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Holiday Rentals and Apartments 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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 20
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    1 / 27
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This 3/3.5 condo is decorated in a Nautical decor. This unit is the largest sq. ft. condo at the Regatta. Features its very own wet bar for the cocktail entertainers. King, queen and twin beds are furnished in each of the rooms. Just minutes walking to the beach and fine dining and across the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to the beach life at Sandcastle Villas! Unit 2 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 Mercato, which... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful & Spacious First Floor Home with lovely lake and golf course views. There are three large bedrooms plus a study with a desk and large comfortable sofa, a great room and family room, a large and relaxing lanai, and an attached two-car garage. The master bedroom has a king bed, one guest... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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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 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully decorated 2 bedroom, 2 bath villa with views of a lake and a public golf course. Combination living room features a sectional sofa with clean lines, open spacious kitchen, dining area. For your enjoyment upon entering the community to the right you'll have access to the golf course.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This nice 3 bedroom 2.5 bath condominium has been professionaly decorated by Robb & Stucky. Master bedroom has king size bed, guest bedroom has a queen and twin beds in the 3rd. This property also has a queen pull-out in the den. Fully equiped kitchen and laundry room are but some of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Gorgeously renovated 2-bedroom, 2-bath, condo located less than 10 minutes from Marco Island. The kitchen and bathrooms are complete with granite countertops and brand-new stainless steel appliances. The living room and both bedrooms boast updated flat-screen televisions for your viewing pleasure.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 / 20
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
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    About this property
    Enjoy this cute, newly remodeled, fully-furnished studio with a new kitchen, a new bathroom, a spacious walk-in closet, new vinyl wood plank flooring throughout, fresh paint, and an extra long lanai. Walk out the ground-floor lanai and be at the beach & Delnor Wiggins State Park with just about 200... 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 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Totally Renovated 2/2 in Tropic Schooner. All new tile, granite, walk-in showers. Brand new furnishings throughout. Queen bed in Master bedroom-Twins Beds in Guest Bedroom....New appliances... Flat Screen TVS-DVD-WiFi Beautiful Golf Course Views !! Max Occ: 6 App&Fee: $100. Additional amenities... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely corner unit that has wonderful bay views and it has been decorated in a style that fits all, this residence is an ideal place to enjoy and partake in Regatta's amenities. Just minutes away from Vanderbilt beach and kiddy corner from the Ritz Carlton. Also walking distance to many... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Location, Location, Location!!! When only the best location will do. This Old Naples condo is one and half blocks to beach and walking distance to fine galleries, shopping and world class dining. All the comforts of home await you at the Fifth Avenue Beach Club. Come visit our little piece of... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully furnished beachfront condominium in Naples Cay. The only beachfront community that allows weekly rentals. This property is tastefully furnished and meticulously maintained. The master suite has a king bed and a 24' flat screen TV. Two twins in the guest bedroom with a 32' Smart TV... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    About this property
    Substitute the Mediterranean Sea for the Gulf of Mexico; and your group will enjoy a terrific beach vacation getaway in the Amalfia Vacation Home. At a mere 0.7 miles (bicycles provided) to the peppy Vanderbilt Beach access point in North Naples; your relaxation potential is guaranteed! Additional... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nice corner unit with partial gulf view from this sunny screened balcony, tiled throughout, leather sofas in living room decorated with an artist's flair, updated summer of 2010. Very nicely done. Gated entry. Walk to beach. Poolside Cabana Available for additional fee. For more information... 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 lovely corner condo was remodeled in 2007 with new wood floors, new carpeting in bedrooms and new bedspreads. This spacious corner condo faces west offering sunny afternoons, the screened lanai overlooks a large resort style pool.. A fully equiped kitchen plus a laundry room with new... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful Mexican tile throughout unit in this lovely full three bedroom two bath condo at Naples Cay. Incredible views from this '01' 5th floor overlooking the Gulf of Mexico, and pool to the North. Plantation shutters add extra touch to the Gulf view. Decorator furnished with quality... 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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    • x
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    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 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful new condo in Treviso Bay, Naples Florida. Full golf inclusive of rent for the golf lover. Resort style amenities with large pool with waterfalls, hot tub, full 24 hour fitness room, spa, grill restaurant for pool side retreats, and much more. Secondary pool outside condo. Minutes to... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Very nicely decorated w/ beautiful view of lake from screened lanai. The lake and fountain are the perfect place to end your activity filled days, whether it be working out in the clubhouse, biking through the landscaped garden community or practicing your tennis game. Close to pool. Gated... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 195
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
    About this property
    Our brand-new, elegant and luxurious one-level beach house on Keewaydin Island, called KeeIsland House, is nestled in greenery, with a clear view of the white sugar sand beach and sparkling blue water just twenty yards away from windows that are practically wall-to-wall, verandahs and balconies.... 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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    About this property
    ***THIS UNIT HAS RECENTLY UNDERGONE AN ENTIRE RENOVATION INCLUDING NEW KITCHEN, NEW FLOORING, PAINT & LIGHT FIXTURES THROUGHOUT, & NEW FURNITURE! THE PROJECT IS COMPLETED AND UPDATED PICS OF THIS LUXURIOUS UNIT ARE NOW POSTED!*** Park Shore Resort, 2 BR/2BA,1st Floor, End Unit, Bldg.F Park Shore... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    5 of 5 stars (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Sauna
