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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 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* NaplesFloridaVacationHomes' Avanti 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Welcome to our resort style, luxurious villa in Paradise! "Tivoli Paradise" 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This two bedroom plus den condo is located off of Collier Road just south of I-75. It is on the 5th green of the Arthur Hills designed Forest Glen Golf and Country Club.It has 1557 square feet of air conditioned luxury. All new paint and furnishings in April 2013. There is a King bed in the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Newly Renovated Capri Golf Condo professionally managed by NaplesFloridaVacationHomes. Conveniently located to downtown 5th Avenue South, golf courses, shopping, restaurants, galore. Choose this Capri vacation home for your next stay in Sunny Naples, Florida! New to NaplesFloridaVacationHomes,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Pack your bags. Don't bring much our home has everything. You will feel right at home in this comfortable 2 bedroom, professionally decorated, 2 bath condo. This newly renovated ground floor two bedroom condo with new furnishings, is your home away from home. Extremely close to the Club House,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    You can walk to the golf course when you stay at Greenlinks! This beautiful and spacious 2-bedroom, 2 bath condominium is perfect for your next vacation getaway. Greenlinks Golf Resort is a first-class property situated within the prestigious Lely Resort Golf and Country Club - it is the ONLY... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This is one of the premier vacation properties in Naples,Florida!! Relax in tropical elegance in this fabulous villa tucked away in the beautiful pine and palm trees of the prestigious Lely Golf Resort.Professionally decorated and furnished to a very high standard, the villa has expansive sliding... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 17
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Messina at GreenLinks is a 1,343-square-foot condo, was built in 2006, and is impeccably maintained both inside and outside. The Messina 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... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a newly remodeled condo, located in a friendly community near miles of the prettiest beaches in America. Conveniently found minutes from great shopping & great restaurants yet still in a quiet setting. Naples is the address, yet Marco Island is just 4 miles away. So, you'll be close to... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The only word that comes to mind that describes this BRAND NEW LISTING is heavenly! The home is on a very quiet block, totally private, beautiful tropical landscaping and less than a mile to downtown and Old Naples. The beach is a also very close; a stone's throw away by car. The ocean's blue... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in Cypress Glen right off Pine Ridge Road in the heart of North Naples, this lovely Townhouse is a short ride to Naples' beautiful White-Sand beaches including Clam Pass Beach, Vanderbilt Beach and Lowdermilk Park Beach. It is also convenient to the famous 5th Avenue in Naples as well as... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    PLEASE NOTE: OUR CONDO IS CURRENTLY BOOKED DEC 1, 2015 THRU APRIL 11 2016. MINIMUM 30 NIGHT RENTAL IS REQUIRED (condo association rule). FREE WIRELESS INTERNET!! Relax in the beautiful heated 600' Lazy River pool and enjoy the sunshine of the Gulf Coast of Southwest Florida. This unique... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
    About this property
    This charming non-smoking home is located half a mile from a beautiful beach in North Naples (10 minutes walk or 2 minute bike ride). The house was redone in the bright floridian colors with a brand new Pool/Spa. It has all amenities to let you relax and have a memorable vacation. The house is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    2 bedroom + den, 2 baths with pool & spa. 2 car garage. Decorated with a tropical theme throughout. Within minutes to beaches. Many restaurants, public golf courses, and tourist attractions nearby. Gated community with large clubhouse, tennis courts, 2 pools, great gym. Ranch style home with 1760... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautifully decorated, fully furnished 2BD/2BA third floor condo unit on the Gordon Lewis championship golf course community of Cypress Woods Golf & Country Club. Play golf to your heart's content and enjoy the gorgeous views of the sparkling lake and the fairway and green of the 17th hole. With a... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Only minutes from the pristine white sands of the Gulf of Mexico, The Enclave combines resort style amenities with a very convenient location. Our condo, which can sleep 4, is situated at the heart of The Enclave has an open style concept with split bedrooms, each with a full bath, for maximum... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Perfect family vacation home in beautiful Lely golf community. Our home is professionally decorated and furnished with family in mind. The home includes 3 tv's with dvd's, beach towels, multiple beach chairs, umbrellas, beach toys, skim boards, 4 bikes and fishing poles. Enjoy Marco or... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* Naples Florida Vacation Homes' Neapolitan home is a beautiful, newly furnished holiday villa with sleeping room for 2-8. This vacation home features modern furnishings, private pool and is just a short walk to world-renowned Vanderbilt... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 31
