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Holiday Rentals with Pools in Naples

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    539 Matching Rentals in NaplesView all 716 rentals
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    Tropical Getaway!Huge Lagoon Pool near Downtown !1 / 17
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Relax and rest in this tropical paradise !!1 / 31
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. 11,000 GALLON SALT WATER POOL.1 / 29
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH1 / 29
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    So amazing would go again. Everything you could want. Close to beach. Stores private spa. Pool. They give you Toothpaste toothbrushes shampoo conditioner robes flip-flops...
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    About this property
    Wonderful luxury guesthouse located in a premier location. Relaxing atmosphere just 8-10 minutes drive away from the pristine beaches of Naples. Furnishings and finishes are very upscale. The tropical completely private backyard boasts a Pool and Jacuzzi Tub all in screened Lanai surrounded by 6...
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    34119, Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Vanderbilt Beach House1 / 18
    (15)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2016
    The house is in very good condition and extremely clean. There is everything you will need for your stay. Plenty of linens, towels, beach equipment and the pool and area is...
    Reviewed 22 June 2015
    I travelled there with my wife, 3 kids and in-laws and we really had a nice time. The house is equipped with everything, location is perfect . There 4 bicycles which we never...
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    About this property
    Walk to the beach or enjoy your private heated pool! Located in desirable Vanderbilt Beach area, walking distance to beach. This lovely, spacious 3 bedroom house has it all. Beautifully furnished, bright and airy with all the comforts of home. Large flat screen TV in living room as well as master...
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    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Palmview- 3br/3ba Pool/spa home near the beach1 / 26
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2018
    This house is great for sleeping, cooking, relaxing, swimming, playing games with family and friends and very close to all the amenities such as the beach and restaurants. You...
    Reviewed 1 April 2018
    This house is tastefully decorated with a pool/spa and lanai. Location is central to just about anywhere. Would rent it again if it was available.
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    About this property
    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...
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    34134, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous Pool Home- 1.1 miles to Pristine Beaches!1 / 83
    (18)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    Excellent week over Christmas in this gorgeous and cosy home, food shopping 5 mns away.The 5 of us enjoyed our stay.Beach nearby was great but we also have enjoyed different...
    Reviewed 5 November 2016
    We loved this villa, very clean, well equipped, great location. We come to Naples twice a year and the area suits. We will definitely rest again from Allison and Dana DeLong
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    About this property
    Charming home with open floor plan! Soaring ceilings and lots of windows make this home bright and cheerful. Perfect for your Florida Vacation!! Enjoying basking in the sun at beautiful Delnor Wiggins Pass park with gorgeous beaches or if you prefer, a quiet day in your own private HEATED POOL!...
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    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxury! Private Heated Pool House Near Vanderbilt1 / 20
    (6)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2018
    Nicely furnished home with all appliances and utensils needed for meals at home.Nice washer and dryer too. Pool area was relaxing. Attached two car garage for secure parking...
    Reviewed 31 December 2017
    We enjoyed our stay. The house is beautifully set up. We loved the screened-in area with BBQ grill, patio, and heated pool, which is a good size for a private pool. The...
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    About this property
    Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with new contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screen lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fountainview -3br/2ba Pool/spa home near the beach1 / 36
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2018
    Close to beaches, ice cream shop and many restaurants. Pool and hot tub were clean and worked great, beautiful area to relax. Bedrooms, bathrooms and kitchen were clean. TV's in...
    Reviewed 21 March 2018
    We didn't get to stay here because something with pool was leaking but they gave us another home, just a few doors away, that was exactly comparable! It was GREAT! Clean. There...
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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...
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    Location Information
    34134, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan Home - Walk to Beach - Private Pool and Spa1 / 21
    (15)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    This is an awesome home to go into for a vacation. My husband and I and my mother was blown away of how the house looked, it has all the appliances and everything that you could...
    Reviewed 10 November 2017
    The home is near a variety of attractions like beaches, botanical gardens, zoo and good restaurants. The home has everything you would want in your own home including pool, spa...
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    About this property
    This charming home is located within a walking distance to the beautiful Vanderbilt Beach in North Naples. Built in 2002, it has all amenities to let you relax and have a memorable vacation. Featuring a fully equipped kitchen and a spacious formal dining area, this home has 3 bedrooms, 2 bathrooms,...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    An absolutely wonderful house, we have holidayed in Naples for the past 15 years staying in various houses and this was certainly the best we’ve stayed in by a mile!We were a...
