO!…

List Price:  $13,200,000

Privacy exemplified in this Stunning Luxury Estate located in Old Naples between the Four Seasons Naples Beach Resort and 5th Ave S. Entertainment District. This custom Old Naples home is expertly crafted through the combined vision of MHK Architecture & Planning, Freestyle Interior Design, and Gulfshore Homes. This spectacular 2024 home embodies sophistication, with 1,250…

List Price:  $450,000

Location, location, location. Hard to find a condo this close to 5th Ave at this price. Just a 30 second stroll and you are in the center of 5th Avenue. Air conditioning unit is brand new. This turnkey unit has its own assigned parking space. Essex House has never flooded and is storm ready with…

List Price:  $125,000

This house has recently been remodeled, adding a 2nd floor addition. It offers 6 bedrooms and 7 full baths (5 "en suites"/ 6th bedroom has a hall bath), exercise room w full bath, 2nd floor covered patio, roof deck, large open pool/spa, putting green, fire pit, 2 large outdoor TV's, outdoor kitchen, and 3 laundries.…

List Price:  $1,580,000

Experience the best of coastal living in this stunning 3-bedroom, 2-bathroom condominium ideally located just 5.5 blocks from our inviting pristine beaches! Wonderfully situated in downtown Naples, on the 1st floor of the exclusive 11-unit St. Charles complex, this home offers the perfect blend of comfort, convenience, and luxury. Here, you are just 4 blocks…

List Price:  $30,000

Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering a cheerful interior. The living room offers a comfortable, upholstered couch, 3 side chairs, fireplace, and beautiful artwork. The dining…

List Price:  $50,000

Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for sunset. Inside, airy, sunlit rooms flow effortlessly for gathering…

List Price:  $8,000

ADORABLE and AVAILABLE for the HOLIDAY SEASON! Steps from the BEACH and to exquisite shopping and dining on FIFTH AVE and THIRD STREET. This exquisitely REMODELED condo is just 2 blocks from the white sand beach of the Gulf of Mexico; 2 blocks from glamorous 5th Avenue South with its world-famous shops and restaurants,…

List Price:  $48,000

This gorgeous Olde Naples rental offers a luxurious, private courtyard setting in a highly sought after location, near the sugary beaches and Naples bay. The unique design features 4 bedroom suites with private baths, a private cabana, and a 2-car garage. The first floor hosts a fantastic open concept great room and kitchen, one of…

List Price:  $48,000

687 9th Ave S is a short distance to fabulous dining on 5th Avenue, shopping on 3rd Street South, tennis and other fun at Cambier Park, relaxing at the Naples Beach, and boating on Naples Bay. Live in the heart of Olde Naples in this two-story home with a first-floor master suite. This turnkey furnished…

List Price:  $2,650,000

High and Dry—Over 11’ Elevation in Old Naples’ X500 Zone. Tucked along the tree-lined calm of Broad Ct S, this rare offering presents a private retreat on a 0.20-acre, south-facing lot designed to capture light, privacy, and year-round outdoor living. Mature landscaping frames a tranquil setting ideal for garden design, entertaining, or the creation of…

List Price:  $600,000

Prime Downtown Olde Naples Location! Rare opportunity to own a beautifully renovated, turnkey-furnished residence in the heart of Olde Naples, complete with your own covered 27’ boat slip (Slip #36) featuring roof coverage, electric, water, and an electric lift — plus a well-maintained 2002 24’ Four Winns boat included. This newly decorated unit showcases stainless steel appliances,…

List Price:  $2,100,000

"Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-bath turnkey-furnished condo located in the Terraces of Olde Naples. This one-owner residence has been lovingly cared for and lightly used as a guest home for family and friends. Built in 1997 and thoughtfully remodeled, the condo features a bright, elegant kitchen with quartzite…

List Price:  $3,900,000

This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Third Street South. Built by Hemmer Construction, the residence features 3 bedrooms, 3 full baths, and two gas fireplaces. The open-plan living area is ideal for entertaining, with French doors opening to…

List Price:  $48,000

A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator leads you to the additional floors…

List Price:  $3,500

AVAILABLE APRIL 15TH TO NOVEMBER 15TH 2026!!! 4 MONTH MINIMUM!!!! This pristine 2 bedroom, plus den, 2 bath condo in Marina Manor in Olde Naples, is a beautiful seasonal rental in a resort style community. This condo has been completely renovated and is situated on the 2nd floor with gorgeous views of the water, this ideal…

List Price:  $12,000

"Live Life Beautifully in Southwest Florida" in this stunning, remodeled waterfront condo in Marina Manor, located in the heart of downtown Naples. This spacious residence features stylish shiplap accents & tile flooring throughout, a modern and sophisticated kitchen with stainless steel appliances, and breathtaking views of the Gordon River—where you can watch boats pass by…

List Price:  $5,000

Available off season for $3,500/month, Jan and April 2026 @ $6,000/month. "Live Life Beautifully In Southwest Florida" in the Jewel on 4th. This stunning remodeled 2nd floor condo is centered in the heart of Olde Naples. Just 1 block to 5th Ave shops, dining, art & culture. The Jewel on 4th sleeps 4 comfortably with…

List Price:  $575,000

A fun, yet timeless look will impress in this second floor condo, just 2 blocks from the gorgeous sandy beach. The oversized lanai even has a peephole view of the Gulf! Beautiful crown molding and light Maple wood flooring underlines this perfect place that brings nature in and adds simplicity. The living…

List Price:  $899,000

Once upon a time... this magical fairytale garden condo will take you to a dreamy place. Elegantly appointed with an open living dining room that is a perfect spot to relax after a day at the beach. The white tiled flooring and stunning crown molding have an elegant satin sheen The unique art deco solid…

List Price:  $540,000

Set just blocks from 5th Avenue South, Naples Beach and Wynn’s Market, this location places world-class dining, luxury shopping and cultural experiences within a short or biking distance. Whether as a seasonal retreat or full-time home, this residence represents an exceptional blend of comfort, accessibility and value in one of Naples’ desirable neighborhoods. Offered fully…

List Price:  $525,000

Exquisitely reimagined and impeccably finished, this first-floor residence offers refined coastal living in the heart of Olde Naples. Just moments from the white-sand beaches and the world-class dining, boutiques, and galleries of 5th Avenue South and 3rd Street South, this one-bedroom, one-bath condominium is a rare offering of style, sophistication, and walkability. The interior showcases…

List Price:  $3,760

FEB, MAR & APR 2026 available! ALL INCLUSIVE monthly rate May to Dec 19th $3,500. Dec 20th to Apr 2026 $4,550 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL turnkey short term vacation rental. Everything Olde Naples has to offer at an All Inclusive rate (rent, tax, cleaning, utilities. etc. are…

List Price:  $30,000

Nestled in a coveted locale, a newly renovated three-bedroom, three-bath pool home awaits, offering an unparalleled living experience. This exquisite residence, enveloped by a private oasis, presents a harmonious blend of refined comfort and sophisticated design. Its prime location is truly exceptional, situated merely four blocks from the pristine sands of the beach, providing effortless…

List Price:  $749,000

Perfectly positioned in the heart of downtown Naples, this second-floor end residence is just steps from 5th Avenue South, 3rd Street South, the beach, and the Naples City Dock—delivering the walkable lifestyle today’s buyers crave. Located in Bayside Villas, a highly desirable and intimate community of only 35 residences, the unit has been thoughtfully updated…

List Price:  $10,000

Off-season and 2026 season is AVAILABLE with the exception of February. - Excellent location that is easily accessible to 5th Ave S, 3rd St S, Tin City, shops, dining options, and only 9 blocks away from the beach. This condominium features three bedrooms, 2 bathrooms and ample storage options. The primary living space features vinyl…