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    Naples Florida Vacation Homes' Sorrento Villa is a newly constructed, two-story courtyard home with high-end finishes galore. This vacation home features a spacious, open floor plan with 4-5 bedrooms and 4.5 bathrooms comfortably accommodates 2-10 guests. The Sorrento vacation rental is now... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 34
    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* The fresh, pristine Tuscan beach cottage features beautiful furnishings and a private pool with screened lanai. The home has been freshly decorated, painted and updated with new linens in recently! We comfortably accommodate 2-8 guests in... View all property information
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    Naples, Southwest Gulf Coast
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Visit beautiful Naples in the off season starting in May; great weather, most snowbirds have headed north, offering a tranquil Southwest Florida location and reduced off season rental rates. Take advantage of the reduced green fees at hundreds of courses in SW Florida!!! Be sure to ask about the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Casabella at GreenLinks is a 1,343-square-foot condo, was built in 2006, and is impeccably maintained both inside and outside. Accommodations include a fully appointed kitchen with solid surface countertops, dining room, spacious living room with HD plasma cable television, two bedrooms, two... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 31
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Regatta is a rare breed. Just a short 700 steps to the sand at world renowned Vanderbilt Beach from high-end gated community. And not all condos within The Regatta are created equal either. This 3 bedroom, 3 bath, 9th floor unit in Building II offers breathtaking views of Connors Bay and the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This spacious Apartment is located on the main floor Condo complex. It has a bedroom with queen-size bed (plus walk-in closets/en-suite shower room), a two-twin second bedroom (plus closet, and bathroom adjacent), and a sleeper sofa in the living room. Ample lounge/diner area with table and... View all property information
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    Naples, Southwest Gulf Coast
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    An Amazing 3 bedroom 2 bath home in prestigious Saturnia Lakes. Available November through May. Fully furnished! Community has 2 pools, card room internet cafe, exercise room, and much more. Beds: 2 Queen Beds, 1 Twin Bed View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Don't miss winter in paradise. Stay at our updated pool home in a safe, peaceful, established, well kept Naples neighborhood. We are convenient to the warm gulf beaches and Naples Bay, the shopping, galleries and restaurants of 5th Avenue, and the airport. Our bright, spacious home is well... View all property information
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    Naples, Southwest Gulf Coast
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    the beautiful new first floor condo is located on the 16th hole of the golf course, it has two bedrooms , two baths a large size den , with a large size lanai, over looking the beautiful lake and golf course , all rooms are fully decorated and equipped for your comfort . high quality linens and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Freshly decorated with all new decor within the last year! Our second floor Genoa at GreenLinks golf condominium in Lely Resort, Naples, Florida is nestled in a sweet spot near a scenic lake and beautiful golf course. New to NaplesFloridaVacationHomes, the Genoa is ideally positioned between the... View all property information
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    Naples, Southwest Gulf Coast
    1 / 44
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    3 Bed / 2 Bath / No Pets / 7 Night Minimum ** Regatta luxury bay and pool view condo ** DIRECT BAY VIEWS FROM THIS 4TH FLOOR LUXURY 5 STAR CONDO LOCATED IN THE GATED, RESORT CONDOMINIUM OF THE REGATTA IN VANDERBILT BEACH ** LESS THAN 1/4 MILE TO THE RITZ CARLTON BEACH RESORT ** The Regatta... View all property information
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    Naples, Southwest Gulf Coast
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* Three blocks from all the action of 5th Avenue South, Naples' luxury shopping and dining district, Le Monaco sits upstairs in a lovely, European-style, six-unit complex aptly named Maison du Soleil. Le Monaco is a short walk or bike from... View all property information
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    Naples, Southwest Gulf Coast
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    *** 5 STAR HOME QUALITY AND PRICING *** Totally renovated 4 bedroom + den home in a quiet community of Naples Park. Great for 2 families All new furniture, stainless steel appliances, new kitchen with granite counters Perfect Vacation Getaway! Come stay at this fabulous and spacious home... View all property information
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    Naples, Southwest Gulf Coast
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    JANUARY 2017-APRIL 2017 NOW AVAILABLE FOR RENTAL!!!!!! WELCOME TO NAPLES A COMMUNITY WHERE BEACHES, UPSCALE LIFESTYLE CENTERS AND THE RITZ CARLTON ARE WITHIN WALKING DISTANCE!!!! IF YOU ENJOY GOLFING THEN YOU HAVE COME TO THE RIGHT PLACE!! Perfect Vacation Getaway! Come stay at our Newly Built... View all property information
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    Naples, Southwest Gulf Coast
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    *Office Hours: Mon - Fri (8am-8pm); Sat - Sun (9am-6pm)* 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... View all property information
