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Holiday Homes and Apartments 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 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The Pearl Beach house and Cottage is located in the heart of Old Naples’ historic district. This fabulous home consists of a 3 bedroom main house and a 2 bedroom guest house, both with their own kitchens and living areas. A heated pool and lovely outdoor living spaces complete the picture of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Beautiful brand new Single Family Executive Home. ALL Membership Benefits are transferred to renter, including TPC Golf Membership. <BR>As part of your social membership you will be able to use the tennis facility with 8 Har Tru clay courts and pro shop. There is also 1 hard court with a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    Naples, Southwest Gulf Coast 34110
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Just a short drive from restaurants and downtown 5th Avenue shops, this 1st floor condo has a community pool and tennis courts. It has a community park around the corner with walking trails, baseball fields, basketball courts, tennis courts, racket ball court, boat ramps, a small water park, gym... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34116
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Famous for its magnificent sunsets, feel free to watch from the beach's edge, collect shells in the powdery sand, sail, or fish. Also close to the Naples Beach Resort, offering golf, tennis, dining, and weekend concerts. 5th Avenue in downtown Olde Naples is just blocks away as well. With its... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Nestled into a quiet and safe neighborhood near the beach and shopping, this four bedroom, two and a half bath home features dramatic cathedral ceilings and an open floor plan that flows out to a beautiful pool and spacious yet private lanai. There is a formal dining room, great room and a living... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34134
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This designer furnished 3 bedroom plus office house is located in one of Naples' finest golf communities. It is built in the gated community Olde Cypress. The house offers a family room plus a formel living room. It is high end quality furnished and designer decorated. The gorgeous kitchen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
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    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The finest Fiddler’s Creek has to offer…Amador is a 4 bedroom, 4 bath single family home tucked into the beautiful Veneta community. Built for entertaining, this home welcomes you and your guests through the lofty foyer to home’s ground floor with spacious open living and dining areas, a separate... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    A 2 Bedroom/2 Bath condo just steps from the beach.<BR><BR>This updated condo is located on the third floor of the Vanderbilt Tower I building, the building nearest to the beach in this gated community.<BR><BR>Vanderbilt Beach is a quiet neighborhood with minimal commercial traffic yet provides... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Totally renovated and beautiful furnishing and breathtaking view . Seven days minimum. Totally renovated and beautiful furnishing and breathtaking view . Seven days minimum. Additional amenities include: smoking: no smoking, gated community, pets: no pets, pool and tennis. View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This three bedroom, three bath home features sunlit rooms and lush landscaping, with brick driveways and paths connecting the outdoor areas with the pool and lanai. In addition to the sunny living room, there is a spacious enclosed lanai family room adjacent the pool and spa. Two bedrooms offer a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34134
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Olde Naples is a civilized town, filled with art galleries, antique stores, cafes, restaurants. This is not a run-of the-mill resort! A paradise in winter. And with our summer discount, your chance to experience Naples at a third of what you pay in season. Stroll our quiet, palm-lined sidestreet,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 25
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Beautifully furnished 2BR/2BA condo in Naples, Florida. Minutes away from warm sandy beaches, Old Naples and Marco Island. Quiet area off the main highway. First floor end unit with lots of windows to let in the natural light. Fully furnished with queen size beds. Laundry is in the unit. Utilities... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 31
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Luxury, elegantly stylish 2 bedroom plus den, 2 bathroom cottage is conveniently located in the heart of beautiful Naples. This new furnished End Unit has a large kitchen, dining area, and a very spacious living room. Guests will enjoy multiple oversize pools with tropical waterfalls, separate... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 12
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    About this property
    This three bedroom, two bath home is located in the beautiful Bonita Springs/Naples area in Collier County. South of Bonita Beach Boulevard and west of Vanderbilt Drive, the house is just one mile from the Gulf--an easy bike ride or walk to Bonita Beach or Barefoot Beach. Newly decorated and... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34134
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Shared Garden
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    • x
    About this property
    This great 4 bedroom house is located in the lovely gated community in Briarwood. The house offers a nice pool which can be heated on request. We offer a great dining area with six chairs and also offer a gas BBQ grill for a nice dinner. Chaise lounges are around the pool area to relax in the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Elegantly furnished 2 bedroom villa with a private heated pool & spa in the heart of Naples. Autumn Woods has 2 community pools, a clubhouse, fitness facility, miles of waking trails, tennis courts, basketball courts, and a children's play area. Only minutes to the beach, fine and casual dining,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • x
    About this property
    This lovely 3 bedroom house offers a great view over a lake. It is extremely well located in the middle of Naples and it takes only about 10 minutes to drive to downtown Naples. This house is very nicely furnished in a contemporary style. Enjoy this lovely vacation property with your family or... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 19
