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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 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 26
    5 of 5 stars (14) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Conway House is a fantastic family holiday home situated in a private location in old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a lagoon. The villa is single story and is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 91
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    A stunning 4 bedroom 3 bath home, air conditioned set over two floors. on a quiet and immaculately maintained, gated private estate. 4 Poster bed in the master bedroom, 2 x twins in each smaller bedroom and a Queen size down stairs, each with its own bathroom. The Den has an L shaped sofa with... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a 2 bedroom, 2 bath, private pool home in Southwest Florida, located in a quiet residential neighborhood called Bonita Shores, West of Hwy. 41. Within walking distance to the beach. Just a few miles north of Naples in Collier county, this home (house) is within a few km of an assortment of... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 2... 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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    • x
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    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 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Bring your loved ones to this beautiful sunny and charming 3-bedroom, 2-bathroom home that will leave you relaxed and with great memories. This home sleeps up to 6 people comfortably. This is a charming and sunny home that is beautifully furnished inside with a charming living area where you can... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Why rent just a condo or house when you can be living the country club lifestyle in a resort quality condo? <BR><BR>I invite you to discover Stonebridge Country Club, the area's premier bundled community which is ideally located in the heart of North Naples. You will love your home away from home... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 21
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    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 properties... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 27
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    A real treasure in Naples. Beautiful 3 bed 2.5 baths estate set on a sprawling 2 acres Pet friendly gorgeous 3 bedroom Naples home is secluded in a great neighborhood. Set back, gated, and surrounded by trees you’ll have plenty of privacy during your stay. And with 2 acres of free space, you’ll... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 97
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    One of the largest single family homes available for season in Naples Perfect for a multi-generation family. It is in North Naples, 6 minutes to Vanderbilt Beach, Trader Joe's , Whole Foods and 10 minutes to Mercado and some of the finest restaurants. This spacious home offers a gourmet... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Escape from the stresses of everyday life at this wonderful 4-bedroom, 3.5-bathroom Naples home, capable of accommodating 8 guests. Look forward to spending leisurely afternoons lounging in the warm weather by the glistening private swimming pool!  You’ll know you made the right choice upon your... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    2 bedroom, 2 bath condos on the beach with views of the sunsets. Large pool next to the beach with beach chairs, grills, umbrellas, etc. Each unit has a lanai overlooking the beach and the gulf. Beautiful Italian porcelain floors, bedroom floors are carpeted. TV's in living room and both bedrooms.... 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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    • Waterfront
    • Outdoor Dining Area
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    • ?
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    • x
    About this property
    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 / 29
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    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
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    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
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
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    • x
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    • x
    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    This stunning three story house with 5 bedrooms (3 kings, 2 queens) and 6 baths is located in Naples in a quiet street of large exclusive homes minutes away from the Ritz Carlton Hotel. It has southern exposure. The entire home has been furnished and decorated by a professional interior designer... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
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    • x
    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Do you want to Vacation in Naples? Do you need an apartment for a short term rental. Great Beaches, Golf, Resturants, Shopping and much, much more. Monthly rental of a 3rd floor Condo that is fully furnished, 2 Bedroom, 2 bath, sleeps 6, w/Vaulted Ceilings and Lanai. Property located at The Enclave... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    5 of 5 stars (4) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Set against the natural beauty of McIlvaine Bay and the Ten Thousand Islands, Hammock Bay offers this beautifully furnished 2 bedroom plus den, 2.5 bath, 4th floor luxury tower reminiscent of an Italian estate. Hammock Bay, only a short distance from Marco Island, provides exceptional amenities... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This is a stunning home that is furnished and decorated to a very high standard and in a wonderful location - you will not be disappointed.<BR><BR>Our villa is a beautiful lakeside home in the prestigious Lely Resort. It is set in a quiet cul-de-sac of only three houses, on Lely Island Estates,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A perfect condo on Vanderbilt Bay, A breath taking view of the Bay, walk to white sandy Vanderbilt Beach, your own fishing pier, Boat Dock and Boat Lift, Electronic Gated Entry, Elevator, Heated Pool, Spa. Just the other side of Ritz Carlton Hotel. Turtle Club, La Playa Hotel, and upscale shopping... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo is in a very prestigious gated community. 2 bedroom plus den, 2 bath with an absolutely gorgeous view of the beach and Gulf. There is also an olympic size swimming pool and a hot tub on property. Rental Agent / Concierge services on site. Additional amenities include: smoking: no... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    Location, location, location….TWO BLOCKS TO THE BEACH!! This single family ranch style 3 bedroom (king, queen, twins, w/split BR floor plan), 2 bath pool home is situated on a large lot with ample parking and a location that cannot be beat in the sought after community of Coquina Sands! This... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 100