List Price:  $2,150,000

Discover the charm of Old Naples in this updated three-bedroom, two-bath condominium with direct frontage on Naples Bay. This residence offers breathtaking water views, abundant natural light and a spacious great room that opens to a private balcony overlooking the bay. Perfectly near the Naples Yacht Club and within a short distance of the City…

List Price:  $3,850,000

Experience refined coastal living in the heart of downtown Naples, just one building from Fifth Avenue South. Enjoy the rare luxury of two dedicated parking spaces in the secure garage. The living area opens seamlessly to an exceptional 800-square-foot lanai -one of only two residences in the building to offer such an expansive outdoor living…

List Price:  $3,395,000

New construction single family home in the heart of Olde Naples built in 2024 for under $3.5M! This never lived in distinguished two-story pool residence embodies the timeless charm of cottage living . Thoughtfully designed with 1,976 square feet under air, the home blends classic coastal architecture with elevated modern comforts. The gracious floor plan…

List Price:  $839,500

Experience coastal luxury at its finest in this beautifully renovated 2-bedroom, 2-bath condo, perfectly situated in one of Old Naples’ most coveted neighborhoods. Just moments from pristine Gulf beaches, 5th Avenue South dining, boutique shopping, and world-class entertainment, this residence blends modern elegance with timeless Naples charm. Step inside to discover a bright, open-concept floor plan…

List Price:  $33,500,000

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard…

List Price:  $439,000

Downtown Naples! Location, location! Imagine being just 3 streets North of Fifth Avenue. This top floor west facing unit is located on a beautiful palm lined street just blocks from the beach. Located on the third floor offering an open concept living and dining space with a galley kitchen. A sizable primary suite features a…

List Price:  $375,000

Embrace the ultimate lifestyle in this meticulously maintained, move-in ready residence at Twin Palms—one of the rare communities in the heart of the city that warmly welcomes your pets. The interior features an open-concept living area designed for relaxation and effortless entertaining. The cozy owner’s suite offers a generous sized closet and well appointed bathroom.…

List Price:  $525,000

Nestled in the heart of picturesque Olde Naples, embrace the ideally located serene ambiance of the gated Castleton Gardens. The surrounded tranquil banyan tree-lined courtyard offers an excellent location being one block to the legendary Tin City waterfront district, two blocks to Cambier Park, three blocks to luxurious 5th Avenue South shops and dining scene,…

List Price:  $4,695,000

Ideally, in one of Old Naples desired coastal enclaves, just three blocks from pristine white sand beaches of the Gulf and a leisurely visit to iconic Fifth Avenue South and the new Four Seasons Naples Beach Resort, this private coastal residence presents an exceptional opportunity in an irreplaceable setting. On a desirable 0.23-acre corner homesite…

List Price:  $7,000

Gorgeous, fully remodeled residence located in the heart of Olde Naples. Enjoy the convenience of being just moments from Naples’ beautiful beach and all that 5th Avenue and 3rd Street have to offer – dining shopping, and entertainment. This 1 bedroom, 1 bath residence is being offered turnkey furnished and boasts a thoughtfully designed interior…

List Price:  $3,350,000

This stylishly updated, fully furnished lakefront beach cottage in Olde Naples offers a bright and open first floor with new terrazzo marble floors, large windows, and contemporary furnishings. The primary bedroom on the first floor features new hardwood floors, a Samsung Art Screen TV, an Avocado organic mattress, and views of the garden, pool, and…

List Price:  $6,900,000

Just 5 houses from the beach, this classic Olde Naples retreat could become your family compound for generations to come. Extensively renovated in 2005 and with a 3rd floor private guest suite added in 2011, it provides 5 bedroom suites all with direct bath access on 3 floors. The spacious 1st floor Primary bedroom is…

List Price:  $550,000

A rare opportunity to own a beautifully updated and furnished two-bedroom, two-bath condominium where every detail is complete and best of Old Naples is just moments away. Just a few blocks from iconic Fifth Avenue South, this move-in-ready residence offers modern design, easy living and an exceptional downtown location. Thoughtfully remodeled throughout, the condominium features…

List Price:  $14,950,000

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light.…

List Price:  $428,000

Go into your private efficiency retreat and be immediately captivated by tranquil bay views that define the Naples waterfront lifestyle. Natural light fills the space, creating a peaceful and inviting atmosphere as water shimmers just beyond your windows. After a day on the bay, stroll outside to relax at the tiki bar with a cocktail…

List Price:  $17,000

Available April 2026 at $13,500 | Welcome to the ultimate vacation escape, at the prestigious Mark on 8th, where luxury and convenience meet. This downtown fully furnished coastal contemporary condo offers a thoughtfully designed modern living space while boasting three beautifully appointed bedrooms and four elegant baths. An open-concept washed in natural light, whether preparing…

List Price:  $45,000

Just minutes from the charm of 5th Avenue South, 3rd Street South, and the sparkling waters of Naples Bay, this modern three bedroom, four bath home is your private winter sanctuary. From the moment you arrive through the lushly landscaped entrance, you’re surrounded by understated elegance, from the warm tones of Legno Bastone European wide-plank…

List Price:  $30,000

Exclusively available during the off-season, this exquisite cottage is the perfect place to hang your hat during a renovation, or while you look for your new forever home. Nestled in charming Olde Naples, just a stone's throw away from the pristine sandy beaches and four blocks from the iconic 5th Avenue, Naples living is at…

List Price:  $35,000

Nestled in the heart of Olde Naples, this lovely, 4 bedroom, 3.5 bath residence offers comfort, privacy, and location. As you enter the house, you are greeted with a spacious and open floor- plan, offering a cheerful interior. The living room offers a comfortable, upholstered couch, 3 side chairs, fireplace, and beautiful artwork. The dining…

List Price:  $94,000

Olde Naples New Construction. Combine the coastal charm of the past with the luxurious amenities of a custom build, 844 is the perfect rental. No detail was spared. Wake up and enjoy the morning sun as you sip your coffee with views of the heated pool and spa. Walk to the beach or stroll…

List Price:  $440,000

ONE OF THE LOWEST PRICED CONDOS IN THE OLDE NAPLES AREA! LOVELY 2 BEDROOMS, 2 BATHS, FIRST FLOOR CONDO WITH A SCREENED LANAI. LOCATED IN THE BEST LOCATION IN THE SOUTHWEST SUNNY AND QUIETEST CORNER OF THE CENTRAL GARDEN COMPLEX! UPDATED BATHROOMS! SHOWER IN MASTER BATH & SHOWER/BATHTUB IN GUEST BATH. RECENTLY UPDATED WITH HURRICANE…

List Price:  $54,000

Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms,…

List Price:  $45,000

Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one…

List Price:  $30,000

Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect…

List Price:  $42,500

Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde Naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors…

List Price:  $42,000

Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces.…

List Price:  $3,800,000

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of…

List Price:  $3,200,000

Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of…

List Price:  $2,295,000

Unbeatable Location in Old Naples! Incredible opportunity to own a spacious 3-bedroom, 3.5-bath condo in the heart of Old Naples. Each bedroom features an en-suite bath, and a bonus room offers flexible use as a formal dining area, office, or media room. This elevated second-floor unit boasts volume ceilings, an open-concept kitchen, and two covered…

List Price:  $16,000

EXPERIENCE LUXURY LIVING IN THE HEART OF OLDE NAPLES - LOCATION, LOCATION, LOCATION! This luxurious penthouse is the perfect vacation rental in the heart of Old Naples. Ideal for those seeking a high-end getaway, this property offers everything you need for a memorable stay. Its prime location on 5th Avenue puts you within walking distance…

