Olde Naples

Price: $21,900,000

Single Family

One of the most magnificent estates in Old Naples! Designed by Herscoe Hajjar Architects, LLC and masterfully constructed by A. Vernon Allen Builder, Inc., the residence blends harmoniously into its enchanting lakeside setting nestled along…

Price: $15,000,000

Single Family

Come home to one of Naples most desired neighborhoods and enjoy the timelessness of Old Florida architecture combined with a contemporary cosmopolitan flair, resulting in 5-Star resort style living. The spacious open floor plan of…

Price: $14,950,000

Single Family

Located in Old Naples on a Southern exposure oversized 100x150 lot just blocks to the Gulf of Mexico beaches and entertainment district of 5th Avenue South, this new home has 5 bedrooms and 6 baths…

Price: $13,950,000

Single Family

New construction - timeless British West Indies inspired home with premium Olde Naples location 3 blocks to the beach and close to 5th Ave S. shopping and dining. Inspired by PERE Development and penned by…

Price: $10,000,000

Single Family

H3668 - Situated only four houses from Naples sugar sand beaches on an oversized 130 x 150 parcel, thishome represents the quintessential tropical retreat! The residence features Old-Florida architecture, a metal roof, HardiPlank siding, a…

Price: $9,995,000

Single Family

H3564 - This Old Naples Cottage home is a perfect union of style and function and is situated just three doors to the beach on a large 100 x 150 lot. This large lot has…

Price: $9,860,000

Single Family

New refined beach cottage in Old Naples by Calusa Construction & deClare Interiors, six blocks to beach! This design is full of custom trim details in 4,930 sq. ft. of AC space, 6,415 under…

Price: $9,499,000

Low Rise (1-3)

C3270 - The best for last - an extremely rare opportunity to acquire the remaining, corner, end-unit in the highly sought after Parkview at Cambier. Located just 1 block south of famed Fifth Avenue South…

Price: $9,275,000

Lot & Land

Gorgeous .45 acre lot in the pristine Olde Naples community with 75 feet of Lake Views. Minutes from the beach, Fifth Avenue Dining & Shops, as well as Naples Historic Third Street South.

Price: $8,900,000

Single Family

LOCATION! Barefoot Cottage at 5th Avenue and Gulf Shore Blvd is a stunning revival of the quintessential beach getaway just 2 houses from the famous crystalline sands of Old Naples! The modern, open vaulted floor…

Price: $8,600,000

Single Family

Spacious, 5,121-square-foot newer construction five-bedroom, five full and two-half bath home features wide-plank hardwood flooring, shiplap walls, elevator, a glassed wine room with climate-controlled chilling system, a chefs kitchen with Miele appliances, quartz countertops, large…

Price: $8,500,000

Single Family

Wonderful Corner property in the heart of Olde Naples. Walk to beach and 3rd st. Huge lot 100 x 150 on alley. Build your dream home. Nestled amongst new multi-million dollar homes. Lots sit on…

Price: $8,200,000

Single Family

Classic design, beautiful finishes, and meticulous craftmanship combine to create a Naples residence of note. Italian marble and Brazilian mahogany flooring, coffered beam ceilings, granite countertops, professional-quality stainless appliances, Andersen impact windows and French doors…

Price: $7,200,000

Single Family

This NEW CONSTRUCTION residence built by Provident Beach Houses exemplifies Dutch West Indies architecture with a contemporary white facade counterbalanced by Dutch gables. Its exceptional location is near Crayton Cove, 3rd Street S, Naples Pier,…

Price: $6,995,000

Single Family

The best and practically the last oversized lot with original small Mimo style house located in the center of downtown Naples. Large corner lot with established trees and privacy hedges along the sides border Cambier…

Price: $6,749,000

Single Family

Fabulous Olde Naples location! Walk to the beach, shops and restaurants by stepping onto your front sidewalk and making a turn or enjoy the Gulf breeze and delightful neighborhood while sitting on one of the…

Price: $6,500,000

Lot & Land

Rarely available. Beautiful oversized Old Naples lakefront lot, three blocks to the beach. Build your custom home on this .48-acre cleared lot with 105 feet of lake frontage with western exposure and 200 feet deep…

Price: $6,495,000

Single Family

Located in the heart of all that Old Naples has to offer. Within walking or biking distance to Naples beaches, the Naples Pier, the shops, restaurants and lifestyle of 5th Ave S and 3rd St…

Price: $6,495,000

Single Family

Nestled in a tropical setting of nine single family homes within walking distance to 5th Avenue South and steps away from the Naples Boat Club and Marina you will find the finest that Jumby Bay…

Price: $6,495,000

Single Family

Welcome to Bananaquit! This immaculate Olde Naples home offers a luxurious, private courtyard setting in a highly sought after location, near beaches and the bay. The unique design features 4 bedroom suites with private baths,…