    Reviewed 10 January 2018
    Nice central location. Home and furnishings are top quality. We love sun and golf. Couldn’t ask for more.
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    About this property
    BOOKING AVAILABLE DECEMBER 2018, 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,...
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    Location Information
    34113, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    White Sands in Old Naples1 / 18
    (10)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Well appointed 1bedroom apartment, everything you need for a comfortable stay set in a super friendly 14 unit resort. Apartment is spotlessly clean, comfortable bed, lovely...
    Reviewed 25 April 2018
    My wife and I stayed in White Sands in August 2017, the apartment and the complex are great. Apartment 8, plenty of space for two, the amenities both in the apartment and on the...
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    About this property
    Walking distance to the beach and 5th Avenue in Olde Naples, Florida. According to 'Kiplinger' magazine, 'The best small city for cultural events'. Located in residential area of multi-million dollar homes. Only 14 units, super quiet. Plenty of parking, but you don't even need a car, walk to...
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    34102, Naples, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Treviso Bay - Luxury Resort Style Golf Community1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    34113, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Exquisite Naples Condo-Steps to the Beach1 / 15
    (17)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Washer
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2017
    Unfortunately I cannot provide a review for the apartment as Hurricane Irma impacted our travel plans. However I feel compelled to complement the owner. Although the apartment...
    Reviewed 23 February 2017
    great condo , great location , wonderful vacation atmosphere . We look forward to next January .Naples is an amazing city .
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    About this property
    This 3B/2B condo is located in The Regatta, a beautifully landscaped, gated and guarded community just a block and a half from the beach and across the street from the Ritz Carlton. The Regatta has all of the features of a resort! Enjoy the beautiful lagoon style pool with waterfall and zero-depth...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Patio
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Moorings Beach Mansion features 5 large bedrooms, 5.5 bathrooms. 3 King size bedrooms have a full bathroom with his/her sinks. Downstairs master features a large bathtub and separate walk in shower. Queen sized guest room downstairs with private entrance and kitchenette, bring your nanny,...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Top Location, Best Views, Park Shore Resort 2101 / 35
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2017
    Elliott's condo was really nice. Clean, nice decorative art, big balcony looking out onto a pond with ducks, and across from a heated pool and hot tub. Within a 4 minute drive...
    Reviewed 14 May 2017
    A really Nice Condo on the Park Shore Resort.We had a great time at Elliot's Condo a really nice Location in Naples well kept with a Nice view over the Lake.,A Nice clean Pool...
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    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is in an most desirable location, in the famed Park Shore Resort in Naples. It is a AAA-3-Diamond resort with heated pool, hot tub, tennis,...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY RENTALS ~ NAPLES MERMAID COTTAGE | Beach Club option!1 / 51
    (8)Excellent
    Moorings
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    This home has it all! Beautifully decorated and close to everything. Rented a Golf cart to scoot around town. Naples is awesome.
    Reviewed 18 October 2016
    The Mermaid cottage was perfect for our group. Large and Spacious and located in the heart of Naples close to everything. Private beach really makes the experience complete!
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    About this property
    Naples' best vacation home! Luxury Old Florida Beach House style pool home in heart of Old Naples prestigious Moorings. Lushly landscaped tropical pool area. Close to Naples pristine white sand beaches with Beach Club Spa & Fitness package as an optional add on which includes private beach parking....
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 26
    (5)Very good
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    Location is great! Near swimming beach and state park. Restaurants and shops are not far. House was clean and nicely decorated, it had 3 bicycles which we enjoyed using to see...
    Reviewed 22 April 2018
    It was an excellent home and experience. 4 couples enjoyed the beautiful home with 4 bedrooms and 4 full bathrooms. Short stay but would definitely return.
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    About this property
    Fantastic wide canal views from this newly redesigned and professionally decorated Vanderbilt Beach gem. You will love this very light, cozy and spring-2012 newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Parking
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge modern design pool home in beautiful Kings Lake. You will love this spacious light 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 neighborhood. Tennis...
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    Location Information
    34112, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Next to Downtown and the Beach1 / 21
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Patio
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    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2018
    Very nice place with everything close by. Great location for shopping and eating. If you are a golfer this is your answer without leaving the premises.
    Reviewed 3 March 2015
    The accommodations were really quite nice. The location was good. The neighbors were friendly. The owner was exceptionally nice. My wife and I really enjoyed our stay.
