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Holiday Rentals and Apartments in Naples, FL

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    Travellers to Naples are booking January dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    **REDUCED RATES FOR DECEMBER 2016!!!!** **DEEP DISCOUNTS OFFERED FOR MULTIPLE-MONTH AND OFF-SEASON RENTALS.** Welcome to paradise! Our beautifully decorated condo with spectacular views in desirable Falling Waters is ready for your arrival! Famous for having one of the LARGEST RESORT STYLE POOLS... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    What an amazing way to spend your vacation! Our home boasts 4 bedrooms and 4 bathrooms on the main floors. 3 are complete with en suites and can be used as multiple master bedrooms. The true master has its own private balcony for watching the sunsets and sunrises. It also has the largest bathroom... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    WOW! Amazing views from this spacious condo located on Vanderbilt Bay. Large 3 BR/2BA end unit with sixty-foot wrap-around balcony. Watch the boats pass and dolphins play. Well equipped kitchen. New linens, tv's and kitchenware coming this summer. Stay tuned for updated photos. Deeded beach... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Famous for its magnificent sunsets, feel free to watch from the beach's edge, collect shells in the powdery sand, sail, or fish. Also close to the Naples Beach Resort, offering golf, tennis, dining, and weekend concerts. 5th Avenue in downtown Olde Naples is just blocks away as well. With its... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 5
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    A terrific Old Naples vacation destination. This newly built condominium community is a cozy retreat in the very heart of Old Naples. Walk to the beach, fine restaurants and live theater, browse the array of art galleries and world class shopping, from this cozy residence. This property is... View all property information
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    Naples, Southwest Gulf Coast
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    New to NaplesFloridaVacationHomes, the Catina Golf Condo at the Lely Resort is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the Mustang golf course (designed by Lee Trevino), from our property’s front door, you will find yourself just... View all property information
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    Naples, Southwest Gulf Coast
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Cottages at Naples Bay Resort is Naples newest vacation destination. Located off Fifth Avenue South, this premier rental community offers an unmatched amenities package. Enjoy the finer things in life in this custom designed property, pleasing even to the most discriminating of tastes.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    2 bedroom, 2 bath 3rd floor newly painted (not yet shown in pictures) condo with all the amenities of home. Satellite pool directly across from condo. Beautiful gated golf and tennis community with a resort style feel. Sit out on the lanai and enjoy your morning coffee while enjoying the sounds and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to our resort style, luxurious villa in Paradise! "Tivoli Oasis" is set on a beautiful, lush and tropical property, with plenty of trees to provide privacy, our guests can enjoy their own private oasis only 5-10 minutes from all that Naples has to offer. Unlike other rental properties in... View all property information
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    Naples, Southwest Gulf Coast 34104
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    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    A charming 2 bedroom/2 bathroom large condo with a lovely view of the lake. Walk to downtown Naples. Use the heated pool (its cooled in the summer!), tennis court (2 tennis rackets and balls in the closet) and enjoy beautiful sunsets from the lanai or the world famous Naples Pier (3 miles away).... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    AVAILABLE FEBRUARY 2017 : 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our first floor Sienna at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near the 10th fairway. New to NaplesFloridaVacationHomes, the Sienna is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 17
    3 of 5 bubbles (5) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    New to NaplesFloridaVacationHomes, this Capri condo is where you'll choose to vacation in Naples, Florida. Enjoy wonderful breezes and fabulous views across Hibiscus Golf Course from this freshly remodeled tropical condo getaway in sunny Naples, Florida. Book online right now! Or feel free to just... View all property information
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    Naples, Southwest Gulf Coast 34113
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Incredible Beach Front Beauty! This contemporary recently renovated two bedroom, two bathroom 10th floor unit will not disappoint, granite, tile, stainless steel, new furnishings and breathtaking views await you. Master Bedroom features a King size bed, guest bedroom features two full size beds.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Wonderful two bedroom, two bathroom 9th floor unit on the beach. Highly sought after floor plan featuring two master suites. Light, bright, airy fresh feel makes this a must have property short termor long term in season. Master features a King sized bed, guest bedroom has two twins. Entertain 24/7... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    You can’t get much closer to the water than Vista Point Estate. Set on a generous lot with 300 feet of frontage on calm Naples Bay, the Mediterranean inspired estate has expansive outdoor living areas and its own boat slip. The custom-built four-bedroom home delivers both style and comfort, plus a... View all property information