Price: $5,000,000

Single Family

H4440 - The ultimate in location! Nestled on a quiet street, only a few doors from Naples' pristine beaches and a short walk to all that Downtown Naples has to offer, this charming Old…

Price: $4,995,000

Townhouse

Rare to be sure! Located on a gorgeous quiet street 1 block off 5th Avenue South so all dining & shops are steps away. 3 blocks to the beach for evening sunset strolls. Relax with…

Price: $4,900,000

Single Family

Situated on a quiet street in Old Naples and offers a very private beautifully designed backyard with southern exposure. Three bedrooms plus study with wonderful features and quality throughout. Enter through the impressive double doors…

Price: $4,890,000

Low Rise (1-3)

Welcome to Esmeralda on 8th, a boutique luxury condominium of only 6 units in the heart of Old Naples. Walking distance to fantastic restaurants, shopping, Cambier Park, Naples Bay, Third Street South, and fabulous…

Price: $3,995,000

Lot & Land

L1124 - Build your dream home on this extremely rare, 75x150 cleared lot in the heart of Olde Naples! Conveniently located steps away from both 3rd Street South shopping and dining and the prestigious sandy…

Price: $3,390,000

Low Rise (1-3)

Enjoy the Naples lifestyle, walking distance to everything you need. Sophisticated 4 bedroom + den, 4 and 1/2 bathroom penthouse located just two blocks from Fifth Ave South! This beautiful end-unit has been meticulously maintained…

Price: $2,550,000

Low Rise (1-3)

Naples Redevelopment is proud to introduce one of the finest downtown luxury condominium developments Naples has to offer, The Mark On 8th. Settled in the heart of Olde Naples, this boutique condominium is steps to…

Price: $2,145,000

Low Rise (1-3)

NEW CONSTRUCTION WITH IMMEDIATE OCCUPANCY! 850 Central is a boutique style condominium in downtown Naples. Walk to 5th avenue for dinner and shopping or walk to the beach for the day! This 3 bedroom/…

Price: $989,000

Low Rise (1-3)

Stunning 1 bedroom/1 bath floor plan (sleeps. four) facing west to the sunset with a private balcony! This cutting edge boutique newer development features 18 condo/hotel units. TURNKEY WITH CLIVE DANIEL HOME FURNISHINGS, RUGS, HUNTER…

Price: $949,000

Low Rise (1-3)

Located in beautiful Olde Naples, this condo has been beautifully updated throughout. The open concept kitchen was recently completed. New stainless appliances, including a trash compactor, fit beautifully in the new cabinetry with…

Price: $949,000

Low Rise (1-3)

C6003 - Ideally located in the heart of Olde Naples, walk one block to the beach, or walk to the world famous 3rd St Shopping and Dining! Done in a cheerful, beach theme, this…

Price: $899,000

Low Rise (1-3)

Paradise awaits you in your updated most charming condo in Olde Naples! Walk to all shopping and restaurants on 5th Ave and 3rd Street! The City dock and beaches just a few blocks away!Lovely view…

Price: $869,000

Low Rise (1-3)

OLDE NAPLES 2+DEN GEM! 7 blocks to the Gulf beaches, 4 blocks to 3rd Street South shopping and dining district, and steps to the Naples City Dock & Naples Landings boat ramp. Villa Versailles offers…

Price: $840,000

Low Rise (1-3)

LOCATION, LOCATION, LOCATION, in the heart of Naples, walking distance to the beach, restaurants on 5th Avenue and 3rd Street, Cambier Park and Theaters. Two bedroom, two bath with a detached garage located in…

Price: $789,000

Low Rise (1-3)

Fabulous First floor Corner Condo - 2 bedroom 2 bath completely upgraded. Carport right outside your door for convenience. All new cabinetry, new appliances, new kitchen and baths, new flooring throughout and even new furniture.…

Price: $699,000

Low Rise (1-3)

One of the most sought after locations in Olde Naples!Enjoy the heart of Naples lifestyle within a short walk to the sugary white sandy beaches of the amazing coastline, the famous Naples Pier and within…

Price: $675,000

Low Rise (1-3)

C5955 - Downtown living at its finest! This 2 bed, 2 bath unit is offered turnkey furnished (with exclusions) and has several recent improvements including new PGT windows, new AC in 2019,…

Price: $625,000

Low Rise (1-3)

This condo is located in the heart of Olde Naples, so youll be close to everything this city has to offer. This freshly painted 2 bedroom, 2 bathroom is just what youve been searching for.…

Price: $520,000

Low Rise (1-3)

Paradise is found in Old Naples in this ground-level, corner-unit, 1-bedroom beachy oasis. Just blocks from the white-sand beach and Gulf of Mexico, sandwiched in-between the famous 5th Avenue and 3rd Street South for the…