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    About this property
    .ENJOY NAPLES , where you have all the Famous pristine white beaches to yourself! Condo is on a golf course, 1 MILE from the gulf beaches and 10 min from a downtown Naples . FREE GOLF , no green fees or transfer fees. Don't miss out on the this specious condo (1,200 sq ft) in the QUIET GOLF...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, newly constructed, professionally decorated waterfront home in the heart of Old Naples features 5 bedrooms plus a den and 7 bathrooms. Large and spacious for the vacation of your dreams. Open modern design with gourmet kitchen, wood floors, outdoor kitchen and infinity pool with spa....
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Beautiful Lake Front Condo1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2018
    A very spacious condo with 2 bedrooms and 2 baths....overlooking a private lake.We loved our daily walks on the the paths around the lake or just relaxing by the pool.The condo...
    Reviewed 1 March 2018
    I loved the fact that we could walk to Publix for groceries, Starbucks for coffee in Am.. Lots of local restaurants which were great..We biked down town and to beach , is approx...
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    About this property
    Sought After Kings Lake Hampton's Spacious and Airy & just under 1400 square feet 2 bedroom 2 full bath lakefront condo with split bedroom floor plan . Fully updated kitchen and baths with granite countertops. Vaulted Ceilings, Neutral Coastal Decor, Walking distance, (one block) to 'NEW' Publix &...
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    Location Information
    34112, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedroom ground floor Villa in Glades Golf club1 / 23
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Porch
    • Internet Access
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2015
    Eva, the owner of Glades condo promptly answered all the questions I had during the rental process. We couldn't have been happier with the rates, the condo location and the...
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    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 your...
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    Location Information
    34112, Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk to Beach from Stunning Tropical Pool Home1 / 15
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2016
    We (family from Germany with grandparents and little child) stayed in this beautiful house for more than 2 weeks and it was perfect! When we arrived all was very clean and it...
    Reviewed 31 May 2016
    We are a family from Germany with 2 Teenagers and we have already spent some vacations on the Gulf Coast. We are very fond of Naples as it is a tidy and a conveniently-sized...
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    About this property
    Walk to a private beach park from 'Beachside' a tropical, upscale pool home in the heart of Park Shore, one of Naples' most affluent neighbourhoods. Excellent shopping and dining (including the Village on Venetian Bay) is within easy walking distance. The beach is just half a mile away and there...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Naples Luxury Beach House -4 bedroom plus sleeping den - Heated Pool and Spa1 / 29
    (4)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    There were 8 adults and we had plenty of space both inside and out. The house was stocked with all the basic essentials in the kitchen, baths, and laundry room to make our week...
    Reviewed 24 June 2017
    Thank you for welcoming us to your house. We had a great time. The house was beautiful and had everything we needed during our stayed.
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    About this property
    Beautiful, new construction, large, 2 story home, high ceilings, featuring a screened lanai with heated pool, spa, outdoor shower, outdoor kitchen, grill and dining area. 4 bedrooms plus sleeping den. 2 king beds, 1 queen bed, 1 full, 1 twin and a queen size sleeper sofa. Beautiful cherry wood...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Vanderbilt Beach House - 4 bedrooms - Heated pool and Hot Tub - Walk to the Beac1 / 110
    (5)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    I come to Naples often, and stay here every single time! I love it! Convenient, CLEAN, and comfy!!
    Reviewed 1 March 2018
    Rental was clean and the rental company was very helpful with any issues that came up over the month of our stay.
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    About this property
    Beautiful spacious 4br Beach home on a double lot with pool. Large screened lanai, with lounge chairs and outdoor dining area. Recently remodeled kitchen, large indoor dining area and an open floor plan great for entertaining. Flat screen TVs with HD cable, free wifi internet, and a billiard pool...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom, 2 baths, 2 car garage Coach Home with lake view. This new Coach Home is tastefully furnished and has been designed to the highest standard using all new items. Bright and spacious floor plan with tile and carpet floors, stainless steel appliances and granite counter tops. All...
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    Location Information
    34113, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **New Listing** ****Fall Special: 10% OFF Base Rental Rate Welcome to the fabulous upscale & exclusive gated golf & country club community of Treviso Bay! *Optional transferable golf membership to this exclusive TPC course ($100 transfer fee.....$79/person/round) *Mandatory social country club...
