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Holiday Rentals 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.
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We have a lovely 2 bedroom plus den home on the 10th fairway of a private golf club with a stream running between the yard and the fairway which protects your privacy. The home is located on a cul-de-sac so it's a very quiet neighborhood. We are mid-way between Marco Island and Olde Naples and... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 16
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Lovelly single family home with private pool. Only 10 mins drive to Naples pier and beaches.<BR>1 bedroom with king size bed, q bedroom with queen size bed, 1 bedroom with twin bed.<BR>Master bedroom, second bedroom and living room with TV. Wi-fi, PC and printer available.<BR>Large private pool... View all property information
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    Naples, Southwest Gulf Coast 34104
    1 / 41
    4.5 of 5 stars (12) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Upon entering our spacious condominium nestled in the quiet golf community of Naples, Florida, the view of the lush vegetation, the golf course, and the placid lake sooths you. Sliding glass doors line the adjacent living room, dining room and kitchen, of this 3 bedroom 2 bath unit of more than... View all property information
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    Naples, Southwest Gulf Coast 34105
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beau Mer is surrounded by water views, River Pointe Marina, and the Naples Sailing & Yacht Club. Beau Mer’s gorgeous pool and hot tub are always inviting, making this the right place to enjoy the sun and avoid Winter’s cold. This 2 bedroom, 1.5 bath condominium is a beautifully-remodeled top-floor... 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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    2 bedroom, 2 bathroom, first floor condo at Falling Waters. Our condo is the closest in the community to the pool and clubhouse. We have the most gorgeous view of the tropical pool area from the master bedroom. Two lovely lanais with ceiling fans serve as a great place to eat meals. We have... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 24
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Seasonal - This master split floor plan is perfect for family entertaining or hosting your out of town guests with privacy for the holidays! Spacious and updated custom built executive home is located in a quiet cul de sac on Muirfield Circle in Lely Country Club, Naples, Florida. Located just... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This PRIVATE HOME in Royal Harbor is less than a mile from the 5th Avenue Downtown area and 1.5 to the Naples Beaches. You will be very comfortable in this beautiful luxury home. The high ceilings, 8 foot high doors, travertine floors and exceptional interior design are just a few of the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This fabulous four bedroom 2.5 bath home in quiet refined community of Crown Pointe Naples Florida. House has private solar heated pool on great fishing lake. This home is 10 minutes from downtown Naples and 5th avenue shops, fine dining restaurants and Naples pristine white sand beaches. Fully... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Charming 2BR/2Bath condo in Gulf Winds East. This cute vacation rental features an open layout with tile floors throughout, new washer/dryer, new dishwasher and fully stocked Kitchen that has everything you need to stay. Large living area with sunny patio overlooking a tranquil lake setting. Steps... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Vacation in a Spacious 2BR/2BA plus den condo in Naples, Florida at Pelican Marsh! Charming, well maintained community located in the heart of Naples. 1720 sq feet or 156 square meters. 2015 Sony HD TV 55" with audio system Netflix and other smart TV apps Indulge in the Pelican Marsh community... View all property information
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    THESE SUITES HAVE EVERYTHING : UNIQUE LOCATION PARK SHORE RESORT CLOSE TO BEACH one mile Our suites in the only ones in the resort with Complimentary pass to private beach & parking.... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 28
    4 of 5 stars (5) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Explore the Florida Everglades or relax and enjoy the amenities of the Resort and the nearby attractions of Naples and Marco Island! Nestled in the heart of the Florida Everglades, yet just a short 30-minute drive from downtown Naples with its renowned restaurants, boutiques and cultural... View all property information
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    Naples, Southwest Gulf Coast 34114
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Newly remodelled, beautiful & cozy condo minutes from Naples Botanical Gardens and 5th Avenue shops, restaurants and beach. This condo features hardwood floors, Granite counter tops, brand new appliances including washer & dryer and offers 3 Bedrooms and 2 bathrooms for a maximum of 6 guests, all... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This spacious and newly renovated (998 sq. ft.) heated/air conditioned condo is located on the first floor with a lanai overlooking the lake. It features 2 bedrooms and 2 full updated baths, a living room with a pull out couch and love seat for additional sleeping accommodations. The dining area... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 51
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The home is located inside beautiful and upscale Countryside Golf and Country Club. We provide new furniture in all rooms of the home, a new pooldeck is installed. The home has lovely 3BR/2bathroom with a private, solar heated pool and a spacious large covered patio with lounge furniture, dining... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1-bedroom, 1-bath condo, next to the Old Naples Sailing & Yacht Club with modern furnishings - very unique in Naples. Sleeps 4. The kitchen has granite countertops and stainless appliances including built in microwave. The living room sofa has a pull out queen size bed for extra sleeping. The... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental market, this freshly remodeled,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Brand New 2 Bed & 2 Bathroom Condo With Lake View This new condominium is tastefully furnished and has been designed to the highest standard using all new items. Use of the buildings elevator make wheel chair access simple. The stunning view from the condo over the adjoining lake to... View all property information