Price: $150,000

Residential Rental

This home is also available weekly. Please check with us for availability. Your Presidential Naples Experience Awaits! The White House is the pinnacle Naples Beach Home--six homes from the beach, close to downtown Naples shops…

Price: $120,000

Residential Rental

Welcome to Gulf Shore Grand, a modern masterpiece steps to the beach and only two blocks from 5th Ave S in Olde Naples. The home features clean lines and the highest level of luxury finishes.…

Price: $95,000

Residential Rental

This magnificent in-town estate captures the imagination and inspires conversation amongst residents and visitors to Naples alike. Villa Mare Citta is one of the tallest and most distinguished structures in Old Naples, situated a block…

Price: $87,000

Residential Rental

OPEN! 02/20/22 to 3/20/2022! Beachfront home located in Olde Naples. This Four Bed, Four Bath home with a one Bed/one Bath Guest House, has been newly constructed in 2001. This contemporary home is furnished…

Price: $75,000

Residential Rental

This home named The Balmoral located in the heart of Olde Naples just a short walk to the beach and 5th Ave S has 5 bedrooms and 5 bathrooms. We are in the process of…

Price: $75,000

Residential Rental

Everything that Naples has to offer is at your finger-tips from this BEACH BLOCK luxury rental in Old Naples! Spend your winter just steps from the pristine beaches of the Gulf of Mexico while enjoying…

Price: $68,000

Residential Rental

Absolutely everything you dream about in a Naples vacation rental is contained within the walls of the updated Old Glory Cottage and Guesthouse located in the Olde Naples historic district (renovated in 2011 by the…

Price: $65,000

Residential Rental

This 5 bedroom, 5 bath house is steps to the beach and central to both 5th Avenue South and 3rd Street South shopping and dining. From the moment one enters the front door you enjoy…

Price: $60,000

Residential Rental

For single or multiple months. Love lives at 450 Palm Circle West. Love the house, love the location, love the view, love the interior face lift. You will absolutely love this pet-friendly, Florida-style, Olde Naples…

Price: $60,000

Residential Rental

Very high end home located in the heart of Old Naples. Very close to downtown and the beach.

Price: $55,000

Residential Rental

A brick paver circular driveway provides the gateway to this southern style living with amenities and luxury appointments that would please many fields of tastes. A gourmet kitchen that would get a clap of approval…

Price: $50,000

Residential Rental

**AVAILABLE JUNE - DEC 2022 and also MAR/APR 2023**...close to 3rd St S and 5th Ave...walking distance. Only 3 blocks from the white sandy beaches that make Naples one of the most desired locations in…

Price: $50,000

Residential Rental

OLD NAPLES lakefront and just steps from the beach! This vintage home has been restored for functionality and comfort while maintaining that Old Naples charm. Stroll to the beach, relax by the pool,…

Price: $50,000

Residential Rental

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…

Price: $49,500

Residential Rental

A welcoming Olde Naples retreat! This stately Key West style home sits amidst lush landscaping on one of the prettiest avenues in town, just a third of a mile from beach access. Enter from the…

Price: $47,500

Residential Rental

Listed rate is for High Season (November through April). Annual rate is $30,875 per month. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this…

Price: $47,500

Residential Rental

FULL SEASONAL RATE SHEET ATTACHED. Now available is thefeatured cover home of Home & Design magazine, 2015 Design Issue! This architecturallysignificant home is ideally located just three blocks to the beach and fashioned in…

Price: $45,000

Residential Rental

Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching…

Price: $45,000

Residential Rental

OPEN for Season 2020-21: This furnished newly built home by MHK Architecture is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370 Sq. Ft.…

Price: $45,000

Residential Rental

Listed rate is for High Season (December - April). Longer High Season leases have greater discounted rates. Annual Rate is $29,250 per month. Located just steps to Cambier Park, 5th Avenue South, Third Street South,…

Price: $45,000

Residential Rental

Experience the true Naples Lifestyle, all from this one of a kind Olde Naples home. Currently going through renovations this home is being fitted with a new kitchen, entailing a new island and new quartz…

Price: $40,500

Residential Rental

9th Street Villa II is a newly constructed and designer furnished luxury townhome that offers access to the ultimate downtown Naples lifestyle. Two light-flooded floors of living area are perched above your private covered outdoor…

Price: $40,500

Residential Rental

9th Street Villa I is a newly constructed and designer furnished luxury townhome that offers access to the ultimate downtown Naples lifestyle. Two light-flooded floors of living area are perched above your private covered outdoor…

Price: $40,000

Residential Rental

***Leased through July 31, 2023. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Annual Rate is $26,000 per month. Located only two blocks to the beach and featuring…

