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Holiday Rentals in Naples

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 699 Rentals in Naples
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    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. 11,000 GALLON SALT WATER POOL.1 / 27
    (2)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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    Charming Bungalow, an independent unit with private entrance and bath.1 / 11
    (14)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2018
    I can't say enough about how well I was able to relax and unwind at the Charming Bungalow. It truly is a hidden gem with old world charm, beauty, natural surroundings and...
    Reviewed 31 October 2017
    We had a great time in Naples! Karen’s place was perfect. I kept singing the Gillian’s Island theme song because I felt like we were on a tropical island. We kayaked right...
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    About this property
    DOGS WELCOME in this charming canal front bungalow type efficiency, just 2 short miles to the main street (5th Avenue) in Olde Naples or 3 short miles to the gorgeous beaches on the Gulf of Mexico and 1 mile to Naples Botanical Gardens. Walking/bicycling distance to shops, grocery, pharmacy,...
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    Naples, Southwest Gulf Coast 34112
    Private Room - 1 Bathroom, Sleeps 2
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    Palmview- 3br/3ba Pool/spa home near the beach1 / 13
    (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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    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    MODERN 4 BEDROOM VILLA WITH LONG SUNSETS LAKE VIEWS CLOSE TO BEACHES & DOWNTOWN1 / 106
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Beautiful house in Briarwood area of Naples, a very private, peaceful, and safe neighborhood conveniently located for beaches, shops, and downtown Naples. The house is spacious...
    Reviewed 31 July 2017
    This is our second time renting a house from Mirela. I cannot say enough great things about her houses. Super classy, clean, comfortable and alway at your beck and call if you...
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    About this property
    The Villa is located in Briarwood a beautifully maintained gated community in Naples. The 4 bedroom and 3 bathroom salt water pool home with a lake view is a favorite for all. Our home has a specious open floor plan to comfortably accommodate 8 guests. The lake can be viewed from almost every...
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    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    I like the hardiness of the area to the places I go. The pool area is beautiful.The condo has everything I needI am pleased with my decision to rent here
    Reviewed 1 March 2018
    The condo was exactly as pictured and described. The pool and convenience to downtown and other amenities was great. Owner/ manager very responsive to our questions and needs.
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    About this property
    Well equipped second floor unit. Located only minutes to downtown 5th Avenue Naples Pier and renowned white sandy beaches with unbeatable sunset views. Right next to shopping and local restaurants. Includes one of Naples largest resort style heated pools, clubhouse, tennis court and bocce ball...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Naples, Florida-condo1 / 20
    (5)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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
    Naples, Southwest Gulf Coast 34109
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sienna Greenlinks Vacation Rental at the Lely Resort1 / 30
    (2)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Terrace
    • Air Conditioning
    • Balcony
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2015
    Very pleased. As winter snowbirds, our family thoroughly enjoys our yearly vacation at Lely. This unit is extremely clean, tastefully decorated, with a beautiful view of a small...
    Reviewed 16 February 2015
    We really enjoyed our stay at Sienna. The condo is lovely and has everything you need for your week or month away from home. Our favorite part of the day was early morning...
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    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations for 6, and...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Updated Two Bedroom Condo - Naples, Florida1 / 8
    (4)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Porch
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 December 2016
    Awesome condo..spacious clean comfortable.great location..they have everything you need..2nd time we have stayed..will be on the return list..thanks for letting us stay..
    Reviewed 3 December 2016
    Thoroughly enjoyed our stay at this attractive two-bedroom unit. Loved that we had easy access to local sites, restaurants, and businesses, yet the condominium was off the...
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    About this property
    Two Bedroom Condo at Coral Falls Resort. Perfect location. 10 mintues from both Marco Island and Downtown Naples. Located within walking distance to shopping, and minutes from Gulf beaches. Onsite amenities include tropical waterfall pool and spa, two 18 hole championship golf courses, walking and...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bright family home w/ private pool, patio, shared tennis, and more1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Parking
    • Internet Access
    • Patio
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2018
    We have the perfect holiday in Naples Florida.The booking process was very easy and Vacasa kept me updated since the initial request.House is very spacious and the swimming...
