Olde Naples

Price: $27,000,000

Single Family

Like no other. This is a once-in-a-lifetime opportunity to build the home of your dreams on one of the most desirable residential building sites on Florida's Gulf Coast. Behind the seagrass and sea grape…

Price: $14,295,000

Single Family

Situated amongst the mature trees and quiet charm of Olde Naples northern corridor, this new construction home provides a rare opportunity to live on over a half-acre of land, 1.5 blocks from the beach. Slated…

Price: $12,995,000

Single Family

This immaculate custom home is perfectly located in the heart of Olde Naples, just 1 block from the beach and is the epitome of Naples resort style living! This lightly lived in home features exquisite…

Price: $9,995,000

Single Family

Ideally situated on a highly sought after beach block with western exposure and the idyllic Old Naples. Originally built in 2018 designed by the renowned Stofft Cooney Architect firm. The home offers high end…

Price: $9,995,000

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 Kukk…

Price: $9,995,000

Single Family

Beach Block Location! A few steps from the white sandy beach. Situated in the Golden Triangle between 5th Avenue and 3rd St and close to the beach...the most prized location in all of Olde Naples.…

Price: $8,998,000

Single Family

TEAR DOWN HOUSE - Build your Dream Home right in the heart of Old Naples. Panoramic Gulf, Beach and Naples Pier views within steps of the pristine white sand beach. This 92 x 150 property…

Price: $7,595,000

Low Rise (1-3)

C442 - Four ultra-luxurious residences overlooking Cambier Park in the very heart of Olde Naples. Exciting, new construction opportunity to live just one block south of famed Fifth Avenue South, just 8 short blocks to…

Price: $7,499,000

Single Family

Charming Old Florida cottage in a most spectacular location which is 3 houses from the beach and 4 blocks to 5th Ave S. This home was built to live the casual lifestyle but with all…

Price: $6,575,000

Single Family

Construction commencing on June 1, 2021 with completion slated for spring 2022. This ideal collaboration of MHK architecture, CGU Custom Homes and ALD Landscape and Pool Design will result in an impeccable, one-of-a- kind home…

Price: $6,000,000

Single Family

H2427 - New Construction. Ready August 2021! Two blocks to the beach. This fabulous 4.100 SF two-story coastal contemporary custom home features 4-bedroom and 4.5 baths. The open floor plan by Integral Builders, Lotus…

Price: $5,950,000

Single Family

New construction in the heart of Old Naples with this expression of coastal chic designed by Kukk Architecture in collaboration w/ T.Jerulle Construction and Freestyle Design. Spanning over 5300 total square feet, this 4 bdrm,…

Price: $5,800,000

Single Family

New construction in the heart of Old Naples with this expression of coastal elegance designed by Kukk architecture in collaboration with T. Jerulle Construction and Freestyle Design. Spanning over 5300 total square feet, this 4…

Price: $4,895,000

Townhouse

Newly finished once in a lifetime opportunity to own the finest and largest condominium offered for sale in Old Naples! Le Petite Trianon offers the highest of quality construction and finishes with over 4300 sq…

Price: $4,650,000

Single Family

Located in the heart of Old Naples, this meticulously renovated Old-Florida home is a short walk to the Gulf beaches and 5th Avenue South. The lower level features a generously sized living area, open kitchen…

Price: $4,500,000

Single Family

Two blocks from the beach! Seven houses from the beach! This home is not available for viewing inside -- Nothing really worth seeing the owner says since you will be knocking it down anyway --…

Price: $4,495,000

Single Family

This wonderful home is move-in ready and will provide a stylish Naples retreat for years to come - or build your dream home right away, on a gorgeous lot in this most prestigious location.Its not…

Price: $4,495,000

Low Rise (1-3)

Anything but typical, this stunning Olde Naples property has been completely renovated, and the layout masterfully reimagined by Stofft Cooney Architects and Carrie Brigham Design. Described as a design that liberates the soul, the…

Price: $4,250,000

Single Family

Located on a serene and beautiful tree-lined street, this spacious southern exposure Olde Naples home, features a light filled open floor plan & modern European ambience. The over-sized .41 acre lot is a short…

Price: $3,950,000

Low Rise (1-3)