Price: $40,000

Residential Rental

***SUMMER/FALL RENTAL ONLY***GULF FRONT SINGLE FAMILY HOME***OLD NAPLES CHARM***4 BEDROOM/ 4 BATH***VIEW OF NAPLES PIER***BEACHFRONT / POOL***SUMMER SPECIAL MAY 1 - NOVEMBER 1, 2022 - $120,000.00 NO TAXLOCATION, LOCATION, LOCATION... You cannot get…

Price: $39,000

Residential Rental

The Olde Naples home youve been searching for! This completely renovated Florida home is set on a lushly landscaped lot just steps from the sugar sand gulf beach. The interior offers 3 bedrooms, 3 baths…

Price: $38,500

Residential Rental

The Christmas Cottage a historical retreat that evokes a charming expedition into yesteryear, and exemplifies a lavish Naples beach lifestyle. Built in 1914 and represents a piece of Naples history that has been celebrated…

Price: $37,500

Residential Rental

Leased December 2021 through January 31, 2022. FULL SEASONAL RATE SHEET AVAILABLE. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Annual Rate is $24,375 per month. Ideally…

Price: $35,000

Residential Rental

This gorgeous contemporary home is located just a few blocks from the nightlife and shopping of 5th Avenue and 3rd Street, the white-sand beaches of the gulf and some of Naples finest Golf Courses! The…

Price: $35,000

Residential Rental

Spend your winter walking or biking to the fine dining and shops 5th Avenue has to offer, as well as Naples' award winning beaches. Located just one block from 5th Avenue and three blocks from…

Price: $35,000

Residential Rental

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…

Price: $35,000

Residential Rental

Beautiful coastal contemporary home located in the heart of Olde Naples. Walking distance to 3rd Street South and 5th Avenue South. The home offers four bedrooms and 5 full bathrooms. Weber grill and extensive…

Price: $35,000

Residential Rental

Available Dec through Jan 15th. Dream vacation rental in Olde Naples awaits! Fully renovated and finely appointed with terrific natural light and contemporary design. A few steps from the beach, bike path and…

Price: $33,000

Residential Rental

Quintessential Olde Naples charm. Lovely, updated, pet-friendly, pool home, perfect for a luxurious vacation rentla. The new pool was just poured in early Fall 2020, and the entire outfoor living area is brand new. Owner…

Price: $32,500

Residential Rental

Leased for Jan. 1, 2022 thru April 30, 2022. FULL SEASONAL RATE SHEET AVAILABLE. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Annual Rate is $21,125 per…

Price: $32,500

Residential Rental

Open to all weekly offers. Charming Olde Naples coastal beach cottage completely remodeled for todays comforts! Formerly the Chatterbox Cottage.Wake up and enjoy the morning sun with views of the heated pool through three sets…

Price: $32,000

Residential Rental

Your lakefront dream cottage awaits. Just steps from world famous sugar sand beaches and a multitude of fine dining opportunities in the future Naples Beach Hotel, this picturesque residence is your ticket to Old Naples…

Price: $28,000

Residential Rental

Leased until May 31, 2022. FULL RATE SHEET AVAILABLE. This charming Old Naples home sits on a lushly landscaped lot only 5 houses to the beach and two blocks to the famous shopping/dining of 5th…

Price: $28,000

Residential Rental

Owner seeking a minimum of six (6) months beginning in October 2022. Would also consider an annual beginning in October. Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously…

Price: $26,500

Residential Rental

OPEN for 2021 Season! A wonderful, upscale residence! This Villa is within the Heart of Naples, just a few blocks to Third Street and 5th Ave. S. shops, restaurants and the beach, offering Fabulous Views…

Price: $26,000

Residential Rental

Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates.FULL SEASONAL RATE SHEET AVAILABLE. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only…

Price: $25,000

Residential Rental

Enjoy this Olde Naples Casa del Mar in the heart of Olde Naples. Available for April and 2019 Summer. Beautiful 4 bedroom plus den/ 4 1/2 bath home with separate pool cabana with full bath.…

Price: $25,000

Residential Rental

AVAILABLE OFF-SEASON. NEW Old Naples - you CAN have it all! One block from 5th Ave and only 4 blocks from the beach, this spacious townhome/villa offers single-family style living with an attached two…

Price: $25,000

Residential Rental

Absolute gorgeous, newer construction home for rent in Olde Naples! Walking distance to the beach! This property boasts southern exposure for all day sun at the heated salt water pool, large outdoor enclosed shower, auto…

Price: $25,000

Residential Rental

Spanish Mission Style Luxury Rental with Pool/Spa ** Available 10/1/22 **4BEDS/4.5 BATHS ** Beautifully Furnished ** Olde Naples ** $25,000/monthEnjoy this beautifully furnished 4-bedroom and 4-bathroom luxury home which features upgraded kitchen including granite countertops,…

Price: $25,000

Residential Rental

Looking for your own luxury 5th Ave stay? Look no further! This beautiful condo is located in the heart of 5th Ave, and offers a clean, spacious space for you to enjoy your get away.…