List Price:  $699,000

Just Reduced!! Welcome to this exceptional 2/2 apt nestled in the heart of Olde Naples. COMPLETED REMODELLED. Unit in first floor, corner unit is just steps away from the 5th Ave and a walking distance to the beach. This charming apart promises a luxurious living experience. Can be sold with or without furniture. The master…

List Price:  $12,900,000

A truly exceptional assemblage set within one of the most coveted areas of Old Naples, this remarkable property is quietly positioned along picturesque, tree-lined streets that epitomize the charm and prestige of the neighborhood. Behind its gates lies what may be the most impressive private garden environment in the entire City of Naples - an…

List Price:  $39,000,000

Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design…

List Price:  $699,000

Ideal Old Naples location with modern updates! On the second floor, this south-facing furnished end unit was completely renovated and ready to be enjoyed. The open kitchen has Viking appliances, a breakfast bar and plenty of storage and counter space. This two-bedroom, both with walk-in closets, two-bath home has tile throughout, plantation shutters and impact…

List Price:  $25,000

Life at the Beach! OPEN FOR 2025- 2026 Season! Completely gutted and remodeled! All New Decor! This Key West style cottage has been totally renovated and redecorated after Hurricane Ian. A Prime location, and just 60 steps to one of Florida’s prettiest beaches! The vibrant and historic Third Street District, with its' many shops and…

List Price:  $45,000

OPEN FOR 2025-26’’ SEASON! FRESHLY REMODELED this summer, this 4+ Bedroom/ Den/4.5 bath, bayfront house is nestled between the Gulf of Mexico and Naples Bay, less than one mile to the beach, Third Street, and Fifth Avenue restaurants, shops, and galleries. This residence offers an open floor-plan, 4 bedrooms, a Den/Office area; 4.5 baths, 3…

List Price:  $87,000

SUMMER AND FALL 2025 OPEN!!! Magnificent Beachfront home located in Olde Naples. This Four Bedroom, Four Bath home with a one Bedroom/one Bath/Living Room/Kitchen "Guest House", has been newly constructed in 2001. Each bedroom gives one the feeling of a private suite. It's simplicity of design and the way the home merges with the beach…

List Price:  $4,995,000

Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day…

List Price:  $16,000

Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft  4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm. Step inside to discover white shaker-style cabinetry, quartz countertops, new flooring, and updated fixtures throughout, complemented by…

List Price:  $55,000

OLD NAPLES home February and April 2026. Just STEPS from the beach & a quick walk to the 3rd Street shopping/dining district, this completely remodeled (2023) home retains its vintage charm. From the high ceilings and clerestory windows to the sunken living room & detached guest house, you'll appreciate the abundance of natural light, the…

List Price:  $17,000

UNIQUE CORNER BALCONY - Combine City and Sunset views for the ultimate experience in Downtown Naples living. Just a short block away to the areas hottest restaurants, shops, galleries, events and more, and just 6 blocks to famous Naples beaches! This ideally located top-floor 3 bedroom/3.5 bath unit offers privacy and quiet mornings with serene…

List Price:  $499,999

Welcome to an exquisite property nestled in the vibrant city of Naples, offering an unparalleled blend of luxury and convenience. This gated community features exceptional amenities, including a community pool and spa, providing a serene oasis for relaxation. The residence boasts stunning views of Downtown Naples and an inviting outdoor space featuring a grilling area,…

List Price:  $25,000

This stunningly updated 3-bedroom, 2-bathroom beach cottage along famous Gulf Shore Blvd is a coastal masterpiece, evoking the timeless beauty and coastal charm of Naples. It boasts sleek white cabinetry, quartz countertops, and new flooring. The open floorplan is bathed in natural light pouring through a wall of French doors, creating a true haven of…

List Price:  $1,975,000

Luxury 3rd Floor Condo at The Mark on 8th – Downtown Naples Experience elevated living in this newly completed southern-exposure residence at The Mark on 8th. Offering over 1,700 sq. ft. of refined interior space and 2 garage parking spaces, this 3rd-floor condo features an open floor plan, floor-to-ceiling windows, and a spacious outdoor terrace…

List Price:  $2,695,000

One block from Fifth Avenue South, this boutique Old Naples condominium offers accessible luxury in a quiet, private setting, only six blocks to the Gulf's white sand beaches. La Majorca is a low-density building of only 10 residences, offering privacy, security and convenient luxury that's desired and hard to find. The open floor plan has…

List Price:  $5,500

Experience coastal luxury at its finest in this beautifully renovated 2-bedroom, 2-bath condo, perfectly situated in one of Old Naples’ most coveted neighborhoods. Just moments from pristine Gulf beaches, 5th Avenue South dining, boutique shopping, and world-class entertainment, this residence blends modern elegance with timeless Naples charm. Step inside to discover a bright, open-concept floor…

List Price:  $23,500,000

Idyllic, private–and certainly no shortage of luxurious. This uniquely rare double-lot offering provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and…

List Price:  $35,000

Experience the ultimate Old Naples lifestyle in this luxurious private villa, perfectly located less than a block from the iconic 5th Ave South. This stunning three-story home offers 3 bedrooms, 4 full baths, a private pool, spa, and elevator for unparalleled comfort and convenience. On the first floor, you’ll find a bedroom with two full-size…

List Price:  $6,895,000

Welcome to 770 Park St., with a superb location just steps from the heart of 5th Avenue South's world-class dining and shopping and 6 blocks to the pristine powder sand beaches of Naples. This polished, upscale property exudes sophisticated elegance with an inviting open feel and ample natural light throughout. This modern coastal gem was…

List Price:  $2,695,000

Welcome to 76 4th Street North, a rare prime residential homesite perfectly positioned north of Central Avenue on a mahogany tree lined street in the heart of Old Naples most walkable and desirable enclave. Located within an X500 flood zone, the best rating for lowest flood risk, this cleared lot offers an exceptional foundation for…

List Price:  $6,500

Welcome to Sunset on Third in Old Naples, just two blocks from both Fifth Avenue S and the Gulf of Mexico! The lush & tropical landscaped courtyard of The Manor with a soothing water feature greets you when you step through the arched building entrance. This completely remodeled 2 bedroom, 2 bathroom condo is located…

List Price:  $2,500

SIX MONTH RENTAL AVAILABLE NOW FOR SEASON. If you ever dreamed about living so close to the Gulf of Mexico and within walking distance to downtown Naples for less than half of what the rentals go for in this area - then this is the one! This condo offers a coastal vibe with views…

List Price:  $370,000

This PRICED TO SELL gem is GROUND FLOOR and nestled in the heart of highly sought-after, iconic Olde Naples! This stunningly renovated 1-bedroom, 1-bathroom condo is a true gem. Boasting modern designer touches, it features elegant Italian tiled floors, sleek quartz countertops, and a chic tile accent wall. Every detail has been meticulously crafted to…

List Price:  $16,000

This charming cottage offers 3 bedroomss,3 bath and is nestled in Olde Naples, on a quiet street, lined with beautiful trees, just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated with bright cheerful colors…

List Price:  $1,379,000

No water intrusion from recent weather. Steps from everything in one of the most desirable, walkable areas of Naples just a short stroll of 2 blocks to white-sand beaches of the Gulf offering swimming, shelling and sunsets and 3 blocks to world famous Fifth Avenue South dining, cafes, shopping, art galleries, and nightlife all…

List Price:  $383,000

A Coastal Masterpiece in the Heart of Olde Naples. Location, Location, Location! Situated in the absolute epicenter of Downtown Olde Naples, this property boasts a five-star walkability score that is simply unmatched. This spectacular, turnkey residence is not just a home; it’s an invitation to experience the very best of Southwest Florida living. From the…

List Price:  $2,500

Available for Off-Season 2026 or Annual Lease– Close to Everything in Olde Naples! Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned for a walkable lifestyle, this charming retreat puts you close to everything that makes Naples special. You’re approximately…

List Price:  $350,000

Discover this charming manufactured home on owned land, just minutes from the beach! Enjoy a prime location perfect for a vacation getaway or income-producing investment. Newer construction, cozy interior, and close to shopping, restaurants, and everything you need. Make it your home or your next smart investment! Manufactured Home on owned land. Sale is contingent…

List Price:  $6,400

Available for Season 2026 – Close to Everything in Olde Naples! Enjoy the best of Naples living in this freshly renovated, fully furnished 1-bedroom, 1-bath condo located in the desirable Bayview condo community. Perfectly positioned for a walkable lifestyle, this charming retreat puts you close to everything that makes Naples special. You’re approximately 4 blocks from world-famous…

List Price:  $4,500

ANNUAL RENTAL RATE! Charming rental in the heart of Olde Naples, just minutes from 5th Ave South, 3rd St South, beaches, dining, and shopping. Bright living spaces with a comfortable layout. Located on a quiet street yet close to all downtown Naples has to offer. Ideal for enjoying the Naples lifestyle. UTILITIES INCLUDED!