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    • x
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    About this property
    Can’t decide whether to vacation in Naples or Marco Island? Why not both? The Lesina is a gated community located in Naples but just a few minutes from Marco Island. This 14th floor, 2,300 square foot condo sleeps four, with one king bed and one queen. It comes with 2.5 bathrooms and secure... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    3 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Magnificent gulf views, steps from beach, short ride to many restaurants and plenty of shopping. Beautiful sunsets, shelling and very friendly atmosphere. This unit is child friendly, and provides a number of amenities both on-site and nearby for children, adults and families. The unit is situated... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located half a block from the Gulf beaches. Heated pool and spa is located right on the bay. Grill area for cook outs Fabulous view of bay from screened lanai. Fish right off the dock and capture in the gorgeous scenery. This condo has been remodeled in a tasteful, beautiful beach theme. Two... 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 / 24
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Welcome to the Aversana, a gated community that puts you right in the middle of two tropical vacation destinations. This 2nd floor, 2,300 square foot condo is located in Naples, but its right next to Marco Island, giving you easy access to all the finest attractions of the Paradise Coast. It... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spacious 3 bedroom 3 bathroom with tile in the kitchen, livingroom, foyer and carpeted bedrooms. Nice full size kitchen and walk-in laundry room. Master suite has a lovely king size bed with 1 large walk-in closet. Guest bedrooms are furnished with a queen and twin set of beds. The livingroom has... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This 1st floor 3 bedroom, 3 bath home is well appointed. There is a formal living room area as well as a separate family room that is part of the great room off the kitchen. Both rooms open to the large screened lanai with views of the lake. Upgrades include granite countertops and new hardwood... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Wiggins Pass Single Family Home. Relax in this 2 bedroom, 2 bathroom home located just 1/2 mile from Wiggins Pass and just minutes from The Mercato, Vanderbitl Beach and Downtown Naples. Fenced yard welcoming most pets. Quick and easy access to the airports. For additional information contact... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Charming Resort Living - Condominium at Parkshore Resort. 2 bedroom, 2 bath, ground floor unit is bright and features tile floors throughout. The Master bedroom has a king size bed and the second bedroom has two twin beds. It has an outstanding view of the pool and pond area. The complex has an... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    You’ve just discovered the ideal location for people who want to experience the best of Naples and Marco Island. This 900 square foot first floor condo sleeps four, with one queen bed and two twins, and it comes with two bathrooms. It’s also ideal for people who love sitting on the lanai in the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This end unit at Naples Cay is in beautiful condition with updated furnishings of top quality. Master bedroom has Tommy Bahama furnishings with a king-size bed and flat screen TV. Guest bedrooms have Queen and twin size beds. Fully furnished with kitchenware, small appliances, linens and towels.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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 426 is a 3 bedroom, 2 bath second floor condo which sleeps 6 people in beds plus 2 more on the Queen size sleeper sofa. Extra amenities offered by... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • 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
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    From the minute you walk into this gorgeous, custom built 3,300 square foot home you will be impressed by the attention to detail throughout. The entire ground floor has been elegantly appointed with marble flooring. The living room and study each feature a gas fireplace and plenty of space for... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
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    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Hot Tub
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    • 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
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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
    The tropical and the elegant unite in this world-class community. Welcome to Fiddler’s Creek. They’ve taken the best features of resorts and placed them in the stunning natural surroundings of Southern Naples. It’s the best of both worlds. Make that the best of three luxurious worlds, because this... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious 3 bedroom 3 bathroom with tile throughout living area and bedrooms. Nice full size kitchen and walk-in laundry room. Master suite has a lovely king size bed with 2 walk-in closets also with a shower and separate tub. Guest bedrooms are furnished with a foldout couch and twin set of beds.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Location, Location, Location!!! When only the best location will do. This Old Naples condo is one and half blocks to beach and walking distance to fine galleries, shopping and world class dining. All the comforts of home await you at the Fifth Avenue Beach Club. Come visit our little piece of... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A beautiful 2 bedroom plus den 2 bathroom condominium on Falling Waters, Amelia Lake ,Davis Boulevard, Naples - a stunning, world class gated resort complex themed around tropical gardens and waterfalls with one of the largest and most photogenic swimming pools in SW Florida. Many golf courses,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    4 of 5 stars (2) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Patio
    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This gorgeous two-story vacation villa called Tuscan Villa is less than a mile from Vanderbilt Beach offers a tropical lifestyle to match the Naples vacation you've dreamed about. The first floor master suite overlooks the beautiful pool and spa surrounded by classic Mediterranean style balustrade.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Terrace
    • Washer
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This well-decorated Trafalgar Square condo in Berkshire Village is centrally located within 15 minutes of beautiful beaches and downtown Naples with its world-famous restaurants and shopping. This picturesque, meticulously landscaped condominium community offers a heated outdoor swimming pool, gas... View all property information
    Location Information
    Naples, Southwest Gulf Coast