Price: $24,500

Residential Rental

Naples, Florida, Townhouse located on picturesque tree lined street in the heart of the village of Old Naples. Private entrance, private elevator servicing all three levels, and private two car garage. Close to Fifth Avenue…

Price: $24,000

Residential Rental

The perfect beach cottage! This classic Olde Naples home has been completely renovated to offer comfort and coastal style in an ideal location along tree-lined 1st Ave N, just three houses from the beach. Walk…

Price: $24,000

Residential Rental

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…

Price: $22,000

Residential Rental

This beautiful 3 bed, 2 bath unit is filled with modern touches and bright natural light. A boutique condo in a 22-unit building, youll find all the privacy and serenity you crave while living just…

Price: $22,000

Residential Rental

This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but youll be just steps from 5th Avenue shopping and dining and mere blocks…

Price: $22,000

Residential Rental

This boutique condo is in an exclusive 22 unit building in the heart of Naples. The building offers plenty of privacy, but youll be just steps from 5th Avenue shopping and dining and mere blocks…

Price: $20,000

Residential Rental

Newly Renovated Beach Cottage, the beach block of 5th Ave S, almost right on the beach and short walk to the world-famous 5th Ave shopping and restaurant district. 3BR 2 Baths, large screen lanai to…

Price: $20,000

Residential Rental

Olde Naples Florida charm fills this beautiful home surrounded with lush landscaping and brick paver walkways. This ideal floorplan offers all guest bedrooms with en suite plus a den and Master Suite on the main…

Price: $20,000

Residential Rental

STEPS TO 5TH! Located half a block from the start of all the world-class restaurants on 5th and only a brisk walk from Broad Ave, sits this beautifully designed and furnished 2-bedroom condo with a…

Price: $18,500

Residential Rental

Newly Offered within the heart of Olde Naples!This updated 2 bedroom/Den with sleeper/3 bath is just three blocks to the white sand beaches of the Gulf of Mexico, less than two blocks to 5th Avenue…

Price: $18,500

Residential Rental

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…

Price: $18,500

Residential Rental

4-6 MO. Leases! This beautifully furnished, 3 bedroom/Den/3 bath condominium, has exquisite detail and designer furnishings, right in the heart of Olde Naples. This 2,500 sq. ft. property, has a Great room, well- appointed gourmet…

Price: $18,000

Residential Rental

This charming Old Naples house has a perfect combination of great location, serene outdoor spaces, and a spacious, updated interior.The house is two and a half blocks to the beach, a short bike ride to…

Price: $18,000

Residential Rental

Coastal yet cosmopolitan, this 3 bedroom, 2 bath townhome is located just 6 blocks from the white sand beaches of Old Naples. Take the secured elevator to the second floor to enter the main living…

Price: $18,000

Residential Rental

Leased from Jan. 15th through May 15th 2022. $9K/month is for an Annual Lease only. Two blocks to Naples white sand beaches! This pristine and fully updated 2 BR + Den, 2 Bath condominium with…

Price: $18,000

Residential Rental

This beautiful 2 bed, 2 bath unit offers countless modern touches, sleek design and beautiful natural light. A boutique condo in a 22-unit building, youll find the privacy and serenity you crave while living just…

Price: $18,000

Residential Rental

Available April 2022! Modern luxury in Olde Naples! 850 Central is new condominium in an ideal Naples location walking distance to the beach, 5th Ave S and many other downtown conveniences. Unit 208 offers designer…

Price: $17,500

Residential Rental

Five blocks to white sandy beaches in one direction, and five in another to all that 5th Ave. s, and 3rd St. s has to offer. The best of Old Naples! Open floor plan Villa…

Price: $16,500

Residential Rental

This completely remodeled, 2 bedroom, 2 bath (sleeps six) Cape Cod cottage-style home is just steps from the beach! This home offers a living area with gas-burning fireplace, all new furniture, with over-stuffed blue couch,…

Price: $16,000

Residential Rental

Exquisite designer renovation ! One block from the beach and Pier in Olde Naples. A complete (down to the studs) renovation has been completed at this 2 BR/2.5BA poolside condo in the renowned Pierre Club…

Price: $16,000

Residential Rental

Amazing opportunity to vacation in the heart of Olde Naples! Less than 2 blocks from the white sand beaches of Naples and the Gulf of Mexico you will find this one of a kind vacation…

Price: $16,000

Residential Rental

RENTED JAN - MARCH 2022. AVAILABLE APRIL 2022. This fabulous two story villa is perfectly located in Old Naples and is walking distance to 3rd Street, 5th Avenue and the beautiful beaches of…

Price: $16,000

Residential Rental

REDUCED and now open for March & April. This luxury condo is situated right in the heart of Downtown Naples in La Galleria on the corner of 3rd St S and 12th Avenue. Just…