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    This 4 bedroom vacation house is very centrally located. It takes about 10 minutes to downtown and the beaches. The living room is shares a seating area and a formel dining area. The formel dining area offers a table with 8 chairs. From this living room you have an access to the master bedroom... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    2200 hundred sq ft condo,at the beach, overlooking private lagoon with peek-a-boo gulf views, watch the dolphins and manatees up close or the dramatic gulf sunsets. Every window faces the water and is just a very short walk to the beach or a huge heated pool, and tennis courts. This Condo has just... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The PIER HOUSE is quintessential Old Naples living at its finest. Just 2 blocks from the famous THIRD ST. shopping and dining area with views of Naples white sand beaches, you will never have to hunt for a parking space. Glistening pool with lushly landscaped gardens divide the Main home... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The house has air conditioning throughout. Our luxury 4 bedroomed, 3 bathroom home sleeps up to 8 people and has its own 13 x 26ft swimming pool. It is situated on the prestigious Briarwood Development. Briarwood is a private gated residential area with Royal palm lined streets and wide friendly... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Falling Waters is the ideal place for relaxation and socialization. The Naples condominium community is suited perfectly for those who enjoy group activities in the clubhouse such as morning exercise, weekly Bingo, or Friday evening hor d'oeuvres. A lap pool, tennis courts, and bocce courts are... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    NO VACANCY 2016Cheerfully painted and newly furnished sunny 1st floor unit at Abbey on the Lake, located in the upscale, beautifully landscaped development of the Imperial Golf Estates in North Naples. (Imperial Golf Club is a private club and unfortunately, it is not open to residents of the condo... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Conveniently located in the beautiful LELY GOLF ESTATES community, this perfect 2 bedroom/2 bath vacation home in the EAGLEWOOD WEST condominium. The rooms are bright, recently updated and tastefully furnished open concept with vaulted ceilings! Master bedroom has ensuite bathroom and a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    GOLF membership included in rental. GOLF,BEACH & TENNIS - WINDSTAR ON NAPLES BAY is the ONLY gated Country Club community located directly on NAPLES BAY. Windstar on Naples Bay has it all - an 18 hole PRIVATE Fazio golf course on Naples Bay, private beach club located on pristine Keewaydin Island... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to this tastefully furnished 2 bedroom/2 bath unit in the Gated Community of Cypress Woods Country Club. 55' HDTV with sound bar and BluRay DVD in Living Room. Master suite includes walk-in closet, double sinks and wall mounted 42' flat screen TV. Guest suite has pocket doors for... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    1 / 8
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Our Home has the excellent location of Briarwood Subdivision, a beautifully maintained gated community in Naples, Florida is what makes our non smoking 4 bedroom, 3 bath pool home with a lake view a favorite for all. Our home is a spacious open floor plan with carpeting in all the bedrooms and tile... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Beautiful and newly furnished one bedroom fully furnished apartment (truly turn-key)located in sought after location. Large pool area, great neighbors and enjoy fishing from our docks with beach across the street. Near downtown Naples and the dining and shopping of Fifth Avenue and Third Street... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34103
    1 / 29
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Fully furnished, 2 bedroom, 2 full-bath second story condo has everything you'll need. This desirable location in a very friendly Naples community is located 5 minutes from the famous Naples pier beach, 5th ave and downtown Naples shopping. There are 3 sliders that open up the screened in... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Under professional management by Naples Florida Vacation Homes, the Sirena Waterfront Vacation Rental is a beautiful, 3 bed, 3 bath Mediterranean style home with a gorgeous, full-sun pool overlooking a wide canal in the Connors. The Connors, just off of award-winning Vanderbilt Beach, is one of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 3
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Fully equipped and furnished condo-1st floor. Parking directly in front of unit. Washer and Dryer. Eat-in Kitchen, DR, LR, Master Bedroom with bath, Guest Bedroom with common bathroom. cable tv. Beautiful Lanai with table and chairs looking out to park area. Two pools on premises; 1 heated... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34116
    1 / 15
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This Lovely 5 bedroom home is just a few steps to Naples White sand Beaches. Home features gourmet kitchen, heated pool and spa. You can leave your car at home! Only 4 blocks to all of the trendy restaurants and shops on Naples Famous Fifth Avenue and wonderful market is also just a few blocks... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    You are looking at a beautiful, clean contemporary home with tons of upgrades and the most reasonable rates in Naples. This home has three bedrooms and two full baths. The master bedroom has a comfortable pillowtop king bed with a private bath and walkin shower with double vanity and a huge... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    Charming Old Naples Beach House Style ~ Private Beach ~ Perfect For Large Groups And Family Vacations! Glistening pool, private beach access and close to all Naples has to offer! Beautiful Old Florida style cottage charm features a tropically landscaped pool area, five spacious bedrooms,... View all property information
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    Naples, Southwest Gulf Coast 34102
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Fully furnished, nicely decorated, immaculate 2 bedroom downstairs condo unit.. Eat-in kitchen has new granite countertops, new appliances..domed ceiling with fan...large dining room with extra designer lower cabinets.. Living room and master bedroom face lakefront...tiled shower in master... View all property information
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    Naples, Southwest Gulf Coast
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    New listed and remodeled house! This single family home is perfectly located at the Gulf of Mexico. Sun filled in Naples Park, within ¾ of a mile of Vanderbilt Beach and the Ritz Carlton. A very popular shopping and dining center, the Mercato, is about a mile from the house. Take the beach chairs... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    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 34110
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    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 34104
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to The Cottages at Naples Bay Resort! This 2BR/2BA condo is located within the Cottages, which is the upscale gated community adjacent to Naples Bay Resort. (Cottage guests are charged $200 Registration Fee & $50/night Resort Fee upon check in at Naples Bay Resort.) Cottage guests are... View all property information
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    Naples, Southwest Gulf Coast 34102
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    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 34109
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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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 34114
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
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    • x
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    • x
    About this property
    Very tropical Key West style complex. Completely remodeled, tile floors, crown molding, freshly painted, new kitchen and washer and dryer in the unit. Very nicely decorated also and brand new 55 inch flat screen in the living room. Heated swimming pool. I am looking for good tenants that want to... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 34104