List Price:  $499,000

Ground-floor condo perfectly located within walking distance of the vibrant Olde Naples neighborhood, offering an unmatched downtown living experience. Enjoy the lively atmosphere just steps from renowned dining and upscale shopping along 5th Ave S and 3rd St S, or take a leisurely stroll to iconic landmarks like Tin City and the pristine Naples beaches. This…

List Price:  $14,000

AVAILABLE SEASON 2026 or ANNUALLY, this charming OLD NAPLES condominium with 3-bedroom suites and a den is just 4 blocks from the beach and right around the corner from the beautiful shops and restaurants on Third Street. This spacious 2,700 sf home with a two-car garage features a large great room with two new reclining…

List Price:  $100,000

Stunning New Construction home being completed. Enjoy lots of light, a huge kitchen, and plenty of outdoor space. The home boasts five bedrooms, one office/study, and additional fitness room. The exterior features a pool, spa, and cold plunge, along with fire pit and bocce ball court. There is a lanai with covered and uncovered seating…

List Price:  $10,000

DOWNTOWN NAPLES, CLOSE TO 5TH AVENUE - 3 MINUTES TO THE BEACHES Welcome to our Beautiful Beach Breeze Condo, which is located on a quiet street in downtown Naples. LOCATION, LOCATION, LOCATION! This vacation rental offers 1058 Square Feet of newly remodeled living space and the perfect location - Only two blocks away from…

List Price:  $20,000

Available January and February 2026! Welcome to your slice of paradise in the heart of Olde Naples! This beautifully updated coastal cottage offers the perfect blend of charm, comfort, and location—just minutes from the beach and the world-class dining and boutique shopping of 5th Avenue South. Enjoy the ultimate Naples lifestyle with easy access to sandy…

List Price:  $5,885,000

In the heart of Olde Naples, this refined residence marries timeless architecture with resort-caliber ease. An elegant foyer opens to sunlit living and dining spaces finished in shell-stone travertine, flowing to a chef’s kitchen with custom cabinetry, luxury appliances, premium finishes, and a wet bar made for effortless hosting. A family room spans the courtyard,…

List Price:  $8,000

*YES! 2026 Seasonal Dates Available* Welcome to the Colonnade Club, an intimate community of condominium residences located in the heart of Olde Naples. This sunny 2 bedroom/2 bath corner unit offers a comfortable living room featuring luxury vinyl plank flooring, a large screen TV, and a wall of glass sliders that open onto a…

List Price:  $620,000

A truly unique tropical getaway or investment opportunity! MOTIVATED SELLER. Enjoy the turnkey comforts of this exquisite Key West inspired 2nd floor condo. Common elevator or stairway accessibility. This corner end unit, one of the larger apartments in this complex, is drenched with natural light filtered by wood plantation shutters. The elegant interior designed space…

List Price:  $14,000

Welcome to your coastal sanctuary at Olde Westlake Villas! This fully remodeled 2-bedroom, 2-bathroom plus den residence on the first floor offers the perfect blend of luxury and convenience, just 4 blocks from the beach. Step inside and immerse yourself in the tranquility of this meticulously upgraded space. The master bedroom features a sumptuous king-size bed and…

List Price:  $1,900,000

Experience refined Olde Naples living in Residence #205 at Eight Fifty Central, a boutique condominium community perfectly positioned in the heart of Old Naples. This corner residence features two bedrooms plus a den and two bathrooms, combining thoughtful design with contemporary style. Expansive floor-to-ceiling windows bathe the interiors in natural light, while the extended wraparound…

List Price:  $1,000,000

If Olde Naples, Naples Florida has been calling your name—the kind of place where beach mornings and downtown dinners are just part of a normal day—this condo makes that lifestyle feel effortless. No mapping routes. No “we’ll go next weekend.” Just grab your sandals and walk. This rare second-floor residence is a true beach-town hideaway, and…

List Price:  $14,995,000

Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This Southern exposure two-story residence boasts 5 bedrooms + den (optional 6th Bedroom), 5 (2 Half) bathrooms, and multiple living areas including an upstairs loft complete with its own kitchen. The Butler's pantry complements the chef's…

List Price:  $11,495,000

Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th…

List Price:  $14,000

Available April 2026 at $14,000 a month and off-season starting May 1st at $8000 a month, including utilities! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic…

List Price:  $43,500

Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homes—the main house and a guest house—each offering modern comforts with a touch of historic charm. Recently renovated, both homes are…

List Price:  $440,000

Talk about location!!! if you have been dreaming of not driving to the beach down town Naples than this charming turnkey 1 bedroom 1 bath updated condo with new AC unit is for you. Just bring your suitcase and move in. Wood blank tile throughout for easy maintenance, white kitchen cabinets with granite counters. Condo…

List Price:  $75,000

Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom…

List Price:  $479,000

REDISCOVER OLDE NAPLES CHARM JUST 3 BLOCKS TO THE BEACH! Welcome home to this cozy and beautifully maintained one bedroom, one bath unit featuring a large eat-in kitchen with brand new appliances, open living area, impact glass windows, plantation shutters, crown molding, granite countertops and new floors throughout. Chatelaine is an intimate 10…

List Price:  $6,995,000

Meticulously designed and crafted to the highest standards, this exceptional residence combines timeless elegance with modern sophistication. Built in 2020 by Kaye Lifestyle Homes, the home boasts wide-plank Legno Bastone hardwood floors, custom millwork throughout, and intricate ceiling details, providing a sense of refined comfort at every turn. The expansive, open-concept layout seamlessly integrates formal…

List Price:  $12,999,999

LOCATED IN BEACH BLOCK just steps from the beach and the vibrant lifestyle of 5th Avenue South, this exceptional residence embodies the very best of Old Naples living. Stroll the shoreline, bike along the coast, and enjoy the world-class dining, shopping, and culture that make Old Naples one of the most desirable destinations on the…

List Price:  $13,500,000

Positioned along the prestigious South Golf corridor in the heart of Old Naples, this newly constructed estate represents an uncompromising standard of residential design, craftsmanship, and functionality. Conceived by MHK Architecture and executed by Lotus Construction’s luxury division, the home sits directly across from the Four Seasons Resort and its newly redeveloped oceanfront golf campus—offering…

List Price:  $5,500

$4000 for January! AVAILABLE LONG-TERM AND SHORT-TERM. MAY CONSIDER SMALL PETS. Newly Remodeled 1-Bedroom Condo in Prime Olde Naples Location – Castleton Gardens. Discover the charm and convenience of Olde Naples living in this beautifully remodeled condo located in the highly sought-after, gated community of Castleton Gardens. This turnkey residence offers a bright, open layout…

List Price:  $150,000

Escape to paradise in this stunning beachfront estate offering the perfect blend of coastal elegance and modern comfort. This spacious home boasts 5 bedrooms plus several flex spaces 5 and a half baths and private elevator, providing ample room for family, guests or a home office set up. Enjoy breathtaking ocean views from your private…

List Price:  $10,000

*(March 2026 available)*This exquisite, renovated, turnkey gem located in the true heart of Olde Naples features 2 bedrooms and 2 full baths, covered parking space, oversized screened-in lanai, oversized community pool, washer & dryer in the unit, separate dining room, new plantation shutters for privacy, and a spacious living area...not to mention, this location is…

List Price:  $2,495,000

One of the most least expensive homes or lots in all of Olde Naples, downtown. Wonderful cleared corner lot just a few blocks to beach and pier and bay. Lot is 125 ft by 75 ft. Access from 7th St or Broad. Mature city trees on Broad and 7th. Ready for a new home.