Price: $15,000

Residential Rental

RENTED Season 2022. NEW Old Naples - modern and right in the heart of it all! This 2 bedroom/2.5 bath corner unit sits perched on the top floor with high ceilings and a…

Price: $15,000

Residential Rental

JUST LISTED - AVAILABLE JAN-APRIL 2022! A Naples location doesnt get much better than the intimate Pierre Club, just steps to 3rd St S and the Pier! Unit 14 is a two-level, second floor unit…

Price: $15,000

Residential Rental

Centrally located single family pool home located just blocks from 5th, 3rd and the beach.Two bedrooms, two bathrooms, cozy, quaint with outdoor space that offers privacy in the heart ofOlde Naples.

Price: $15,000

Residential Rental

***OLD NAPLES COTTAGE***NEWLY RENOVATED***FURNISHED SEASONAL***Old Naples beach cottage meets modern chic! Perfectly situated at the corner of 6th Street South & Broad Avenue. Just minutes from the beautiful beaches, the world class restaurants and shopping,…

Price: $15,000

Residential Rental

Available June 2022 and on. Extremely rare opportunity to live right in the heart of Olde Naples an reside within one of Southwest Florida's most sought after luxury condominiums! 875 Sixth Avenue consists of only…

Price: $14,800

Residential Rental

Immaculate coastal style 3BR + pool home just minutes from world class beaches, dining and shopping. Be one of our first guests - kitchen with stainless steel appliances, granite counters throughout, spacious dining and living…

Price: $14,000

Residential Rental

OPEN MARCH and April! Olde Naples location!Two blocks to the 5th Ave. shops, restaurants, and galleries, and 3 blocks to a beautiful sandy beach!This newly renovated 2 bedroom, 3 bath residence, 1668 sq.ft., within…

Price: $14,000

Residential Rental

Stately charm and Olde Naples elegance awaits you in beautiful Villa Rosa, a classic Bahamanian villa just steps from the sugar-sand beaches in Olde Naples. Four bedrooms and three full baths makes this home the…

Price: $12,000

Residential Rental

Rented for 2022 season. Secure your vacation spot right on the Fifth Ave South, Downtown Naples, where word-class dining, shopping and entertainment are just outside your front door. Starbucks is downstairs!Be the envy of your…

Price: $10,500

Residential Rental

LOCATION! LOCATION! LOCATION! STAY ON PRESTIGIOUS 5TH AVENUE (on the corner of 5th Ave & 3rd Street!) & ONLY TWO BLOCKS FROM THE BEACH! Forget about needing a car because you can comfortably walk roughly…

Price: $10,500

Residential Rental

NEW to the rental market!! Right on Fifth Avenue South in Downtown Naples, where shopping, dining and entertainment are at its zenith. Just five short blocks to the Beach!! Indulge in the luxury of…

Price: $10,500

Residential Rental

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…

Price: $10,000

Residential Rental

Welcome to your vacation home at Pierre Club, perfectly located in the heart of Olde Naples on prestigious Gordon Drive. Enjoy being just steps to the white-sand beaches of the Gulf of Mexico and…

Price: $10,000

Residential Rental

Welcome to your vacation home at Pierre Club, perfectly located in the heart of Olde Naples on prestigious Gordon Drive. Enjoy being just steps to the white-sand beaches of the Gulf of Mexico and…

Price: $10,000

Residential Rental

Live the urban lifestyle in the heart of downtown Naples! This beautifully renovated condominium sits on the top floor of a building on 5th Avenue South with a peaceful view of Cambier Park from the…

Price: $10,000

Residential Rental

Regal, elegant and exclusive, this stunning apartment is for those who prefer the finer things in life. Designed as a pied-a-terre, this penthouse apartment offers 1300 sqft of living space including one master bedrooms, one…

Price: $10,000

Residential Rental

Book Now - Open for 2021 Season! Location, Location! Updated 3 bedroom, 2.5 bath condo just blocks to Third Street Shops, Restaurants, and beach! Enjoy the quiet privacy in this 3 unit complex. Renovated this…

Price: $10,000

Residential Rental

AVAILABLE FROM APRIL 1! The SOCE building is a Rare, Brand new, pet friendly, building in Olde Naples which provides a fabulous short term option unlike anything else downtown. Sophisticated Clive Daniel decorated condominium in…

Price: $10,000

Residential Rental

This charming first-floor condominium is in one of the most prestigious locations in all of Naples. Located one block from the beach & Old Naples famed 3rd St. dining/shopping district. This 2 bed 2 bath…

Price: $10,000

Residential Rental

*ANNUAL RENTAL ONLY* 850 Central is an upscale boutique condominium residence located in the heart of Olde Naples. This incredible 2 bedroom, 2 bathroom, 1,357 square foot condo includes a spacious lanai looking out to…

