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Holiday Rentals, Apartments and Homes in Naples, FL

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This vacation rental boasts an open-air pool with southern exposure; perfect for working on a vacation tan your friends back home will envy! The Avanti has a comfy; unpretentious; homey feel that says; “Come on in.” Additional amenities include: concierge, coffee maker, washer/dryer, parking -... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Tastefully decorated in a contemporary style, this modern home sleeps 10 in comfort and features a state-of-the-art gourmet kitchen with ample entertaining space. Indoor dining includes a formal dining area for eight with designer pendant lights, a breakfast nook for six overlooking the pool, plus... View all property information
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    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 7 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous 3 bedroom, 2.5 bath on the 8th floor of the Lesina building with stunning views of the 10,000 Islands. Beautifully remodeled and newly furnished throughout. An open floor plan allows for easy conversation and the large sliders provide spectacular views all day long. The Master bedroom... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This home is truly paradise! Set in a peaceful, private community, this 2800 sq. ft. custom built home has 4 bedrooms - all with large flat screen TV's and pillow-top mattresses, recently renovated 2.5 baths, luxurious resort style pool, a/c, large screened lanai, exceptionally large private back... View all property information
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    Naples, Southwest Gulf Coast
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy Sunny Florida in this comfortably furnsihed 2 Bedroom 2 Bath condo. The kitchen has be upgrated with Granite countertops. Sit out on your Lanai sipping coffee before you walk over to the pools. The community pool is a brief walk away and it is just a quick trip to the beach. The... View all property information
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    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Falling Waters Beach Resort, conveniently located on the corner of hwy.41 and Collier Blvd. in South Naples, close to both Naples and Marco Island's many restaurants, shops, and gorgeous white sand beaches. This tropical paradise awaits the most discerning traveler. Incredible water and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This condominium in a gated community has all new 2014 furnishings throughout, including two queen size bedrooms, comfortable dining for four and elegant seating in the living room. Cozy reading spot on the lanai with access from the master bedroom and living room. 32" flat screen TV. <BR>Kitchen... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely condominium has been professionally decorated in a botanical motif by Robb & Stucky. Tiled throughout except the bedrooms, fully equipped kitchen and a laundry room in unit. All new appliances in January 2016. Screened lanai plus a private deck with steps to go down to the pool. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This is a fantastic, modern condo. Its layout and design resembles a New York loft with all of the benefits of the Florida sunshine! It is an open concept: kitchen, dining, living room, lanai. As well, it is no more than 20 steps to the pool and Jacuzzi. Kitchen is all new: high end appliance,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This newly constructed villa boasts 12-foot ceilings, luxury finishings, and a private courtyard with an in-ground heated pool and jacuzzi. With 4 bedrooms and 3.5 bathrooms, this bright, modern home is perfect for a family getaway, golf groups, retreats, couples getaways, bachelor(ette)... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    5 of 5 stars (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This is a spacious waterfront luxury home close to all the amenities of sophisticated Naples. The main rooms have been devised to take full advantage of the lake views. The decor is plantation/colonial. Floors are tiled and plantation shutters add to the colonial feel. Rattan and cane... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    BRIARWOOD villa, yet another beautiful, well kept home in the heart of Naples offers both superb accommodation, great south facing views, privacy, security and close proximity to heart of Old Naples. This spacious 4 bed 3 bath home is within the community of Briarwood , an extremely popular gated... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Renovated family vacation home located in the heart of historic Olde Naples. Open floor plan is conductive to multi-generation family gatherings; grill fresh fish on the veranda while others swim in the pool or lounge in the family room/dining area. This pool home, parts of which have been... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Location. Location. Location.That's the key for this very nice one bedroom condo in the heart of Olde Naples.Walk to the beautiful beaches and sunsets of the Gulf of Mexico and stroll thru 3rd street and Fifth Avenue with its wonderful bars, restaurants and shops .City dock restaurants, Tin City,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Million-dollar views at an economical price! Awesome Gulf and poolside views from this updated residence. Updates include all new tile flooring throughout, new paint, updated kitchen with new appliances and mostly new decor. Neutral Florida style decor throughout with fun accent colors and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 29
    5 of 5 stars (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    'Royal Palm Cottage' in the Heart of Olde Naples - Perfect Location - Walk to everything. 5 bedroom 4 bath Classic Coastal Beach cottage featured in the 2011 book 'Dreamhouses': Beach Homes & Cottages in Naples. Located in the Historic District of Olde Naples just a short 2 block walk to Fifth... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 27