This 3 bedroom and 3 full bath + den residence is the ONLY home with a den/ home office offered at the highly sought-after Rooftops on Fourth. Live luxuriously in downtown Naples. This elegantly appointed…

Price: $3,500,000

Villa Attached

Charming, Old Naples three-story luxury villa with private elevator, located only three blocks to 3rd Street South and five blocks to 5th Avenue and the beach. In pristine condition, the coastal modern design leaves nothing…

Price: $3,345,000

Low Rise (1-3)

Extremely rare and unique condominium in the revered Rooftops on Fourth, known locally as one of Old Naples' most exclusive buildings. Situated just steps from the renowned 5th Avenue South and the World Famous Gulf…

Price: $3,100,000

Low Rise (1-3)

Stunning condominium located in downtown Old Naples. Just a few blocks from 5th Avenue South, a stone's throw from Naples Bay and a short stroll to the beach, sits Crayton Place. The building (and all…

Price: $2,995,000

Single Family

Discover the meaning of luxury living in the heart of Old Naples with this MHK-designed three-bedroom, single-family cottage with thoughtful and efficient use of space. Ideally situated, this to be constructed Cottage catches the spirit…

Price: $2,795,000

Low Rise (1-3)

A must-see! Located in the heart of Old Naples just steps from 5th Avenue South and three blocks from Naples' famous sugar sand beaches, this second-floor residence offers over 2,600 sqft of living space throughout…

Price: $2,600,000

Low Rise (1-3)

This 3rd Street South Gem is located in the heart of one of the most exclusive area of Naples. Only steps to Naples beaches, Fishing Pier, shopping and casual or fine dining. NEW…

Price: $2,495,000

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: $2,474,500

Single Family

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: $2,195,500

Single Family

Charming Old Naples cottage in perfect downtown location just south of Fifth Avenue. Walk to Gulf Beaches, Fifth Avenue & Third St S. for first class shopping & fine dining. Cambier Park with tennis and…

Price: $2,145,000

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)

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 just steps…

Price: $2,145,000

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 just steps…

Price: $2,000,000

Villa Detached

Fully renovated unit in Palm Ct. Steps from the beach, 3Rd. St. S. and 5th Ave. S. More pictures coming soon.

Price: $1,975,000

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 just steps…

Price: $1,975,000

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 just steps…

Price: $1,895,000

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 just steps…

Price: $1,895,000

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 just steps…

Price: $1,895,000

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: $1,649,000

Low Rise (1-3)

C1310 Located in the heart of Olde Naples, this totally remodeled Villa is just 5 short blocks to the beach/ shops/restaurants on 5th Ave/3rd St. and City Dock! One of only 6 units, rarely does…

Price: $1,495,000

Low Rise (1-3)

This 1704sf Dalton floor plan is a 2 bedroom, 2 and a half bath resort style unit on the second floor overlooking the pool on the second floor. Gorgeous large master suite with his/her closets…

Price: $1,495,000

Low Rise (1-3)

This 1704sf Dalton floor plan is a 2 bedroom, 2 and a half bath resort unit on the second floor overlooking the pool on the second floor. Gorgeous large master suite with his/her closets and…

Price: $1,495,000

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 just steps…

Price: $1,495,000

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 just steps…

Price: $1,495,000

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 just steps…

Price: $1,250,000

Low Rise (1-3)

850 Central is an exclusive boutique condominium residence with 22 units. Floor plans consist of 2 bedrooms, 2 bedrooms + den, and 3 bedroom units on the pool deck level or upper floor. Units range…

Price: $499,999

Low Rise (1-3)

PERFECT LOCATION! Beautiful 1 BR 1 BA in Olde Naples remodeled in coastal contemporary style! New interior doors & trims, crown molding, custom built-in closet, beautiful flooring, new appliances, countertops & paint. No car…

Price: $87,000

Residential Rental

Magnificent 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 with clean lines /…

Price: $84,000

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: $55,000

Residential Rental

ALL NEW! This 5 bedroom, 5 bath house is Half -block walk to the beach and central to both 5th Avenue South and 3rd Street South shopping and dining.From the moment one enters the front…

Price: $45,000

Residential Rental

**AVAILABLE JUNE - DEC 2021** ...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 the U.S.…

Price: $45,000

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: $44,000

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: $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: $40,000