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    Location Information
    34113, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Le Pelican Beach House ~ Private Beach ~1 / 17
    (1)Excellent
    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Grill
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    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city of Naples Located in the luxurious Moorings area, the Pelican comes with access to the Moorings private beach. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. Le Pelican is a spacious five bedroom villa with...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 58
    (1)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    • Ocean Views
    • Patio
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Park Shore Resort, 4th Flr., w/GORGEOUS VIEWS! West of Hwy 41- 1.25 Miles to Bea1 / 28
    (2)Excellent
    Park Shore
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Cable/satellite TV
    • Washer
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    • Balcony
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2018
    We enjoyed our stay here! It's an older resort but the unit appears to be freshly redone with new furniture and carpet. We made a last-minute request to book and the owners got...
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    About this property
    ****Fall Special: 10% OFF Base Rental Rate Park Shore Resort, 4th Floor, Bldg.J Park Shore Resort's prime location West of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, bank/ATM and post office...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sundance1 / 27
    (3)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2018
    My experience was perfect!! Very happy with my stay!! I wasn’t uncomfortable or nervous at all! It really felt like a luxury hotel! The pool made our stay amazing!! Full kitchen...
    Reviewed 17 May 2018
    The property was clean and well equipped with all the essentials at our fingertips. The location was extremely convenient for our needs and the neighborhood was quiet and...
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    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...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa North-Naples Florida USA1 / 31
    (11)Very good
    North Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Great family friendly home. Beautifully furnished with all the amenities our family needed including beach chairs and umbrellas.
    Reviewed 1 April 2018
    This property is not a villa but a normal house with a heated swimming pool facing to a little lake and an almost quiet neighborhood.On our first day we were disturbed by...
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    Location Information
    34110, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lovely s/w facing villa with pool overlooking lake1 / 22
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    Perfect location, just a short drive to Naples 5th Ave, shopping Malls and restaurants. Briarwood is a beautifully maintained, gated neighbourhood. The Villa is exactly like the...
    Reviewed 19 July 2018
    We drove down from Orlando.. the weather was awful.. when we arrived the sun came out in so many waysThis is such a beautiful villa.. very very well equipped.. the kitchen is...
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    About this property
    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...
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    Location Information
    34104, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprawling plantation style home just steps to the beach. Incredible plantation style beach house recently purchased, remodeled and designer furnished. Rock in your rocking chairs on the wrap around veranda overlooking the aqua blue pool and tropical gardens. Outdoor kitchen with plenty of seating...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the luxurious Moorings area, the Sand Castle close to all of Naples best shopping and beaches. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. The Sand Castle is a wonderful addition to our Luxury Rentals portfolio. This home has...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Park Shore
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Park Shore Resort, 1st Floor, End Unit, ****** Park Shore Resorts prime location west of Hwy.41 (Tamiami Trail) is within close proximity to restaurants, shopping, and famous downtown Naples. There's even a local supermarket, pharmacy, and post office just across the street. This sought after...
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    Location Information
    34103, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Old Naples Beach house! Recently redesigned and renovated. Old Florida style home in the heart of Old Naples Aqualane Neighborhood. Just a short stroll to Old Naples shopping, dining, and pristine white sand beaches. Home has been professionally decorated by one on Naples top designers to...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Remodeled Spacious Villa Three Miles from Naples1 / 36
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Grill
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    This was our second stay here and once again it did not disappoint. It was lovely to return to the comfort of this beautiful house and re experience the delights of the area...
    Reviewed 7 October 2016
    This ideally located spacious house was perfect for me and my partner for 4 weeks of January. It was spotless on arrival and has a great out door space which we made good use of...
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    About this property
    This gorgeous high spec 2000 sq ft 2 bedroom, 2 bathroom house in East Naples has been completely remodeled in 2015. Situated in the exclusive Woodlands development in Kings Lake, Naples, this bright, beautiful Florida home is available for rental from October 2015. The Woodlands is the jewel in...
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    Location Information
    34112, Naples, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Starfruit Beach House-Heated Pool-Grill-Bikes-Walk to Beach1 / 22
    (4)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Balcony
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    This was the perfect getaway from real life! I’d recommend this to anyone and stay here again in a heartbeat!!
    Reviewed 11 July 2018
    This was a brilliant house for a family, and the bikes made the beach very accessible although to be far even the walk didn’t take too long. The house itself has been...
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    About this property
    Beautiful newly remodeled, coastal contemporary home on a double lot. Kitchen features new stainless steel appliances, and bathrooms showcase a luxurious finish out with marble tile. Relax on brand new, stylish furniture, throughout the home. Watch TV from all rooms on large flat screen TVs hanging...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minutes from Old Naples, Tin City, the famous seven miles of pure white sand Naples Beaches and a short drive to Marco Island, this two-bedroom condo is nestled in the middle of an 18-hole golf course. The Par 5 group of condominiums has its own heated pool, and is a short drive to attractions...