Price: $9,500

Residential Rental

This condo offers an amazing location and fabulous living in the heart of Old Naples! Spend your vacation walking to iconic 5th Avenue and 3rd Street for luxury shopping and five-star dining. Or take…

Price: $9,500

Residential Rental

Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. The final touches are underway on this newly renovated 2 bedroom/2 bath unit. Outstanding features include an open-concept…

Price: $9,500

Residential Rental

Welcome to The Olde Towne Condominium, your perfectly located vacation home in the heart of Olde Naples. The final touches are underway on this newly renovated 2 bedroom/2 bath unit. Outstanding features include an open-concept…

Price: $9,000

Residential Rental

2023 AVAILALBE FOR 3-6 MONTHS IN 2023 AT THE SOUTH BEACH CLUB ON 3RD STREET S. IN OLDE NAPLES ON THE CORNER OF 11TH AVE. THIS SPACIOUS BRIGHT 2 BEDROOM, 2…

Price: $8,000

Residential Rental

NEW VACATION RENTAL! Enjoy a ten minutewalk to white sandy beaches and beautiful sunsets. This 3 bedroom /1 bath home is locatedin 'Olde Naples'. The master suite offers a Queen-size bed; the second bedroom has…

Price: $8,000

Residential Rental

LOCATION, LOCATION, LOCATION.. OLD NAPLES RIGHT NEXT TO 3RD AVE WITH ALL THE NICE RESTERAUNTS. TOMMY BAHAMAS, CONTINENTAL and much more. SHORT WALK TO THE BEACH. THIS IS TOWN HOUSE IS 2 STORIES WITH BOTH…

Price: $8,000

Residential Rental

Great 2 bedroom 2 bath condo with carport and CAR included. Rental includes exclusive use of 2016 Chevrolet Camero Convertible. Located in the heart of the Historic District of Olde Naples. Close to 5th Ave…

Price: $7,900

Residential Rental

Searching for your own affordable piece of paradise in the heart of Downtown Naples? Look no further! You'll enjoy a convenient location that's a five minute stroll to the beach and downtown fifth avenue where…

Price: $7,500

Residential Rental

Living the Life in Olde Naples. This cozy 2 bedroom 2 bath condo is located in the historic Third Street District. Many extras including granite counters, porcelain tile floors, and a large screened lanai…

Price: $7,500

Residential Rental

This spacious villa is located in the heart of Down Town Naples, just four blocks to the beach and three blocks to The Naples Bay! Enjoy bright sunny days from a multitude of windows and…

Price: $7,500

Residential Rental

Season 2022 open. 90 day minimum required. Location, location, location! Enjoy the short distance to the gorgeous Naples Beaches - just 2 blocks away! This quaint, first-floor courtyard condo is situated in Olde…

Price: $7,000

Residential Rental

Southwind is located in the center of Olde Naples with walking distance to everything that Olde Naples has to offer, just 2 blocks from 3rd St, 5 blocks from the sand and 6 blocks from…

Price: $6,800

Residential Rental

This remodeled 2/2 bath second-floor unit offers an ideal location for everything Naples. Walking distance to 5th Avenue South, shopping and dining, The Briggs Wellness Center, Central Collier County Library and of course, our…

Price: $6,500

Residential Rental

Location, location, location! Beautifully updated two-bedroom condo ground floor end unit located two blocks from 5th Avenue South and four blocks to beach. New tile and carpet, plantation shutters and much more. Assigned…

Price: $6,500

Residential Rental

This newly built 2 bed/2 bath boutique flat is located in the heart of downtown Naples. The flat is walking distance to the beach, shopping, dining, arts and culture, recreation, and more! Get ready for…

Price: $6,350

Residential Rental

Location, Location, Location!!! When only the best location will do. This Old Naples condo is one and half blocks to beach and walking distance to fine galleries, shopping and world class dining. All the comforts…

Price: $6,000

Residential Rental

Location Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just block from Fifth Avenue South where you will find…

Price: $6,000

Residential Rental

One half block off 5th Avenue South in Naples FL! 4 blocks to the beach! This is the one-bedroom condo that you want to be in this season! Completely renovated and well designed with all…

Price: $6,000

Residential Rental

WALK TO THIRD ST! BEACH!! This residence has been updated in a coastal contemporary style, offering an open floor-plan, beautiful wood flooring and new furniture throughout. The Living area has an upholstered couch, two accompany…

Price: $6,000

Residential Rental

Guests will enjoy this Lovely, cheerful and colorful property only 2 blocks to 5th Ave. S. in Old Naples. Walk to the beach (3 blocks) and walk to all the restaurants, shops and galleries for…