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    Naples, Southwest Gulf Coast 34113
    1 / 19
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Naples Florida Garden Canal Waterfront Master Suite. King Master Suite Bedroom w/ private entrance from backyard old chicago brick patio on the canal. Total master suite square footage is 330 sq ft. The main bedroom area is 175 sq ft. entrance, small bath w/ stall shower. Dry Bar includes two... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 72
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedrooms, 2 full baths, sleeps 4, with Tommy Bahama Furniture ... Cypress Woods Country Club for Golf & Tennis is a gated community. Carport Parking Space located right at the elevator to take you to the Top 3rd floor & 10 steps to your home . The lanai (screened porch), which faces due west,... View all property information
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The Vista Vacation Rental is a privately owned townhouse. This two story unit boasts 1700 square feet with, 2 Bedrooms/2.5 Bath and den which allows 4 to sleep comfortably. (Master bedroom/queen bed, guest bedroom/twin trundle bed that converts to a queen). The den has a futon for that extra... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Furnished 2/bed 2/bth 1 st floor apartment in gated community. Close to restaurants, shopping and beautiful Naples beaches. Clubhouse, pool and exercise room.. Updated Kitchen and baths. Parking space. located in the SW corner of Immokalee and Livingston Roads. Amenities: BBQ - Picnic,... View all property information
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    Naples, Southwest Gulf Coast 34109
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 bedroom, 2 bathroom condo, located in 55+ retirement community.(One person renting must be 55 or older) Recently re-decorated with new laminate floors. Lots of activities as part of the association. TV in bedroom (32in.) and living room (50in.). Includes free Wi-Fi and US phone calls.... View all property information
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    Naples, Southwest Gulf Coast 34116
    1 / 29
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to our beautiful lake-front home, located in North Naples, at Heritage Bay Golf & Country Club, famous for its 27-hole Championship Golf Course. Decorated by a French designer, it is elegant yet cozy, relaxing, bright and sunny, and offers breathtaking views of the lake. A haven of serenity... View all property information
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    Naples, Southwest Gulf Coast 34120
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium! Our master bedroom features an en-suite with separate jetted tub and shower, granite counter-tops. The unit is located in one of the best locations in the complex away from any street noise and enjoys views of the Landscaped... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 118
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    This is one of the largest homes offered in Naples. With its Gourmet kitchen and multi-dining areas, game room, fireplace, 2 living rooms, heated pool 2 Jacuzzi's, 5 bathrooms, a multi-generation of guests never feels crowded. The pool area and balcony faces west over La Playa Golf Course so... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 19
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    Never miss a Sunset over the Gulf of Mexico! It's a penthouse, a cabin and lodge all in one! Our guest call it the Treehouse. It's perched above tree level to catch the Gulf's breeze. It's luxurious living in a Treehouse with all modern amenities. Within the treehouse you will never miss a Sunset... View all property information
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    Naples, Southwest Gulf Coast 34108
    1 / 24
    1 Bedroom, 3 Bathrooms, Sleeps 3 | Quick View
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    Unique chance to stay at a gorgeous luxury apartment with a touch of elegance and impressive water & city views of Miami's upscale Brickell and the Atlantic Ocean. Enjoy the quality of a 5 star hotel in a luxurious, impeccable and comfortable condo, with Italian design furniture and spacious... View all property information
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    Naples, Southwest Gulf Coast 33131
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The stunning long golf and lake views complete with sparkling water feature can be enjoyed from your main living area and the master suite! This charming 2 bedroom 2 bath condo has a convenient in-residence laundry center, formal entry, spacious screened lanai over looking the golf course.. The... View all property information
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    Naples, Southwest Gulf Coast 34119
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    If you are looking for a comfortable and stylish residence in a prime location with unparalleled beaches (10 mins by car), an amazing selection of restaurants, shopping, countless golf courses and nature reserves, then look no further!<BR>The large open dining, kitchen and living area with flat... View all property information
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    Naples, Southwest Gulf Coast 34110
    1 / 74
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Breathtaking 7th Floor gulf view while vacationing in beautiful Naples Fl. Enjoy the beautiful sunsets from the balcony. Take a short walk to Vanderbilt Beach for fishing, jet skiing, sailing, paddle boarding, wind surfing or para-sailing. After leaving our back door you are a short walk to the... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    2BR, 2.5BA plus Den on the private Park Shore Beach. Beautiful view of both the Gulf of Mexico and Venetian Bay! Walk to restaurants, shopping and more. This home is very spacious with over 2700 SF under air and a large enclose lanai adding another 400 SF of living space. The unit has a large... View all property information