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Welcome to beach vacation paradise at Sandcastle Villas! Unit 1 is a three level bayfront townhome located across the street from Vanderbilt Beach on Gulf Shore Drive. The villa is walking distance from the Ritz Carlton and La Playa beach resorts and just minutes from North Naples’ downtown... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 9
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Relax in casual elegance in our beautiful 5 bedroom 3.5 bath house named Asolare in Vanderbilt Beach. Spacious and convenient this home is the perfect rendezvous for your family vacation near the beach. Located less than 1 mile from the gulf's white sandy beach, Asolare is perfectly located... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Beautiful 3 bedroom Key West style water front home with pool, spa and with its own boat dock. This is the perfect family home, close to everything that is Naples. Downtown Naples, Naples Bay and Botanical Gardens. Paddle boards and kayak available during your stay. Welcome to this gorgeously... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Step into this beautifully decorated fourth floor condo in one of Naples most prestigious communities. Tiburon is minutes to the Gulf Beaches, fine dining and cultural centers of Naples. For additional information contactTorey Wendling at 239-262-4242 or e-mail... View all property information
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    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to the gated community of Briarwood! This spacious (1874 sq.ft.), single story, 3BR/2BA, 2 car garage, pool/spa home is centrally located within minutes to famous downtown 5th Ave. restaurants and shopping, as well as nearby white sandy beaches. The inviting & open design of this home... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 32
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Located directly across the boulevard from the Venetian Village shopping and restaurants, The Savoy is a luxury beachfront high-rise unlike others. Savoy 1401 serves her guests the finest in upscale beach living in a private high-rise residence nestled between the calm waters and stunning skies of... View all property information
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    Naples, Southwest Gulf Coast
    1 / 42
    4.5 of 5 stars (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    This new 4500 sq. ft. Mediterranean home has 4BR/3BA, DEN w/ bed, spacious living room, high cathedral ceiling, formal dining room, eat in kitchen, gourmet kitchen, granite counter top, cherry wood cabinets and heated pool. All rooms have overhead fans & lights, cable flat screen TVs, centralized... View all property information
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    Naples, Southwest Gulf Coast
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sept.- Oct. OR Nov.- Dec. 2015 available at a SPECIAL 40% DISCOUNT RATE. 5 Star experience includes PGA membership at the TPC Naples in Treviso Bay. Treviso is the world's only TPC Bundled Golf Course. The membership will give you, your spouse, and children under 18 full access to the Tournament... View all property information
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    Naples, Southwest Gulf Coast
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bathroom condo, located in 55+ retirement community.(One person renting must be 55 or older) Recently re-decorated with new laminate floors. Lots of activities as part of the association. TV in bedroom (32in.) and living room (50in.). Includes free Wi-Fi and US phone calls.... View all property information
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    Naples, Southwest Gulf Coast
    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is a beautiful condo in East Naples. It is located between downtown Naples and Marco Island in a resort style golf community. The beautiful white sandy beaches are only 15 min away. If you enjoy shopping and fine dining, you'll find it all in Naples. The condo is located near the Championship... View all property information
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    Naples, Southwest Gulf Coast
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Our second floor Solterra at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake. New to NaplesFloridaVacationHomes, the Solterra is ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and... View all property information
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    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Enjoy unparalleled Vistas of Gulf and White Sand Beaches. View spectacular Sunsets from the comfort of your lanai. Experience the privacy of a gated and beachfront community. Fitness center and tennis courts nearby. Walking distance to Waterside and Venetian Village Shops. 90 days minimum.... View all property information
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    Naples, Southwest Gulf Coast
    1 / 26
    4.5 of 5 stars (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Location! Location! Location! For those seeking a luxury vacation condo for rent in sunny, Naples, Florida, it doesn't get much better than the NaplesFloridaVacationHomes Pascoli Condo Rental at Regatta folks! Located at the corner of Vanderbilt Drive and Vanderbilt Beach Road, this beach condo... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 924 is a 2 bedroom, 2 bath second floor condo which also has a den so it sleeps a total of 6 people comfortably. Extra amenities offered by this... View all property information
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    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Lovely 3 bedroom property with a southern exposure. This condo is equipped with all the amenities that make it a pleasure to entertain, from wine to tea, you will not want for anything. New kitchen and flooring throughout (07), tile in Living and Dining area and plush carpeting in the bedrooms! The... View all property information
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    Naples, Southwest Gulf Coast
    1 / 18
    5 of 5 stars (13) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Walk to the beach or enjoy your private heated pool! Located in desirable Vanderbilt Beach area, walking distance to beach. This lovely, spacious 3 bedroom house has it all. Beautifully furnished, bright and airy with all the comforts of home. Large flat screen TV in living room as well as master... View all property information