Price: $6,000

Residential Rental

Light and bright condo in a million dollar setting. Second floor, two bedrooms plus den, and two bathrooms. Beautiful community pool. Walk to the beach for swimming and glorious sunsets. 2 blocks to the bay…

Price: $6,000

Residential Rental

***NEWLY UPDATED ANNUAL RENTAL***ONE BLOCK FROM NAPLES BEACH***PERFECT LOCATION***Newly updated 2 beds/2 baths condo, located one block from the beach & Old Naples famed 3rd St. dining/shopping district. Stunning fist floor condo has undergone…

Price: $5,500

Residential Rental

** ONE BEDROOM WALK TO FAMOUS 5TH AVENUE AND NAPLES BEACH ** Castleton Gardens Olde Naples Condos. It's all about lifestyle, live the Old Naples life. Castleton Gardens is in the heart of it…

Price: $5,500

Residential Rental

Enjoy the life of luxury in the heartbeat of Naples in your own turn-key penthouse overlooking Olde Naples 5th Ave. 5th Ave offers world class fine dining and shopping. Just a few blocks away lies…

Price: $5,200

Residential Rental

Price: $5,000

Residential Rental

Absolutely charming residence located right in the heart of Olde Naples on 3rd Street South. This 2 bedroom, 2 bath, ground floor condo has had the modern face-lift with all new kitchen and baths, and…

Price: $5,000

Residential Rental

Pied-a-terre condo in the heart of downtown Olde Naples. 1/2 block to Fifth Avenue shopping & restaurants. 4 blocks to the beach. Furnished, turnkey unit includes 2 bicycles, Tommy Bahama beach cart with matching umbrella…

Price: $5,000

Residential Rental

Incredible Location!!! This 2 bedroom, 2 full bath condo is one block from the beach and steps away from the iconic Naples Pier. Walking distance to famous restaurants and shops of Third Street South in…

Price: $5,000

Residential Rental

Live like a millionaire for only $5,000 a month in this meticulously upgraded 1,300 square feet unfurnished two bedroom, two and a half bath Olde Naples townhouse with garage and lanai. When you enter…

Price: $4,500

Residential Rental

Fantastic location close to Beach (Basically 2 1/2 blocks) and in the Heart of Olde Naples (around the corner) makes this beautifully furnished spacious condo with great room design and split bedrooms and dual…

Price: $4,500

Residential Rental

Available now for off season rental. Seasonal rates upon request. Six month minimum. newly furnished. Olde Naples! Just 5 blocks to the famous Naples Pier and walking distance to everything Olde Naples…

Price: $4,500

Residential Rental

Location, location. In the heart of Olde Naples. Walk to 5th Avenue shops, restaurants, and entertainment; 3rd Street activities, and white sandy beach. First floor 2 Bedroom, 2 bath plus…

Price: $4,200

Residential Rental

The perfect Naples get-away nestled in the midst of all the activities that Olde Naples area has to offer. This firstfloor corner unit with community courtyard is located directly outside of this units door…

Price: $4,200

Residential Rental

2023 Season RENTED JFM OLDE NAPLES TOWN MANOR CONDO ON 3rd STREET SOUTH just 3 BLOCKS TO THE BEACH AND PIER, WALK TO 3rd STREET SHOPS AND RESTAURANTS AND GALLERIES , 2/2 2nd floor…

Price: $4,200

Residential Rental

2023 SEASON RENTED. IN DOWNTOWN OLDE NAPLES IN A FANTASTIC LOCATION. Newly REMODELED ALL WHITE KITCHEN WITH DOOR TO outside BALCONY FOR CONVENIENCE of groceries. COURTYARD POOL, carport for …

Price: $4,200

Residential Rental

Fabulous 3 bedroom 2 bath condo in the Heart of the Historic District. This beautiful condo is completely updated and tastefully furnished with a contemporary vibe. Top floor bright unit with windows on all sides.…

Price: $3,800

Residential Rental

**2 PLUS DEN/2 BATHS***DOWNTOWN NAPLES***FIRST FLOOR CONDO***FURNISHED SHORT-TERM AVAILABLE***Well maintained first floor condo with oversized screened in lanai overlooking the peaceful pool. Master complete with double bed en suite full bathroom and TV. Guest room…

Price: $3,200

Residential Rental

Just 6 blocks from the Gulf of Mexico this 1 bedroom, 1 bath weekly rental with a dedicated parking space is ideal for couples, especially travelers who enjoy tennis, the arts, fine dining, and the…

Price: $3,200

Residential Rental

Enjoy your life as if you are always on vacation when you book your stay in this beautiful residence in the Historic Cove Inn. This refreshing CONDO/HOTEL is ideally located within walking distance to Fifth…

Price: $2,000

Residential Rental

The PERFECT Naples get-away nestled in the midst of all the activities that Olde Naples area has to offer. This firstfloor corner unit with community courtyard is located directly outside of this units door…