List Price:  $7,995,000

Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home offers 4,670 square feet of living area with wide-plank oak flooring, a new white-shaker kitchen with dual islands, walk-in pantry,…

List Price:  $30,000

AVAILABLE SEASON 2026 this HISTORIC OLD NAPLES home is in the heart of the3rd Street Shopping District. This recently remodeled property on Gordon Drive near 3rd Street South has a Cottage with 3 sleeping rooms and a one-bedroom cabana joined by a large wood-deck with multiple seatings areas for outdoor dining, conversation or taking in…

List Price:  $34,000

Welcome to "Naples Walk" Located just 4 short blocks from the beach, this thoughtfully designed home features a great room concept with three bedrooms and four bathrooms. The large kitchen and great room open to a generous outside living area that includes an impressive pool and spa, summer kitchen, and outdoor fireplace. The large primary…

List Price:  $24,900

Luxury Coastal Living Steps from Fifth Avenue and the Beach Perfectly positioned in one of Naples’ most desirable locations, this beautifully appointed residence offers the ultimate blend of comfort, style, and convenience. Just three blocks from the white sands of the Gulf and two blocks from the vibrant energy of Fifth Avenue South, you’ll enjoy easy…

List Price:  $3,500

available Jan, Feb and Mar, 2026. It's all about the location! This quaint, nicely appointed and furnished unit is located in a prime location for experiencing the Naples lifestyle. Walk to 5th Ave. for shopping and dining while the white sandy beaches of The Gulf of Mexico are only blocks away. This…

List Price:  $6,950,000

NEW CONSTRUCTION | NEVER LIVED IN | PRIME OLD NAPLES LOCATION. Just completed in 2025 by one of Naples’ most celebrated architectural firms, H-Level, in collaboration with top-tier international design teams and Alair Homes of Olde Naples, this breathtaking modern masterpiece sets a new standard for coastal contemporary living, merely blocks to the sugar-sand beaches…

List Price:  $13,500

Beautifully appointed 2-bedroom, 2-bathroom condo in the vibrant heart of Naples, FL. This modern and elegant unit offers a perfect blend of comfort, style, and convenience. Sleek kitchen features high-end stainless appliances and oversized island with counter seating. The well-designed floorplan maximizes space and natural light with a comfortable main living area boasting large flat…

List Price:  $24,000

Indulge in the ultimate luxury and convenience at The Mark on 8th, a premier condominium community in the heart of Olde Naples. Just steps from world-class boutiques, charming cafés, acclaimed restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location offers everything you need for an unforgettable Southwest Florida vacation. Unit…

List Price:  $6,500

Welcome to Castleton Gardens 204, a newly renovated and beautifully furnished condo perfectly situated in the heart of Olde Naples. Designed in a breezy coastal contemporary style, this charming retreat is ideal for a couple or solo traveler seeking comfort and style. This inviting condo offers a spacious bedroom with a plush king-sized bed, an…

List Price:  $9,000

The envy of location! Tucked into the heart of Olde Naples just two blocks from 5th Ave S and four blocks from the sugar white sand beach, Beach Breeze offers the opportunity to live in one of the most desirable residential neighborhoods in the USA. Unit 284 offers the convenience of a ground floor entry…

List Price:  $4,500

Experience the heart of Downtown Naples from this bright and stylish 2-bedroom, 2-bath condo. Located just a few blocks from 5th Avenue’s restaurants and boutique shops, the Naples Pier, and pristine Gulf beaches, this top-floor residence offers a perfect blend of comfort and convenience. The open living area features abundant natural light, a well-equipped kitchen, and…

List Price:  $6,200

Welcome to this exceptional 2/2 apt nestled in the heart of Olde Naples. COMPLETED REMODELLED. Unit in first floor, corner unit is just steps away from the 5th Ave and a walking distance to the beach. This charming apart promises a luxurious living experience. The master bedroom with king-size bed, a walk-in closet with a…

List Price:  $19,500

Beautifully finished turnkey attached Villa in the heart of Olde Naples, offering 2,520 sq.ft. across three levels with private elevator access. Features a gourmet kitchen, attached garage, and private pool with inviting outdoor space. Available for seasonal rental. Conveniently located near the beach and just a short walk or bike ride to 5th Ave S…

List Price:  $8,499,000

Only 700 feet to the beach on a quiet street just moments from the brand-new Naples Beach Club Four Seasons Resort, this custom single story home blends timeless Naples elegance with modern luxury. Built in 2017 and impeccably maintained by its original owner, it features a 3-car garage, newly renovated chef’s kitchen with Sub Zero…

List Price:  $16,000

AVAILABLE FEB/MAR 2026. Coastal yet cosmopolitan, this 3-bedroom, 2 bath townhome with PRIVATE ELEVATOR access to each floor is located on the QUIETER (south - facing) side of prestigious 5th Avenue just 6 blocks from the white sand beaches of Old Naples. Take the secured elevator to the second floor to enter the main living…

List Price:  $42,900

Plan Your Beach Vacation Now! Welcome to the “Kite House,” a charming Old Naples retreat just steps from the Gulf of Mexico. This listing features the beautifully designed 2-bedroom, 2-bath residence, perfect for a family getaway or a relaxing couples’ retreat. Enjoy all the comforts of a newly remodeled property, complete with exquisite décor, thoughtful…

List Price:  $24,000

January is offered at $18,000 January - April 20,000 per month. Situated in the heart of Olde Naples, this elegant four-bedroom, five-bath townhouse delivers the perfect blend of luxury, comfort, and walkable convenience. Nestled between 5th Avenue South and Third Street South, you’ll be just moments from world-class dining, boutique shopping, and Naples’ iconic white-sand…

List Price:  $5,000

Discover the ultimate vacation retreat in this charming 1-bedroom, 1-bathroom corner-unit condo, perfectly nestled in the highly sought-after Twin Palms complex. Located on the second floor, this beachy oasis offers privacy and tranquility just a short stroll from the white-sand beaches of Naples and the Gulf of Mexico. It’s also steps away from the vibrant…

List Price:  $18,000

Available for 30-days in March and/or April! This beautiful 2 bed + den, 2 bath unit is filled with modern touches and bright natural light. A boutique condo in a 22-unit building, you’ll find all the privacy and serenity you crave while living just steps from the beach and downtown life. The amenities are unparalleled…

List Price:  $10,500

WALK TO DINNER AND THE BEACH! (on the corner of 5th Ave & 3rd Street!). Forget about needing a car because you can comfortably walk roughly 50 feet to the exclusive shops and restaurants in downtown Naples, and enjoy its many vibrant events. Almost 1600 square feet of luxury living. Marble and Travertine floors throughout…

List Price:  $7,995,000

Old Naples Lakefront Luxury — Steps to 5th Avenue & the Beach Situated on one of Old Naples’ most coveted tree-lined streets, this lakefront residence blends timeless coastal elegance with an unbeatable walkable lifestyle—just one block to Fifth Avenue’s world-class shopping, dining, and galleries, and a short stroll to Third Street South and the white-sand beaches. This…