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Great vacation pool home, 3 bedrooms/2bathrooms plus office. A spectacular pool beauty on 2.27 highly landscaped acres. Formal foyer with pillars, dining room with chandelier, step saving eat in kitchen with a breakfast bar, walk in pantry and a nook area. Fully tiled home with vaulted ceilings,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Hawser Lane - The Moorings : 3BR/2BA Waterfront Pool Home in the Moorings with Dock and Gulf Access! (New bedding & decor in bedrooms & bathrooms since pics taken...notations made under each pic....inquire w/reservations for updated phone camera pics) LOCATION, LOCATION, LOCATION…….says it all for... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Welcome to The Cottages at Naples Bay Resort! (Please note that this is not a rental pool unit. This unit is extremely well stocked with everything you could possibly need for your vacation pleasure.....see details of amenities provided below. Also note that property managers are local and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    4 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Briarwood is located off of Radio Road, east of Livingston Road and West of Interstate 75. Briarwood is a gated community that is minutes from Naples beaches, Third Street, and Fifth Avenue shopping district. This community offers conventional amenities that include a heated pool, clubhouse, tennis... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Amazing 2 bedroom, 2 bath super LUXURIOUS corner apartment with soaring double height (18 feet) ceilings with an unbelievable Miami skyline view from all rooms. Sophisticated, fully high-end designer furniture from TUI and appointed on the 40th floor. - Fabulous Tui Lifestyle designer furniture... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    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 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    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
    1 / 33
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This beautiful, luxurious, upscale condominium, is located at Regatta II. It is a large unit, with 2100 square feet and a dramatic view of the bay. Wireless internet is available in the unit. It is a light, airy unit with three bedrooms and three full baths. The large great room is furnished by... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Waterfront
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    • Sauna
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    DEAL ALERT!! This property very rarely has peak season availability...however I have a last minute cancellation for the first two and a half weeks of December 2015. As an incentive I am offering a 20% discount for booking these dates (1 - 19 December... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Large 4 Bedroom, 3 Bathroom Villa with a Lake View Our well-equipped villa is your home away from home, with everything included during your relaxing stay in beautiful Naples, Florida. This large 4 bedroom and 3 bathroom home also includes a formal living room, family room and dining room. The... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Classic Bermuda-style waterfront residence in Port Royal. Elegant entry/foyer, and formal dining room. Expansive living room with tray ceiling and fireplace that opens to pool and sparkling waterway. Separate private guest wing with two bedrooms and baths as well as featuring a main house guest... 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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Spacious condo in beautiful Naples FL. Five minutes from Marco Island and 15 minutes from charming Old Naples and the downtown restaurants. SW Florida has the most consistent weather and beautiful sunsets anywhere. Fiddlers Creek offers unique resort style living in an active and very social... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    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
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    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    This lovely 3 Bedroom/ 2 Bathroom condo is found in East Naples and just off I-75 and Collier. Quiet community of Sherwood. 3 Bedroom / 2 Full Bath home is a needle in a haystack. You cannot find a more affordable newly furnished home with 3 Bedrooms in Naples! Condo offers, new Wood Flooring , new... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    4.5 of 5 stars (6) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • x
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    About this property
    Luxuriously appointed 1 bedroom condo with pull-out sofa in living room. This condo is fully equipped and is located on the property of the Park Shore Resort. All amenities of the resort are at your fingertips! Close to shopping, dining and recreation. About one mile to Clam Pass beach. View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 29
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Ocean Views
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    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    4 of 5 stars (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    NaplesFloridaVacationHomes' fresh, pristine Tuscan beach cottage comfortably accommodates 2-8 guests in this 3 bedroom / 2 bath tropical property, readily available for daily rentals, weekly rentals and monthly rentals. Book online right now! Or feel free to just call to us at your convenience via... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Park Shore Resort, 4th Floor, Bldg.J Park Shore Resorts prime location West of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, bank/ATM and post office just across the street. This sought after... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    Rent Greenlinks Golf Villa Unit 423, offered exclusively by The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of resort features to keep non-golfers happty too! Unit 423 is a 2 bedroom, 2 bath second floor condo which has a den... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Signature GOLF MEMBERSHIP!! Well known as the Golf Destination in Naples! This lovely two bedroom plus den first floor residence offers relaxing garden views, plenty of space for entertaining, two garage spaces, a king-sized bed in both the master suite and guest room. . Contact Torey... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 32
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Experience the ultimate in Naples waterfront living at the Vista Pointe Estate of Aqualane Shores. Located on over an acre with 300 feet of Naples Bay water frontage, the custom built home offers panoramic bay views from all rooms and an incredible indoor outdoor living experience. A gated entry... View all property information
    Location Information
    Naples, Southwest Gulf Coast