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    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Naples, Southwest Gulf Coast
    1 / 64
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Located on Fifth Ave. South in Olde Naples, this resort is a short walk to downtown and five minutes to Gulf Beaches by car or the resort provides a free beach shuttle. World class dining and shopping is plentiful in walking or driving distance. Golf courses galore, biking, hiking, miniature golf,... View all property information
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    Naples, Southwest Gulf Coast
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Lovely second floor unit with aquascape and fountain view in popular community of L'Ambiance in Pelican Bay. A heated pool and spa, social clubhouse with exercise room and gated entrance adds to the appeal of this community. Enjoy the amenities Pelican Bay has to offer including tram service to... View all property information
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    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ENJOY THE BREATHTAKING PANORAMA VIEWS THE MOMENT YOU ENTER THROUGH YOUR PRIVATE ELEVATOR. TASTEFULLY DECORATED AND FURNISHED. THIS 9TH FLOOR CONDO OFFERS VIEWS OF MANGROVE PRESERVES & THE GULF OF MEXICO. SPACIOUS 3BR/3BA CONDO IN MONTEGO AT COVE TOWERS OFFERS AN EXCLUSIVE MEMBERSHIP TO THE CALYPSO... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    'Capri Cottage' in the Heart of Olde Naples - Superb Location Luxurious four bedroom, two bath cottage in the very best location in the Historic District of Olde Naples. Walk a few blocks to Third Street's famous Restaurant and Art Gallery District or enjoy shopping and fine dining nearby on... View all property information
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    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This lovely corner unit has pretty bay views and it has been professionally decorated in a botanical motif by Robb & Stucky, this residence is an ideal place to bring your family and partake of Regatta's amenities. For more information please contact Bob Carson at 239.263.6886 or email:... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautifully decorated and furnished with so many extras, including three flat screen TV's in the living room, master bedroom and one guest bedroom. Bedrooms have King in the master and Queens in both guest bedrooms. Kitchen has been recently updated with granite countertops, beautiful glass tile... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Porch
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    • Pet-friendly
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    • ?
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    • x
    About this property
    This is a 2 bed, 2 bath, 1 den, sleeps 6, 1500 sq ft., first floor condo located in Stratford Place, Naples, FL, a gated community. Perfect for snow birds but is available during summer and fall months as well. Approximately two miles from the beach. Backs up to wetlands providing privacy for those... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
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    • ?
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    • ?
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    Paradise, Terrific Location, Spectacular Pool Home 2nd house from Johnson Bay, Beautifully renovated with 3 bedrooms and 2 full Bathrooms. A breath taking view of the Bay, watch the Dolphins jumping in the Bay. Just a bridge away from Marco Island Beaches, and near Naples Beaches, and Downtown,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Make the most of your vacation in paradise, enjoy lofty views of the Gulf of Mexico and more from this newly remodeled comfy residence. This 2 bedroom, 2 bath 11th floor condo features a den/family room for watching TV and relaxing. There is a king bed in the master bedroom, 2 twins in the second... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 53
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
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    • x
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    • x
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    The Villa is located in Briarwood a beautifully maintained gated community in Naples. The 4 bedroom and 3 bathroom salt water pool home with a lake view is a favorite for all. Our home has a specious open floor plan to comfortably accommodate 8 guests. The lake can be viewed from almost every... View all property information
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    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Unique property located on the Bay with deeded beach access to the Gulf of Mexico just across the street. Large unit with 3 bedrooms and 3 full baths. Private elevator. Beautiful fossil stone floors. Open and spacious floorplan. A fabulous Bayside terrace plus a Gulfside terrace make this truly a... View all property information
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    Naples, Southwest Gulf Coast
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    You will have unmatched spectacular views from this very nice condo in the Westshore building overlooking the Gulf of Mexico and North to Clam Bay. This property has beautiful tile throughout. Fully furnished condo, kitchenware, small appliances, linens and towels as well as washer and dryer.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Balcony
    • Satellite TV
    • DVD Player
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Park Shore Resort, 3rd Floor, End Unit, Bldg. E Park Shore Resorts prime location West of Hwy 41(Tamiami Trail) is within close proximity to restaurants, shopping, & famous downtown Naples. This sought after community is also convenient for walking, biking, or driving to nearby Clam Pass beach. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ESCAPE TO PARADISE ! We are pleased to offer our personal Luxury Vacation Villa to a select few guests seeking their own special Florida get-away. Our home has just been REMODELED with Brand New Furnishings and Tropical Décor. Location Nestled on the sun-drenched beaches of the Gulf of Mexico,... View all property information
    Location Information
    Naples, Southwest Gulf Coast