List Price:  $12,000

WINTER IN BEAUTIFUL DOWNTOWN NAPLES!!! AVAILABLE WEEKLY OR MONTHLY NOW THROUGH February 9th, 2026, February 22nd through the 28th AND From March 7th Through April 30th,2026. Spend your vacation in the HEART OF NAPLES!!! Meticulously Maintained, this GROUND FLOOR Condo is beautifully COMPLETELY RENOVATED with 2 King Beds and its own washer and dryer. Fifth…

List Price:  $569,900

Seize a highly sought-after address in Olde Naples offering a compelling blend of premium location and untapped potential. This is not just a condo; it is an architectural assignment for the discerning buyer looking to customize a bespoke piece of Florida real estate. The residence boasts great bones—a functional layout and generous space. Enjoy effortless, car-free…

List Price:  $1,995,000

Poised above the vibrant charm of Third Street South, two hundred ninety-two Fourteenth Avenue South, Residence F offers an elegant retreat within the coveted Pettit Square enclave, where modern design and effortless Old Naples living blend seamlessly. This sophisticated three-bedroom corner residence captures radiant natural light throughout, enhanced by volume ceilings, refined crown molding, and…

List Price:  $2,500

This stunning, fully renovated rental condo in Park Terrace is in an absolute PRIME location, in the heart of Olde Naples, you are Just steps from downtown 5th Avenue and only 7 blocks to Naples’ world-famous beaches. Featuring full, modern style upgrades throughout, unbeatable convenience, and an incredible price, this condo has it all. A…

List Price:  $30,000

Indulge in the pinnacle of luxury and convenience at The Mark on 8th, a premier condominium development nestled in the heart of Olde Naples. Just a short walk from boutiques, quaint cafés, acclaimed restaurants, and the pristine beaches along the Gulf of Mexico, this exceptional location is ideal for a Southwest Florida getaway. Unit 311…

List Price:  $7,950,000

Exceptional new construction single-family home in Old Naples. 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the new Four Seasons Resort and restaurants. Sophisticated finishes throughout the home. Floor-to-ceiling windows and sliding doors at the great room open out to a covered patio, outdoor kitchen, and backyard…

List Price:  $1,895,000

Location doesn’t get better than this, with front-row views of Cambier Park, right on Fifth Avenue South, and just a short distance to the beach! This chic, turnkey pied-à-terre puts you in the heart of Naples best dining, shopping and lifestyle. Inside, high ceilings, wood floors and French doors create a classic yet effortless vibe.…

List Price:  $30,000

Rented for Season 2026. Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each with its own attached bathroom, offers the perfect blend of luxury, comfort, and style, making it an ideal retreat for…

List Price:  $5,700

Available March and/or April. This 2 bedroom / 2 bath unit in Olde Naples is just 4 blocks north from 5th Ave South so you can walk or ride your bike to the downtown area where you can enjoy shopping, entertainment, dining and what Olde Naples has to offer. This small complex with mature…

List Price:  $2,100,000

Welcome to your future Olde Naples home! This vacant lot is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park,…

List Price:  $1,300,000

Enjoy Old Florida charm in this three-bedroom, three-story villa located in the heart of Olde Naples. This pet-friendly home features private outdoor lanais off nearly every room, offering comfortable separation for owners and guests. Naples Marina Villas is a stone's throw from Naples Bay, where you can rent or purchase a boat slip or enjoy…

List Price:  $2,950,000

Charming end-unit 3-bedroom, 3-bath attached villa in the boutique condominium community of Villa Avellino, ideally positioned on the quiet corner of 11th Avenue South and 6th Street South. This light-filled home offers a spacious paver driveway leading to an oversized 2-car garage, a private pool with an expanded paver patio, and multiple open balconies that…

List Price:  $670,000

COVERED BOAT SLIP w/ LIFT INCLUDED ($200,000)! Beautiful 2 bedroom, 2 bath, Top floor (3rd floor) END UNIT CONDO - NEW WOOD-LIKE PLANK FLOORS THROUGHOUT-One of the most FINANCIALLY sound associations in OLDE NAPLES! Certificate of Ownership in the "Adventure's Club" is included! Just a few blocks away from Tin City, 5th Avenue & 3rd…

List Price:  $42,750

Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire.…

List Price:  $15,000

Newly available for the 2026 season and just mere steps to Fifth Ave! Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from…

List Price:  $24,000

REDUCED $2,500/mo.! December, January and February for the 2026 Season!! Owner will give a larger reduction for December & January!! Book 2 months for a better deal!! OPEN FOR Summer and Fall too! This completely updated 3 bedroom/3+ bath residence offers everything one thinks of in Olde Naples: Central location, Walk to the pristine beaches,…

List Price:  $30,000

Available 2026 Season at 30k/month or 15k/month Annually. The home is currently being furnished. Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the most coveted and tranquil streets in Olde Naples, this timeless residence is now available as a long-term, unfurnished rental. Recently…

List Price:  $28,500

Seasonal luxury vacation rental located in Old Naples. Exceptional rental property offering an opportunity to stay in one of Naples’ most desirable downtown neighborhoods. Just minutes from the white-sand beaches of the Gulf, this location places you within ideal distance to Old Naples attractions like the 5th Avenue South Art Fair and Cars on 5th…

List Price:  $35,000

BOOKED FOR THE 2026 SEASON. Location, location, location! This stunning, 3 level, 3 bedroom villa is located less than 1 block from Fifth Avenue in beautiful downtown Naples, featuring a private pool/spa and outdoor kitchen with wet bar & fridge. As you enter the 1st level you are greeted by a spacious foyer leading…

List Price:  $14,000

Newly available for the 2025–2026 season! This exceptional two bedroom two bathroom penthouse is one of only seven exclusive residences, located at 365 Fifth Avenue South. A wonderful location to enjoy urban living in downtown Naples. Offering PGT impact-rated windows, porcelain tile flooring, custom closet systems, and Porcelanosa, vanities and trim, this condominium is one…

List Price:  $10,000

AVAILABLE FOR AUGUST - DECEMBER....BOOKED FOR THE 2026 SEASON. This condo offers an amazing location and fabulous living in the heart of Old Naples! Spend your vacation on iconic 5th Avenue and 3rd Street for luxury shopping and five-star dining. Or the stunning, sandy beaches of the Gulf of Mexico are just minutes away. This…

List Price:  $6,299,000

Live the charm of Old Florida with modern luxury in this reimagined home. Moments to Naples Beach, the Naples Pier, the shops and restaurants on 5th Avenue South and 3rd Street South. Completely re-constructed in 2015, and remodeled in 2021. The home features an open-concept floor plan with vaulted ceilings and multiple indoor living…

List Price:  $16,000

Available for March and April and also the 2026 off-season. Situated in the heart of Old Naples, this beautifully appointed 3 bedroom, 2.5 bath residence is your ideal home-away-from-home. The bright and airy living room exudes coastal elegance, blending comfort and style seamlessly. The gourmet kitchen features rich cabinetry, granite countertops, stainless-steel appliances, a…

List Price:  $28,000

Available Annually ($28,000/month) and Seasonally ($50,000/month). For the first time ever, a rental is available at the ultra-prestigious Residences at 5th and 5th—your perfect new home in the heart of Old Naples. Situated directly on iconic 5th Avenue South, this exquisite 3-bedroom plus den (den can be easily converted to a 4th bedroom), 4.5-bath villa…