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    Location Information
    00000, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Opportunity to have your very own private golf membership at beautiful Forest Glen. Play 18 holes at the very popular course at Forest Glen for just a cart fee, after transferring the membership! The amenities are endless, gated community offering 18 hole golf course, nice community pool,...
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    Location Information
    34114, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vanderbilt Breeze Villa-Walk to Beach-Private pool1 / 21
    (10)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 November 2017
    This is a nice home, we found it clean and well appointed. We were only there for a short get away. The pool area was inviting and the pool was heated. It really was not...
    Reviewed 9 February 2015
    We found Vanderbilt Breeze to be a most welcoming property. It was our inaugural "Snowbird" experience, and we weren't disappointed! The three bedrooms, plus three...
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    About this property
    Escape to this romantic villa located on a quiet residential street, steps from the Golf canal, and walking distance from the acclaimed Vanderbilt beach, Delnor Wiggins State Park, and Ritz Carlton and LaPlaya Resorts. The villa was tastefully decorated with high quality furnishings. The large...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ready you can stroll back...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Old Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2017
    We decided to book another trip before we even left from our first time. everything was beyond expectations. It was raining when we were given our keys and they still had a...
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    About this property
    This home has everything you could need or want to enjoy your fabulous stay in paradise. Heated pool and spa, outdoor kitchen, and dining area give you lots of reasons to stay longer. Spacious interior features 2 living areas on the main floor and another family room on the second floor so you have...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    LUXURY Villa Pine AV Naples Florida Pool 6 Bedrooms Private Residence1 / 51
    (1)Excellent
    North Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Hot Tub
    • Ocean Views
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2016
    An ideal home for a large family or multiple couples. Good for a corporate retreat as well. Gorgeous view from the balconies of the boats going by and the sunset.
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    About this property
    Villa Pine - Naples, Florida The house was originally designed for a TV show in 2010 and is now available for the vacation rental! Get into those luxury and the overwhelming designed villa and experience an unforgettable luxury stay in the sunshine state of Florida. The main house offers sleep...
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    Location Information
    34108, Naples, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    The Boat House on the Bay - Walk to 5th Ave Restaurants and Beach1 / 32
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Lovely home. Beautiful area. Close to the beach and downtown. Pool was clean and a great place to end our days.
    Reviewed 22 June 2017
    Loved staying here! The house is a beautiful open-concept home, which is great for entertaining, swimming, and cooking. Restaurants, beach access, grocery stores, pharmacy...
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    About this property
    Modern Luxury meets privacy and bay views! Heated screened pool; Walk to 5th Ave and the Beach Enjoy this luxuriously remodeled home in the Heart of Naples nestled in Royal Harbour with glistening Bay sunset views. Top designer modern furniture meets high-end finish out. The volume vaulted 12.5 ft...
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    Location Information
    34102, Naples, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Naples, Florida-condo1 / 40
    (5)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    My wife and I had the pleasure of spending two weeks of our FL vacation in this clean and well equipped North Naples condo. It's located in the Oasis complex and we found most...
    Reviewed 8 March 2017
    This lovely little 2nd floor condo in North Naples is nicely furnished and equipped and the setting at Oasis apartments is extremely convenient to shopping, restaurants...
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    About this property
    Spacious one bedroom-one bath condo on the SECOND floor with a screened-in terrace. Living room, dining area, and walk-in closet. Washer and dryer in the unit. Very clean, fully furnished, all electric appliances, central air conditioning, wire-less internet access. Kitchen fully outfitted. Linens...
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    Location Information
    34109, Naples, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Coral Falls condo w/incredible views of the pool/spa from private & well decorat1 / 28
    (1)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****Fall Special: 10% OFF Base Rental Rate Welcome to one of Lely Resort's premiere condominium communities - 'Coral Falls'! Coral Falls is conveniently located in South Naples, between downtown Naples and Marco Island. This well manicured community is tucked away in a private and tranquil...
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    Location Information
    34113, Naples, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • Grill
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attention! Totally redesigned in July 2014! Best mint condition South facing 4-BR/3-BA pool home in the upscale new development section showing owners pride. Lovely Chamberlain floor plan with best Southwest sun exposure. Additional privacy low maintenance landscaping enhances outdoor living...
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    Location Information
    34104, Naples, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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