    Location Information
    Naples, Southwest Gulf Coast N A
    1 / 5
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Please note this home was rented in Jan 2016 for for the January 2017season and has just come back on the market. It is available from Jan 2 2017 for the season. The perfect winter getaway in Fiddler’s Creek awaits you in this outstanding single family, former show home. This beautifully... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Free High Speed Internet Vanderbilt Beach out the back door of our building. NEWLY Remodeled Kitchen and Bath Rent our newly remodeled condominium with spacious, one-bedroom, master suite in beautiful Vanderbilt Towers II. The condominium will sleep four people, one king bed and a pull-out queen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 18
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Luxury apartment in Treviso Bay world class TPC golf and country club community with beautiful resort pool and state of the art fitness facilities. Overlooking the Rookery Bay preserve and close to downtown Naples and beaches it offers the best of all worlds for your Florida vacation .A good nights... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Condo in the typical Florida style for a relaxing holiday. 2 bed room, living, dining area with open kitchen, wet bar, 2 walk in closets, large balcony facing west with view to the Wiggins pass and boats. Elevator to the third floor. In upscale North Naples, minutes to the Wiggins Pass beach, all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 64
    5 of 5 bubbles (3) 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 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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 34114
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Come and experience the private club with spa, fitness center, resort pool, lazy river, poolside dining, lighted tennis courts and beach shuttle service. Naples Bay Resort is sure to provide you with unforgettable memories of your time in our little paradise. Resort Amenities fee of $50.00 per... View all property information
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    Naples, Southwest Gulf Coast
    1 / 19
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Location! Location! Location! Walk or cycle to the beach from this elegant home situated in the affluent Moorings community. With its own private beach park, our guests are assured of their own private space on Naples' famous ten miles of beaches. And if you do decide to bring your car (about... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 28
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Welcome to "Casadilago", house by the lake! This spacious (2483 square feet), well appointed 4 bedroom, 3 bath, 2 car garage pool home is located in the gated community of Briarwood, which is centrally located within minutes to famous 5th Ave. restaurants & shopping, as well as nearby white sandy... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 15
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Walk to a private beach park from 'Beachside' a tropical, upscale pool home in the heart of Park Shore, one of Naples' most affluent neighbourhoods. Excellent shopping and dining (including the Village on Venetian Bay) is within easy walking distance. The beach is just half a mile away and there... View all property information
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    Naples, Southwest Gulf Coast 34103
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Location, location, location….TWO BLOCKS TO THE BEACH!! >>PROPERTY IS AVAILABLE MARCH 1-18, 2017 AND MARCH 27-APRIL 16, 2017. PLEASE REACH OUT TO PROPERTY MANAGERS IF INTERESTED. This single family ranch style 3 bedroom (king, queen, twins, w/split BR floor plan), 2 bath pool home is situated on a... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to the Paradise Coast! Terrific 2 bedroom, 2 bath, 1.5 car attached garage Golf View Villa in Heritage Greens famous Arrowhead Golf Course. ONLY minutes to shopping, theaters, and the pristine white sand beaches of Naples. Fully furnished and equipped for your enjoyment and convenience. 2... View all property information
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Cheerful, fully furnished condo in Naples. VERY clean & comfortable. This is a lovely, spotless condo in a tranquil, established, safe neighborhood. Great Naples location! Walking distance to many favorite restaurants & shopping in less than a mile! • Clean! • King bed in MB, double in 2nd... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 11
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly remodeled and redecorated condo offers spacious, congenial living. There is not only great tennis (16 courts) but countless other fun activities at the resort or nearby. Or you can just relax in the air conditioning, by the pool, or on your screened-in, private balcony overlooking the... View all property information
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    Naples, Southwest Gulf Coast 34105
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Heritage Bay is one of the finest member owned golf facilities in the Southwest Florida area with 27 holes of golf. The facility is located on Immokalee Road in North Naples, 1.3 miles east of Collier Blvd (SR 951). The golf course is absolutely one of the most beautiful in the area with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