List Price:  $50,000

Available Seasonally ($50,000/month) and Annually ($28,000/month). For the first time ever, a rental is available at the ultra-prestigious Residences at 5th and 5th—your perfect winter retreat in the heart of Old Naples. Situated directly on iconic 5th Avenue South, this exquisite 3-bedroom plus den (den can be easily converted to a 4th bedroom), 4.5-bath…

List Price:  $13,999,000

Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence…

List Price:  $325,000

Welcome to your chic getaway at 975 9th Avenue South, Unit 2, in the heart of Naples, FL. This stylish 1-bedroom, 1-bathroom condo is the perfect blend of charm and practicality, featuring a beautifully updated interior with a fresh, modern aesthetic. Tucked away in a small, intimate complex on a peaceful street, it offers both…

List Price:  $5,000

Located in the heart of Olde Naples sits this modern updated yet cozy first floor corner unit in a peaceful boutique building that is reminiscent of the Olde Naples we all love! With just 12 units in Twin Palms, it offers a quiet retreat after fun filled days at the white-sandy beaches. Enjoy…

List Price:  $17,000

Available March through November 2026! Short term or long term. This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but you’ll be just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds.…

List Price:  $1,699,750

Exquisite Luxury Villa in Exclusive Olde Naples Nestled in the heart of the highly sought-after Olde Naples, this stunning luxury villa offers the ultimate Florida lifestyle, combining modern comfort with an unbeatable location. This beautifully updated 2-bedroom, 2.5-bathroom townhome offers the perfect blend of modern luxury and ideal location. Situated just 6 blocks from the…

List Price:  $6,450,000

Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage,…

List Price:  $55,000

This is a remarkable Olde Naples gem located one block from the beach on the iconic palm tree-laden street of Broad Avenue South. This four-bedroom home includes a private courtyard with your very own pool, spa, grill, and outdoor dining space. This is a private oasis, complete with a dedicated workspace, three-car garage, pine wood…

List Price:  $6,250,000

A true one-of-a-kind! Welcome to Stella Naples, where luxury meets exclusivity in the heart of Olde Naples. Built in 2024 with only nine total residences (each with their own PRIVATE ROOFTOP DECK), this newly constructed boutique building redefines upscale, low-density living, just steps from the world-renowned 5th Avenue South, historic Downtown Naples, and the white…

List Price:  $10,495,000

Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than new, featuring wide-plank…

List Price:  $5,000

MARCH 2026 AVAILABLE! This quaint Naples get-away is nestled in the midst of all the activities that Olde Naples area has to offer. This first floor corner unit with community courtyard is located directly outside of this units door steps. Recently remodeled with freshly updated furnishings provides all of the comforts of home. Just…

List Price:  $4,500

Enjoy the Naples lifestyle from this beautifully furnished seasonal condo in the heart of Olde Naples. Featuring a bright open layout, elegant décor, and inviting living spaces, this residence offers both comfort and style. Just a short stroll to 5th Avenue South, charming cafés, boutique shops, and the beach—perfect for your winter retreat in…

List Price:  $6,300

et’s Talk Location, Your Beach Chair Is Waiting! This beautifully styled 3-bedroom, 2-bath first-floor condo is perfectly located just four blocks from 5th Avenue South and only minutes to Naples’ award-winning white sandy beaches. Enjoy unbeatable access to fine dining, boutique shopping, galleries, and the vibrant downtown lifestyle. The home features a bright, open layout with…

List Price:  $5,895,000

Positioned in one of Naples desired downtown neighborhoods, this beautifully appointed residence exudes timeless sophistication and ideal location, just a short stroll to the beach and the shimmering waters of the Gulf of Mexico. Designed for both comfort and style, this coastal-inspired home showcases a desirable split floor plan. An inviting front porch offers a…

List Price:  $22,000

Nestled in the heart of Olde Naples, this exquisite 4-bedroom, 3-bathroom home offers the perfect blend of luxury, privacy, and convenience. With its prime location just one block from the bustling 5th Avenue and three blocks from the pristine beaches, you'll have the best of both worlds: the tranquility of a private oasis and the…

List Price:  $14,000

Available for 2026 season! This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, while just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 2 bedroom + den unit was designed…

List Price:  $2,295,000

MUST SEE in person to appreciate the amazing location! Fabulous 3 bedroom, 3 bath condo in walking distance to 5th Ave, 3rd St and Naples Pier. The natural light from the expansive windows puts you in a good mood from the moment you arrive. Upstairs are 2 bedrooms, 2 baths, a functional kitchen as well…

List Price:  $5,995,000

A rare blend of refined coastal living and downtown allure awaits at Seven Hundred Forty-five Twelfth Avenue South, Residence One Hundred Two, an exquisitely crafted townhome in the coveted enclave of Le Petite Trianon. Just steps from the boutiques and dining of Crayton Cove, this residence offers more than four thousand three hundred square feet…

List Price:  $11,000

Embrace the quintessential Old Naples lifestyle in this light-filled, end-unit condo—turnkey and available for immediate seasonal or annual lease. Perched on the top floor of a charming three-unit building, this residence boasts an unbeatable location just steps from 3rd Street South, where world-class dining, boutique shopping, and charming cafés line the palm-shaded streets. Only two…

List Price:  $18,000

Experience the epitome of downtown Naples living in this exquisite Penthouse, where sophistication meets convenience. Just steps from the vibrant 5th Avenue and a short walk to the stunning beaches, this property offers the perfect blend of luxury and location, available for both seasonal and annual rental. Spanning an entire floor, this penthouse welcomes you…

List Price:  $12,500

Experience the ultimate Naples lifestyle in this beautifully furnished 2-bedroom, 2-bath condo—turnkey and available for immediate short term lease. Ideally located on the top floor of a quaint, three-unit building in the heart of Old Naples, this residence is just steps from the iconic 3rd Street South, renowned for its world-class shopping and dining. Only…

List Price:  $6,950,000

Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collaboration of Integral Builders, Lotus Architecture, and L1 Design, this two-story masterpiece spans over 4,100 square feet of sophisticated living space. A grand entry introduces the home’s light-filled interior, where soaring 22-foot…

List Price:  $425,000

Welcome to your cozy retreat at 975 9th Avenue South, Unit 11, in sunny Naples, FL! This charming 2-bedroom, 1-bathroom condo, with 715 square feet of comfortable living space, features a "walk to everything" location including the beach, restaurants, and shopping. Perfect as your private retreat, an investment (tenants in place), or overflow guests quarters. Recently…

List Price:  $12,000

Charming Old Naples Retreat – Fully Furnished 2-Bedroom, 2-Bath Condo with Secluded Pool - Walk to Beach, Fifth Avenue and Third Street Restaurants and Shopping! Escape to paradise at this inviting, modern 2-bedroom, 2-bathroom condo, nestled in the heart of vibrant Old Naples at 651 10th Avenue South. Spanning 1,241 square feet, this turnkey gem…

List Price:  $5,500

*(Annual OR Seasonal)* *(Sept 2025 thru Jan 2026 and also March 2026 thru March 2027 available)*This exquisite, renovated, turnkey gem located in the true heart of Olde Naples features 2 bedrooms and 2 full baths, covered parking space, oversized screened-in lanai, oversized community pool, washer & dryer in the unit, separate dining room, new plantation…

List Price:  $21,500

Fabulous multistory attached villa located right in the heart of Olde Naples! So close to everything this highly desirable neighborhood has to offer. Four stories of luxurious, yet comfortable, accommodations offer the best of Florida living. Numerous luxury appointments include all solid surface flooring throughout, soaring ceilings, granite kitchen countertops, stainless steel appliances plus much…

List Price:  $55,000

Arguably the best location for a rental in Olde Naples! Only 3 blocks from the white sandy beaches that make Naples one of the most desired locations in FL. This dream home boasts nearly 5,000 square feet with heated pool, southern exposure, and 4 Clive Daniel decorated bedrooms, each with its own en suite bath.…