Residential Rental

***Leased from August. 1, 2020 until July 31, 2022. 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…

Price: $40,000

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: $40,000

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: $40,000

Residential Rental

This newly built, modern home is perfectly located in a mahogany-tree-lined street just a few steps from the beach and a short walk from Fifth Ave. Open floor plan spacious living area that opens directly…

Price: $40,000

Residential Rental

WALKING DISTANCE TO THE BEATUTIFUL BEACH!!!! Large five bedroom plus study and extra room located in Old Naples. The kitchen is a Chef's Dream complete with gas stove, wine cooler. Enjoy the…

Price: $39,000

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: $37,500

Residential Rental

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 situated on a quiet, mahogany lined street in…

Price: $36,000

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: $35,000

Residential Rental

Gorgeous custom built home situated one block from the white sand beaches & beautiful coastline of the Gulf of Mexico! Perfectly located right in the heart of Olde Naples & within walking distance to 3rd…

Price: $35,000

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: $35,000

Residential Rental

Olde Naples charming three story luxury villa with private elevator, located only three short blocks to 3rd Street South, and five blocks to 5th Avenue and the beach. World famous downtown Naples restaurants and shops…

Price: $34,500

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: $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: $32,000

Residential Rental

Unique, gorgeous 2-story single family residence that features the charm of Olde Florida on the exterior and is ideally located in the heart of Naples! This beautiful tree-lined street is within walking distance to 5th…

Price: $30,000

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: $30,000

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: $28,000

Residential Rental

Absolutely fabulous Key West plantation style two story residence located right in the heart of Olde Naples! Wonderful lake views from almost every room. The open, screened and covered pool deck & lanai…

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

Walk to Beach - YES. Steps to Fifth and Third - YES. Fabulously updated, old-Florida Style, coastal contemporary - YES. Pet Friendly - YES. Elevator - YES. It doesn't get any better than this in…

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

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: $25,000

Residential Rental

Available April 1, 2021 on. Renovated Olde Naples home only two blocks away from the beach! All recently furnished with brand new furniture, kitchen ware, beds and linens with no expenses spared. Enjoy high vaulted…

Price: $25,000

Residential Rental

Available Apr 4, 2021 on -. Beautifully renovated Olde Naples residence situated on an oversize corner lot only a short 3.5 blocks to beach. Enjoy an open floor plan with vaulted ceilings and oversized bedrooms.…

Price: $25,000

Residential Rental

This adorable residence is located in the heart of Naples and is only a few blocks to the Gulf of Mexico! l The ambiance of this remodeled 3 bedroom home exemplifies casual coastal living. Soft…

Price: $25,000

Residential Rental

This Beachfront Cottage sits on one of the most desirable residential building sites on Florida's Gulf Coast. Behind the seagrass and sea grape windbreak that borders its western edge, this 1.61-acre lot with 189…

Price: $24,000

Residential Rental

This classic Key West style home invites relaxed Florida living with all the modern amenities you could hope for in a beach house. Set in Naples most desirable neighborhood, you are within walking distance of…

Price: $23,600

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: $20,000

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: $20,000

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: $20,000

Residential Rental

Location! Location! Location! 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 2 short blocks to the beach.…

Price: $20,000

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: $19,500

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: $19,500

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: $18,500

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: $18,000

Residential Rental

AVAILABLE DECEMBER 2021 or APRIL 2022 only The Most unforgettable Vacation awaits you in this Old Florida Beach Cottage in the Heart of Olde Naples.Located across the street from The Norris Center home of…

Price: $16,500

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: $16,500

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: $16,000

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: $16,000

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: $16,000

Residential Rental

NEW ON THE MARKET! 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…

Price: $15,500

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

Currently leased for entire 2021 year and thru May 15th, 2022. 4 month minimum. $7.5K/month is for an Annual Lease only. Two blocks to Naples white sand beaches! This pristine and fully updated 2…

Price: $15,000

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: $15,000

Residential Rental

**GULF FRONT SINGLE FAMILY HOME***OLD NAPLES CHARM***4 BEDROOM/ 4 BATH***VIEW OF NAPLES PIER***BEACHFRONT POOL***Available: June - November, Rental rate $15,000.00 / monthLOCATION, LOCATION, LOCATION... You cannot get any closer than this! Only steps away from…

