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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 / 31
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 32
    3 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 20
    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 / 44
    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
    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
    Location Information
    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 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    The Regatta is a luxury, resort condominium located within a 2 minute walk to the Ritz Carlton Beach Resort and the Vanderbilt Beach Access Point. Amenities include a resort-style tropical pool with waterfall, spa, baby pool, outdoor kitchens with gas grills, fitness room, & fishing pier! features... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    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 the sugar white sands of Naples Beach. Just 6 blocks from... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    *** 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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    SUMMER SALE!!!! 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 fabulous and spacious home with private... 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
    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 / 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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    • 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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    • x
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    • 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 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • 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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • 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
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    • 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
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    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. THREE (3) MONTHS MINIMUM LEASE PERIOD Trieste... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • 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 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • 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 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • 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
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Welcome to fabulous Naples Golf Club. Very private,bright and clean, one floor, 2 Bedroom, 2 Bathroom, 1300 air conditioned sq. ft., fully furnished, in the private area of Glades Country Club. The kitchen has been remodelled. Well stocked with small appliances and cooking utensils for all... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 45
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Naples Sands Ocean Beach house is a beautiful tropical beach bungalow. From the moment you walk in and experience the attention to detail from our cleaning staff and start relaxing with our welcome package you will feel at ease. Our Beach Home features a very private totally fenced in and palm... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, Sleeps 4 | Quick View
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    About this property
    Home & Property Details: Great location just 1 mile to the quaint shops of Tin City and a short drive to the famous 5th Avenue South shopping district. Quiet neighborhood with fenced in yard. Loads of royal palms making for a private tropical setting. Beautiful heated pool with cascading waterfall... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Waterfront lot, downtown location, style, and amenities galore - it doesn’t get much better than Harbor Lane Bungalow for a visit to Naples! Set on a gulf access canal just 5 minutes from 5th Ave S, the location is super convenient for boating, beaching and exploring the restaurants and shops of... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Gulf front, steps to Vanderbilt Beach! Enjoy warm sunny days & beautiful sunsets every night! Perfect get away for two! Come see for yourself why Naples is called Paradise! Sixth floor condo is fully equipped & totally renovated& fully equipped for your enjoyment with features such as flat... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    This homy and very clean, one level condo in Blue Heron complex is conveniently located just few minutes away from major shopping, restaurants, historic Old Naples, Naples beaches, Marco Island, Alligator Alley, and I 75 highway. It has over 1450 sq feet of living space overlooking an inland lake.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Highly desirable single family Coastal Cottage in North Naples, west of US-41, perfect for families and couples. Single family home near the beach, enjoy the privacy of your own home with 2 bedrooms and 1 bathroom, full kitchen, washer/dryer, dining room table with seating for 6 and carport.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    LOCATION, LOCATION, LOCATION... Experience floridan lifestyle in one of the friendliest communities in Southwest Florida. Just 5 minutes from the beautiful beaches, golf courses and the highly desirable Fifth Avenue Shopping & Dining Districts that Naples has become famous for. Please note... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cypress Glenn 3275 Tamara Dr, Naples, FL 34109, USA In the very heart of Naples just off Pine Ridge Road. 10 min from The Beach and Downtown Naples For Photos: See link below Fully Furnished Condo Water/ included Laundry/ in-unit Parking/ Yes-Indoor & Outdoor Pets/ No... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beautiful, fully furnished new coach home in the Lely Community, Community of the Year five years in a row!. Private gated entrance in the exclusive Classics Community. Option available to join The Player's Club and Spa (additional cost involved), which is a bike ride or walk away. Two semi-private... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    3 Bedrooms, Sleeps 6 | Quick View