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    Naples, Southwest Gulf Coast
    1 / 17
    4 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful home completely furnished, hotel like, 3 bedrooms, 2 full bathrooms and one half bathroom. Includes cable TV, phone calls, High speed internet DVD player. The development has community pool. Near Downtown Naples, the Mall and the beach. Beds: 2 Queen Beds, 1 Double Bed View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    VERY CLEAN WATERFRONT 3 BEDROOM, 2 BATH POOL HOME WITH 2 CAR GARAGE IN QUIET NEIGHBORHOOD . WALKING DISTANCE TO BEACH. Home located on canal one block off Vanderbilt Beach. Delnoor Wiggins State Park and Beach within walking distance. SHOPPING, GROCERY STORES, LIQUOR STORE AND GREAT RESTAURANTS... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 of 5 stars (1) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Grill
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    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This new furnished cottage style home with 3 bedrooms and 2 1/2 bathrooms, is located in beautiful Naples Park, near the white sandy beaches of Vanderbilt and Wiggins Pass State Park, as well as grate shopping and dining opportunity's at the Mercato. The home sits on a double lot, with palm trees... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our first floor Verona condo is located at GreenLinks golf condominium in Lely Resort, Naples, Florida. New to NaplesFloridaVacationHomes, the Verona is Ideally positioned between the four-star Flamingo Island golf course (designed by Robert Trent Jones Sr.) and the Mustang golf course (designed by... View all property information
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    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    5 STAR HOME YOUR HOME AWAY FROM HOME FOR QUALITY AND PRICING WELCOME TO NAPLES - 1 MILE FROM WORLD RENOWNED VANDERBILT BEACH !! BEAUTIFUL WHITE SANDS AND THE GULF OF MEXICO. NAPLES A COMMUNITY WHERE BEACHES AND LIFESTYLE CENTERS, RESTAURANTS AND ALL AMENITIES ARE JUST A MILE AWAY. IF YOU... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Hot Tub
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Floridian Private Beach Club membership with full towel service, restaurant, bar, pool, private beach front Option 500.00 per month in season. On site Plantation Club Restaurant and pool bar. Fitness facility in building. Dunes community includes large gym and trainers/massage therapy.... View all property information
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    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • Hot Tub
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Trieste - A Lifestyle Reserved For A Privileged Few Trieste is Bay Colony's newest and finest tower. This eleventh floor unit is three bedrooms, plus den, with three and one half baths. Truly penthouse class in appointments and size. MINIMUM LEASE PERIOD IS 4 MONTHS DURING SEASON, 3... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    *** RESERVED FOR FEBRUARY AND MARCH OF 2017 *** 2 Bed / 2 Bath / No Pets / 14 Night Minimum ** Spectacular views and amazing location - steps to the sand ** LOCATED ACROSS THE STREET FROM THE RITZ CARLTON BEACH RESORT AND THE VANDERBILT BEACH ACCESS POINT Newly remodeled!! There is... View all property information
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    Naples, Southwest Gulf Coast
    1 / 42
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    3 Bed + Den / 2 Bath / Heated Pool / 7 Night Minimum ** Remodeled and exquisitely decorated Olde Naples Florida Cottage with Private Pool ** Live and Experience the true Naples lifestyle by vacationing in this private pool home located less than a .5 mile to the beaches of Olde Naples... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Washer
    • Porch
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Treat yourself to a Golf/Spa Vacation Resort on Florida’s Gulf Coast. A 54,000 sq ft Club & Spa State-of-the-art fitness facility Resort-style multi-pool swimming complex. Awarded # 1 resort in Florida for the 5th year in a row. Lighted tennis courts. The restaurants the Gator Grille al fresco... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
    • Porch
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    You are steps from the pool, less than 3 miles from the beach and an easy stroll to shopping and restaurants from this 2nd floor corner unit of Forest Lakes Condominiums a 55 and older community with tons of activities. Organized cards, shuffleboard, water aerobics, tennis will keep you active and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Air Conditioning
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Heated Pool Home.Year Built 2006. This property just listed for rental. Four bedrooms two King size and two Queen size bedrooms.Everything brand new. Backing onto a canal for private scenic views. Renting weekly or monthly. Great for families or retired couples. Close to shopping, golf and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Central Naples Location. Close to shopping, dining and golf. 3.4 miles to beautiful Clam Pass Beach. 8.6 miles to Naples Pier and beautiful 5th Ave with fine dining and shopping. Newly redecorated, 2 bedroom, 2 bath, ground floor unit with convenient garage parking, Free WiFi and cable television... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 38
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    LUXURY SALTWATER POOL & SPA HOME LOCATED WITHIN A MILE TO VANDERBILT BEACH!! Gorgeous single family home located in Naples Park, walk to Vanderbilt Beach, Wiggins Park Beach, The Mercato Shopping District and so much more!! Upon pulling into the driveway, you are immediately drawn to the... View all property information
    Location Information
    Naples, Southwest Gulf Coast