Price: $14,800

Residential Rental

NEW LISTING. 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…

Price: $14,000

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: $13,900

Residential Rental

Location Location On Gordon Drive across from all the Third Street Shops and Resturants. Completely and Professionally remodeled. This Open Floor Plan is casual elegance with an island that seats 8 for entertaining or…

Price: $13,000

Residential Rental

Available the month of December 2021 for $16,000, and January 2022 for $23,000. Available April 2022 and on. Extremely rare opportunity to live right in the heart of Olde Naples an reside within one of…

Price: $12,500

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: $12,500

Residential Rental

This absolutely stunning residence is in the small the iconic building of the Metropolitan, only 3 blocks to the beach near the intersection of 5th Avenue and 3rd Street. This pied-a-terre penthouse offers the ultimate…

Price: $12,000

Residential Rental

Available April thru December 2021 at a reduced rate! 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…

Price: $11,200

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: $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

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 balcony overlooking famed…

Price: $10,000

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: $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: $9,800

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: $9,000

Residential Rental

Available December 2021 & January 2022.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…

Price: $9,000

Residential Rental

2011 Built 5 bedrooms, 5 bath Old Naples pool/spa home with soaring 30 ft living room ceilings, a covered lanai and outdoor kitchen, elevator, and 3 car garage (on alley).

Price: $8,500

Residential Rental

2022 SEASON RENTED IN THE SOUTH BEACH CLUB ON 3RD STREET S. IN OLDE NAPLES ON THE CORNER OF 11TH AVE. THIS SPACIOUS BRIGHT 2 BEDROOM, 2 BATH WITH DEN/OFFICE…

Price: $8,000

Residential Rental

Available Jun 2021 and Nov-Dec 2021. LUXURY SHORT TERM rental in the heart of OLD NAPLES. 2br+den end unit PENTHOUSE. Breathtaking view of Fifth Ave South with art galleries, finest restaurants, luxury shops and more…

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

NOT AVAILABLE JANUARY - APRIL 2021. Fabulous condo, fabulous location! If you are looking for a clean, quiet condo located int he heart of Old Naples, this is the place for you! This top floor…

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: $7,000

Residential Rental

SUMMER SPECIAL $6,500.00 A MONTH FROM JUNE - SEPTEMBER.This AMAZING and UNIQUE 3 bedroom/ 3 bath condo is breathtaking! Located right off of 5th Avenue on the top floor with an elevator. Close to historic…

Price: $7,000

Residential Rental

(AVAILABLE APRIL 2021 THRU MARCH 2022) This is it! Truly living in the heart of Olde Naples! PET-FRIENDLY! Weekly rentals allowed! Location is an understatement...located literally a few footsteps from 5th Ave S, this TURNKEY…

Price: $7,000

Residential Rental

RENTED FOR SEASON 2022 JAN FEB MAR . 3 month minimum. Charming first floor condo TWO BLOCKS TO THE GULF OF MEXICO and ONE BLOCK TO FIFTH AVENUE! This 3 BR, 2 BA condo…

Price: $6,500

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: $6,500

Residential Rental

This property is located in the center of Olde Naples! Walking distance to our most notorious restaurants, bars and shopping on 5th Ave. You are one block away from our famous white sand beaches. This…

Price: $6,500

Residential Rental

This immaculate, completely renovated first floor condo is just minutes from the luxurious shopping and white sandy beaches that make Naples so desirable! Less than a two minute walk to either the beach or the…

Price: $6,500

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: $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

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: $6,000

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: $6,000

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: $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: $5,500

Residential Rental

Light, bright and casually inspired beach cottage in the heart of Olde Naples. Newly redecorated for the season with brand new furnishings, high quality linens, and dishware. Master bedroom features a queen bed,…

Price: $5,500

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: $5,500

Residential Rental

OPEN FOR 2020 SEASON! 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…

Price: $5,000

Residential Rental

Located in the heart of Olde Naples, this perfect vacation residence is only moments from the world class shopping and dining on Fifth Avenue South and an easy walk to Historic 3rd Street South or…