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    Home & Property Details: Truly outstanding 1500 sq. ft. three bedroom two bath home with garage. Newly renovated inside out, is accented with beautiful tile and granite through out, kitchen features beautiful raised panel cabinets and new appliances, great room opens up to large screened lanai and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Tastefully furnished upper unit(about 7 steps outside and 7steps inside with handrail) in a beautiful, gated Naples community .This large 1669 sq. ft. unit offers a beautiful view of a natural preserve and is 10 minutes away from Vanderbilt Beach. Walk to shopping center. Community has a beautiful... 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
    About this property
    This beautiful 3 bedroom, two bath, 2,120 square foot home with garage, has been totally redone in very high quality. The location is great you are close to the beaches and best shopping in Naples. The beaches there are voted one of the best in the country. New tile and crown moldings run through... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to fabulous Naples Golf Club. Large 2 bedroom, 2 bath condo, 1400 sq.ft. on the FIRST FLOOR overlooks the beautiful Glades Golf course. Large spacious rooms with bedrooms on the opposite sides of the condo separated by the living room. Big Lanai overlooks the fairway. Full kitchen, formal... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    3 bedrooms for the price of 2. This charming 3 bedroom condominium overlooking a beautiful public golf course is both CLASSY AND AFFORDABLE! New living room furniture - 2014 New washer and dryer - 2014 New flooring and area carpeting - 2013 This ground floor corner unit is well-maintained... View all property information
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    Naples, Southwest Gulf Coast
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    2 of 5 stars (1) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Brand new on the rental market! This home has a great floor plan and features elegant new kitchen and baths. High end appliances and granite counter tops.Gorgeous tile floors. New window and doors. Beautifully furnished with brand new heated swimming pool a hnd spacious furnished patio. Completely... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Well-maintained condo (2 beds, 2 baths) with all new furniture in the heart of Naples, paradise, minutes from beach! Seasonal rental. Ground floor unit, conveniently located close to community pool. Plaza with grocery stores, shopping and dining within walking distance. Less than two miles to... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Come and enjoy our beautiful, and tastefully decorated 2 bedroom, 2 bath condo in the upscale gated community of St. Croix in Pelican Marsh. Third floor unit adds to the spectacular view of the fountain and lake from living area, and both bedrooms! Vaulted ceilings allow for a spacious feel.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Located on a large private corner lot in the sought after community of Kings Lake, this large and roomy home offers gorgeous lake views from the lanai, pool, kitchen and master bedroom. The kitchen has all brand new stainless appliances. The home has 3 bedrooms, a king, a queen and 2 twin... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Beautiful 3 bedroom 2 1/2 bath condo. Large heated pool with many chaise lounges adjacent to the unit. Off the kitchen patio door. Family room, dining area, breakfast table in kitchen and 1/2 bath on first floor. Second floor is master bedroom with private bathe on one end. The other 2 bedrooms,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    One of our most affordable options for vacationers interested in convenience and getting out there, this little darling is big on Florida style! Comfy and fresh with coastal décor, the Olympia holiday house is situated on a quiet street in the historic, marina neighborhood of Brookside very close... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • ?
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    • x
    About this property
    This home is 4 bedroom and 3 full bathrooms with a media room and queen sleeper sofa. - Home is very tranquil and in a quiet area, just down the street to 5th ave shops and restaurants. - You can expect to see many fish, birds and wildlife. - Town center Movie Theater all remodeled just two blocks... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    It’s one of our most affordable options for vacationers interested in convenience and getting out there! The newly-built pool is luxurious with a waterfall feature and built-in hot tub. A brand-new screened pool cage offers protection from mosquitoes as well as a degree of privacy. Newly... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Grill
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    • DVD Player
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    The best location to vacation in all of Naples! This beautifully furnished and decorated 3 bedroom/2 bath home is located 1/2 mile from the Vanderbilt beach and immediately down the street from the shopping and dining of the brand new Mercado lifestyle center, including Whole foods, movie theater... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
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    • Waterfront
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fully furnished, 2 bedroom, 2 full-bath ground floor condo has everything you'll need including high speed wireless internet thereby guaranteeing a wonderful stay in sunny Naples. This desirable location in a serene Naples community is located ten (10) minutes from the beaches in both Naples and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
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    • Waterfront
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    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    If you are planning to visit Naples for a short visit or plan to stay for a season, this is a must see property. Our 2 bedroom & 2 full bathroom, ground floor, 1400 square foot condominium has been completely remodeled (2014) and has everything you will need to enjoy your stay. Just bring your... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Home & Property Amenities: Large, private setting, newly remodeled home with ceiling to floor windows. Balcony looking out to tropical gardens. This home features four bedrooms and 3.5 baths. Two bedrooms are master suites with private granite/glass block bathrooms. Kitchen features new stainless... View all property information
    Location Information
    Naples, Southwest Gulf Coast