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    Naples, Southwest Gulf Coast 34103
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Plenty of open space and room for entertaining. Prepare meals in this fabulous gourmet kitchen. Walk into the spacious private lanai from the zero entry opening in the family room. Enjoy watching the birds out back on the serene lagoon and in the wooded area. A great place to relax and enjoy... View all property information
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    Naples, Southwest Gulf Coast 34114
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our beautiful home which has lake views to the rear has two master en-suite bedrooms, both with king size beds and which open onto the pool and sun-terrace. The lounge and dining room is open-plan with a large four section sliding door which opens onto the pool and lanai area. There are two more... View all property information
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    Naples, Southwest Gulf Coast 34104
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Location is everything for this studio/condo unit. Features a king-size bed with bath and kitchenette with fridge and microwave. Walk to the beach and close to the famous 5th Ave. and the historic pier in Olde Naples. Overlooks the courtyard with a pool and Tiki Hut restaurant and award-winning... View all property information
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    Naples, Southwest Gulf Coast 34103
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    LOCATION LOCATION LOCATION This 2 bedroom 2 bath condo features 1450 sq ft with vaulted ceilings. Updated with Carrera marble floors, granite counters, and new appliances. 2 heated pools on the property. Only 1 mile to 5th Ave and 3 miles to the beach. Everything you need for a fabulous vacation!... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    Beautifully decorated two bedroom plus den end unit with windows on three sides provides plenty of light for this Colonade unit. The lanai is open on two side offering picturesque views of the Cypress #14 hole and the bridge. Comes fully equipped with all appliances and laundry within the unit.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34120
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Super nice, super clean, quiet, fully furnished apartment with tropical private patio and convenient parking. Hardwood (bamboo) and tile floors throughout. Large Jacuzzi tub. Patio has flower and herb garden. Tennis court available on premises and tennis pro available for lessons or hitting. Near... View all property information
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    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a BRAND NEW listing on Flipkey, so there are no reviews yet - Perhaps yours will be the first review. LOCATION, LOCATION, LOCATION. Located at the corner of 5th S. and River Point Drive, in Olde Naples, across the street from the brand new Hyatt House Naples/5th Avenue. Could you ask for a... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    LUXURY ABOUNDS IN THIS NEW HOME NEAR THE BEACH. CLOSE TO VANDERBILT BEACH AND THE FAMED RITZ CARLTON. SHOPPING AT MERCADO WITHIN A 3 MINUTE RIDE. CAPITAL GRILL, BRAVO, FLEMINGS, TRADER JOES, WHOLE FOOD WITHIN A MILE!! GOLF, FISH, SHOP AND DINE AT VENETIAN VILLAGE AND DOWNTOWN NAPLES.. VISIT THE ZOO... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
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    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This is a smoke-free, pet-free 3 bedroom, 2 bath villa perfect for that any get-away to beautiful Naples. New carpeting and entire inside professionally painted this season. Take advantage of the privacy of an end-unit villa...none of the noise you sometimes get from being in a... View all property information
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    Naples, Southwest Gulf Coast 41017
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Relax on your next vacation and leave your worries behind! Come stay at our 3 bedroom 2 bath 2nd floor condo in the lushly landscaped Falling Waters in Naples, Florida. Falling Waters is a prestigious gated community located On Davis Blvd in East Naples. Even though it's just a short drive to the... View all property information
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    Naples, Southwest Gulf Coast 34112
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Wonderful lake-view pool home in beautiful Crown Point. You will love this cozy family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet Estate neighborhood. Tennis... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Remodeled 2BR/2B condo in The Glades Country Club. 1st floor for easy access. Nice open plan, remodeled kitchen w/ granite counters, remodeled baths, new king & queen beds, new TV's, WiFi. Very clean & in good condition. Just 5 minutes to downtown & beach. Two golf courses, free off season,... View all property information
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    Naples, Southwest Gulf Coast 34112
    1 / 74
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    <BR>Great private home with heated pool and large lanai. <BR>Three bedrooms with a Den and two full baths. Large Master-bath with walk in shower and separate soaking tub.<BR>Home is located in the Crown Point Development. Plenty of shopping and minutes ride to beaches.<BR>This private pool home has... View all property information
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    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Fully Furnished Naples Florida Condo with Canal Access to the Gulf of Mexico, no bridges, Condo comes with a Huge Boat dock to park your boat situated beside the pool. Located next to the the Prestigious Royal Harbor Naples Community, you are minutes to Tin City, Naples 5th Avenue , Naples... View all property information
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    Naples, Southwest Gulf Coast 34102
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    "Get away from it all!" at this very special property that features serene waterfalls, water gardens, large heated pool. This home is a two story, spacious and well appointed. If you enjoy nature, water gardens, generous heated swimming pool, spacious home then look no further. If you desire... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119