List Price:  $10,000

*Jan - Mar 2026 Rented. Available Off-Peak Months. Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. This fully renovated unit offers 2 bedrooms and 2 full bathrooms. Outstanding features include an open-concept gourmet kitchen, top-quality stainless-steel appliances, washer-dryer, new bathrooms, plantation shutters and more! The primary…

List Price:  $10,000

*Jan - Mar 2026 Rented. Available Off-Peak Months. Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. This fully renovated unit offers 2 bedrooms and 2 full bathrooms. Outstanding features include an open-concept gourmet kitchen, top-quality stainless-steel appliances, washer-dryer, new bathrooms, plantation shutters and more! The primary…

List Price:  $14,000

Discover the best of Olde Naples living in this beautifully decorated 2-bedroom, 2-bath condo, ideally located just one block from the bustling 5th Ave S. Enjoy easy access to an incredible array of top-rated restaurants, boutique shopping, vibrant nightlife, and charming art galleries — all within walking distance. The pristine white sand beach is only…

List Price:  $28,000

Olde Naples Oasis is a short walk to the beautiful Gulf of Mexico! Nestled in a non-gated coastal neighborhood, this 2-story home with a Key West ambiance is the ideal place to relax & unwind enjoying the Florida sun. Situated right next to Naples 5th Ave AND 3rd Street South where you can find world-famous…

List Price:  $49,500

A welcoming Olde Naples retreat awaits at Neapolitan Sky! The stately Key West style home sits amidst lush landscaping on one of the prettiest tree-lined avenues in town, just a third of a mile from beach access. Approach the home from the circular driveway and enter across the the covered front porch. The main floor…

List Price:  $24,000

Welcome to Unit 208 at The Mark on 8th, where refined design meets unbeatable location in the heart of Olde Naples. Perfectly situated just a short stroll from upscale shopping, gourmet dining, and the pristine white sands of the Gulf of Mexico, this premier condominium offers a truly elevated Naples vacation experience. Designed with both style…

List Price:  $16,000

Bella Bungalow is a classic Olde Naples ranch home, newly renovated and furnished to honor its mid century modern roots! Experience an authentic taste of Olde Naples in this excellent location just 6 blocks from the beach, 3 blocks from the beloved 3rd Street South shopping and dining district and 3-4 blocks from Crayton Cove…

List Price:  $14,970

Short term rental! Iconic Olde Naples! Experience mid-century charm at the Mariner in this recently updated coastal style condo. The Mariner is ideally located just a block from the Gulf of Mexico beach right at the Naples Pier and a block the other direction from the 3rd Street South shopping and dining district. Enjoy Naples…

List Price:  $8,700

Welcome to LeMarquis Vacation Rental, a charming 1-bedroom, 1-bathroom condo perfectly located in downtown Naples, FL. Just 6 blocks (about a 7-minute walk) from the pristine Gulf of Mexico beaches, this condo offers the perfect combination of relaxation and adventure. Nestled in a quiet, historic district, it's ideal for those looking for a romantic getaway…

List Price:  $6,500

One-half block off 5th Avenue South in Downtown Naples FL! 4 blocks to the beach! This is the one-bedroom condo that puts you right in the heart of Naples. Completely renovated and well-designed with all the comforts of home. So elegant, so sophisticated, so comfortable. Huge sectional sofa, 2 flat-screen TVs, plantation shutters, beautiful…

List Price:  $6,500

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath unit is located in the heart of ‘Olde Naples’, featuring a king bed in the master with a trundle in the guest.  Only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all of the…

List Price:  $8,000

Chic 2 Bedroom + Den Vacation Rental in Olde Naples Escape to paradise in this beautifully updated 2-bedroom plus den condo in Olde Naples. With 1,350 square feet of luxurious living space, this end unit offers stunning bay views and is just steps away from 5th Ave, Tin City, Bayfront, and the iconic Naples beaches.…

List Price:  $8,500

All about the location with this immaculate downtown condo nestled in the center of Olde Naples. Located only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been meticulously decorated and stocked full of…

List Price:  $5,000

This CHARMING Naples get-away is nestled in the midst of all the finest that Olde Naples area has to offer. This unit has been newly remodeled with high end finishes and decor. This FIRST FLOOR corner unit has assigned parking that is located directly outside of this units door step. This home is offered turnkey—just…

List Price:  $18,000

Experience Coastal Elegance in Downtown Naples! Welcome to Eight Fifty Central, a stunning corner unit condominium in a prime walkable downtown location. This beautifully furnished, single-level home offers a blend of contemporary style and luxurious comfort. The spacious layout features three bedrooms with a king-size bed in the master suite, a queen bed in the…

List Price:  $43,500

Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend of elegance, comfort, and coastal living. Nestled on the property is a sun-drenched main residence featuring open-concept interiors with vaulted…

List Price:  $47,250

ANNUAL RATE IS $35,438 / month. Listed rate is for High Season (December through April). Longer leases have greater discounted rates. See rental rate sheet. Now available is the renowned featured cover home of Home & Design magazine’s 2015 Design Issue—an architecturally significant coastal retreat just three blocks from the beach. Masterfully designed…

List Price:  $5,000

LOCATION, LOCATION, LOCATION!!! This 2 bedroom / 2 bath ground floor property is located in the heart of ‘Olde Naples’, only four blocks from 5th Avenue for world class dining, shopping and nightlife. The area is historical & quaint, but offers all the modern conveniences of theater, cultural arts center and a library. ‘Central Garden’…

List Price:  $16,150

***OLD NAPLES***FULLY FURNISHED RENTAL***WALK TO THE BEACH*** Old Naples perfectly situated on 6th St. Just minutes from the beautiful beaches, world-class restaurants, and shopping, don’t miss out now on this chance! Feel right at home in this beautifully decorated, air-conditioned, and furnished vacation home in the heart of Naples. Two parking spots available on-site. Screened-in…

List Price:  $14,000

A light, bright and casually inspired beach cottage in the heart of Olde Naples. Close to downtown, beaches and shopping. Primary bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble countertop. 2nd guest room offers another queen bed. flat-screen TV & guest bath. A powder room and a third…

List Price:  $9,500

Welcome to your serene retreat in the heart of Olde Naples! This beautifully renovated 2nd-floor condo is ideally located just two blocks from the world-famous 5th Avenue and under four blocks to the pristine sugar-sand beaches of the Gulf. Tucked away in the exclusive Beach Breeze community—a boutique building with only 8 residences—you'll enjoy peace,…

List Price:  $6,700

Location, location, location! This beautifully updated three-bedroom condo is just a few blocks from iconic Fifth Avenue South, home to Naples’ best dining, renowned art galleries, theater, and world-class shopping. Plus, it’s within walking distance to the beach, where you can enjoy unforgettable sunrises and sunsets. Experience the very best of Naples, Florida, right…

List Price:  $7,000

Great location! Two blocks to Naples pristine beaches! Within walking distance of all the Olde Naples and Historic Olde Naples has to offer! World famous restaurants, boutiques and specialty shoppes! This two bedroom, two bath condo has everything you need to enjoy the ambience of Naples, Florida. …

List Price:  $20,000

This gorgeously remodeled house is the ideal fusion of your modern coastal home and your Olde Naples beach cottage. Everything you need in a Naples vacation rental is present in this three-bedroom home with a den and three bathrooms. All rooms include hardwood and tile flooring, and the kitchen has been entirely rebuilt with new…

List Price:  $8,500

Seasonal Condo downtown Naples. Walk to Beach.Spend the winter season downtown Naples. 5th Ave. is walking distance from this lovely end unit condo. Just steps to the pool on a quiet street that ends at the most beautiful beach with crystal blue water and white sand. Take a sunset cruise on the Naples Princess out…