    1 / 29
    5 of 5 bubbles (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
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Hawser Lane - The Moorings : 3BR/2BA Waterfront Pool Home in the Moorings with Dock and Gulf Access! Available for month of FEBRUARY 2017 due to recent cancellation. (New bedding & decor in bedrooms & bathrooms since pics taken...notations made under each pic....inquire w/reservations for updated... View all property information
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    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Remodeled 2BR/2B condo in The Glades Country Club. 1st floor for easy access. Nice open plan, remodeled kitchen w/ granite counters, remodeled baths, new king & queen beds, new TV's, WiFi. Very clean & in good condition. Just 5 minutes to downtown & beach. Two golf courses, free off season,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A well appointed ground floor condo, situated in a superb community area featuring swimming pool, tennis court and hot tub. Stylishly decorated throughout, the condo comes with a master bedroom with king size bed (plus ensuite bathroom and separate closet), a twin bedroom with two singles (with... View all property information
    Location Information
    Naples, Southwest Gulf Coast FL 34104
    1 / 35
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our Naples Vacation Home located in a walking distance to Vanderbilt beach. Our home is newly renovated and it has 6 bedrooms and 4.5 bathrooms. It has a south facing heated pool and lanai. It is a paradise for a large groups and family reunions (up to 16 sleeping places). Our vacation... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Sauna
    • Air Conditioning
    • Washer
    • DVD Player
    • Secure Parking
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Second floor end unit offering plentiful natural light, beautiful southeastern lake views and excellent location close to the village pool. Spacious floor plan with volume ceilings, plantation shutters, tile on diagonal in living area, large tiled lanai overlooking lake, bright eat-in kitchen with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 2 bedroom, 2 bath first floor condo in the premier tennis community of Sterling Oaks. This unit is uniquely designed with an enclosed lanai to expand the indoor living area while still preserving the ability to open the stacked glass doors to enjoy the fresh open air and view of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Prime North Naples Location! Walk to the beach .... this lovely 7th floor condo offers breathtaking views of the bay and gulf! Close to shopping, dining, entertainment and more! Additional amenities include: lanai screened, elevator common, beds pull-out air mattress, bldg. complex name vanderbilt... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our first floor Vicenza at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake. New to NaplesFloridaVacationHomes, the Vicenza is ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 37
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
    • Grill
    • Ocean Views
    • Satellite TV
    • Washer
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 30
    4.5 of 5 bubbles (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The Neapolitan Vacation Rentals is NEWLY REMODELED TASTE OF NAPLES MINUTES FROM THE BEACH! There are touches of modern and Naples coastal heritage, at this VERY PRIVATE, relaxing, family friendly corner lot property that HAS EVERYTHING YOU NEED. GREAT POOL, TOTAL PRIVACY AND ONLY A 8 MINUTE WALK to... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 9
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    • Satellite TV
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful two-story 4 bedroom 3.5 bath home just one mile from the beach at Vanderbilt Beach. Close to Delnor Wiggins Beach Park and a parking pass to the beach park is provided. Excellent location for shopping and restaurants. Trader Joe's less than a mile. Whole Foods about 1.5 mi. A great... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy this well appointed single family home in Sterling Oaks. Two bedroom plus den, large open floor plan. All new furnishings and very large screened lanai will allow you to enjoy the beautiful Florida weather. Community offers tennis, clubhouse and swimming pool. ( Tennis is at additional fee... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • DVD Player
    • Satellite TV
    • Parking
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Come and spend a wonderful and fun filled family vacation in this splendid and charming 3-bedroom, 2-bathroom home that will leave you and your loved ones relaxed and comfortable. This home sleeps up to 6 people comfortably. So wake up in the bedroom furnished with a twin sized bed and head on down... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Wi-Fi
    • Hot Tub
    • Grill
    • DVD Player
    • Private Outdoor...
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Four bedroom custom luxury dream home with heated pool, spa, built-in outdoor grill, expansive outdoor living area and beautiful view of the newly renovated Rookery Golf Course. Double entry glass doors invite you to this well appointed home including trey and volume ceilings. Turnkey furnished... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Wiggins Lakes & Preserve is your premier Naples vacation destination for the entire family! This meticulously maintained hidden gem is tucked away between U.S. 41 (Tamiami Trail) and Vanderbilt Drive, off Wiggins Pass Road (West of 41) in North Naples. The neighborhood is conveniently located... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110