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

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: $5,000

Residential Rental

This is available beginning February 13th, 2021. February is available for $7,500 plus tax .CHARMING 2 bedroom / 2 bath home. Located within the Naples Historic District at the corner of 10th Avenue South and…

Price: $4,800

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: $4,375

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: $4,200

Residential Rental

A gorgeous tropical retreat!!! This second floor end unit is bright and breezy. Tastefully remodeled with wood floors, cherry wood kitchen cabinetry with updated household furnishings. Awesome location within walking distance to the beach, 5th…

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: $4,000

Residential Rental

2022 rented, OLDE NAPLES TOWN MANOR CONDO ON 3rd STREET SOUTH just 3 BLOCKS TO TO THE BEACH AND PIER, WALK TO 3rd STREET SHOPS AND RESTAURANTS AND GALLERIES , 2/2 third floor with elevator…

Price: $4,000

Residential Rental

Price: $4,000

Residential Rental

STILL AVAILABLE SEASON 2021! Fabulous Olde Naples two bedroom, two bathroom, condominium residence located on 8th Ave S. This location is within walking distance to shopping and dining on 5th Ave, 3rd St, Bayfront, Tin…

Price: $4,000

Residential Rental

Want close to the beach? Look no further! This charming 2/2 first floor end unit condominium is located in beautiful Olde Naples. Walking distance to Naples Beach, the Cove Inn, 3rd Avenue and Famous 5th…

Price: $4,000

Residential Rental

Rented Season 2022 The Most unforgettable Vacation awaits you in in the Heart of Olde Naples. Just a few blocks walk to Fifth Avenue dining, shopping, theater & art galleries. Tin City, 3rd Street…

Price: $3,800

Residential Rental

2022 SEASON RENTED STARTING DEC- MARCH 15 ,22 IN DOWNTOWN FANTASTIC LOCATION . 2/2 TOWN MANOR CONDO IN OLDE NAPLES ON THIRD STREET , 3 BLOCKS TO BEACH AND PIER. RESTAURANTS, GALLERIES, SHOPPING…

Price: $3,700

Residential Rental

Fabulous 3 bedroom 2 bath located in the Historic District of Olde Naples. Tastefully furnished with the latest, current designs; Completely upgraded throughout including new flooring, kitchen and baths with close attention to all details.…

Price: $3,500

Residential Rental

This charming Olde Naples guest house is approximately 4 blocks to the pristine Gulf beaches. Just right around the corner in the heart of Olde Naples, just steps to 3rd Street with great…

Price: $3,400

Residential Rental

Updated mid century modern in old naples, with floor to ceiling impact glass sliders. Available for season 2020/2021 or annually.

Price: $3,400

Residential Rental

ANNUAL RENTAL. Completely Remodeled, all NEW coastal furniture. South West exposure delivers a light and airy end unit with beautiful, private views. Use the elevator or your semi private stairway entrance right up to your…

Price: $2,600

Residential Rental

Fabulous 2 bedroom 2 bath completely updated first floor condo. All new cabinetry, new appliances, new kitchen and baths, new flooring and even new furniture. Washer and Dryer in the unit and carport right outside…

Price: $2,500

Residential Rental

Come and enjoy this wonderful location in Olde Naples. This nicely updated 2 bedroom, one bath end-unit located west of Tamiami Trail is the perfect location where you can bike or walk to the…

Price: $2,500

Residential Rental

AVAILABLE FOR SUMMER 2021! Jan-March 2022 is unavailable. This beautiful 1/1 end-unit in Essex House is located right in downtown Olde Naples. Only a few blocks away from 5th Ave and the beach!

Price: $1,700

Residential Rental

Live the free life you always wanted. A small comfortable, easy to take care condo in a great location. In a radius of one mile, you have everything you need and want: Beach, stores, restaurants,…

Price: $1,200

Residential Rental

Annual unfurnished gem ideally located in the heart of Olde Naples. Blocks away from downtown Naples shopping and dining and from the white sandy beaches of the Gulf of Mexico. Information contained herein…

Price: $1,100

Residential Rental

This neat and tidy one bedroom, one bath is located on 3td. St.South in Olde Naples adjacent to St. Ann's Catholic Church. Its only three blocks from the beach. Walk to 5th Ave.…