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    About this property
    This bright and airy Naples vacation home is ready to welcome your family to the tropics. Up to six can stay here and enjoy swimming, splashing, and relaxing in the private pool. You're also close to the beach and dozens of fun activities, including Briarwood's tennis courts, available to Orange...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    ****Spring & Summer Special: 10% OFF Base Rental Rate 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...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH1 / 29
    (1)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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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Pascoli Waterfront Condo at the Regatta1 / 25
    (10)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Washer
    • Waterfront
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. Location! Location! Location! For those seeking a luxury vacation condo for rent in sunny, Naples, Florida, it doesn't get much better than the NaplesFloridaVacationHomes Pascoli Condo Rental at Regatta folks! Located at the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, 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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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lovely s/w facing villa with pool overlooking lake1 / 22
    (5)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 June 2018
    We had an amazing week in this villa. The Sunset Villa view was so beautiful in the evenings. This villa has alot of space. There were 7 of us that stayed the week...
    Reviewed 26 September 2017
    We arrived in Naples having travelled through a massive thunderstorm. The gatekeeper who greeted us as soon as we drove up to the gatehouse was the first of the many friendly...
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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
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beautiful Lake Front Condo1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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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
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa & Private Pool in LELY GOLF & COUNTRY CLUB w1 / 19
    (7)Very good
    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    Lovely villa- met all our needs. Very clean and well equipped. Jeanette communicated well with us. Lovely resort and we enjoyed having access to the players club
    Reviewed 4 August 2017
    The house was good located in walking distance to Tigertail beach, nevertheless it should be mentioned that it takes from entry to the state park to the beach around 20 mins to...
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    About this property
    This nicely furnished, three bedrooms, two baths; single family home of 2200 square feet with a garage, is situated on a quiet cul-de-sac in the upscale Lely Resort of Naples, Florida. Sleeps 4 - 6 . The villa includes a master bedroom with king-size bed, walk in closet and a private bathroom as...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Bright Coastal Cottage - 1.2 miles to the beach!1 / 62
    (13)Excellent
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2018
    The apartment is very comfortable. Everything works. We enjoyed the screened porch. Owner provides a state park pass which gave us access to a good beach and to other...
    Reviewed 5 April 2017
    Great location away from the hustle and bustle, just a few minutes drive to beautiful Delnor Wiggins beach. The cottage is nicely furnished and functional, bright and airy with...
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    About this property
    Come escape to Naples and enjoy this bright and airy 2nd floor coastal cottage! Beautifully decorated in relaxing ocean blues, this quaint cottage immediately sets you at ease and invites you in to stay. Enjoy the relaxing breeze on the 2nd floor screened back porch, nestled in with large trees....
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Park Shore Resort Unit 118---including complimentary pass to private beach.1 / 19
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Balcony
    • Hot Tub
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Absolutely beautiful place to stay, convienent location! My partner and I had a wonderful time. We would definitely stay again.
    Reviewed 2 April 2018
    The condo unit was very nice and clean. Was stocked with many "nice to haves" such as beach chairs and umbrellas. The best part was the pass to the beach. So easy and...
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    About this property
    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....
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Enjoy a dream vacation in our vacation rental in Naples!1 / 24
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    A beautiful house and pool area, that is spacious and has every amenity. Our family of 7 throughly enjoyed the stay. The house had plenty of space for a large group. The owner...
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    About this property
    Welcome to our Paradise in Crown Pointe, Naples. The house has a real heart to it and is ideal for a family get together or for those looking to entertain during their stay in Naples. The great room opens up to the lanai with sliding doors onto the extended deck/pool area with one of the largest...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Spectacular waterfront views down Naples Bay!1 / 19
    (6)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    Lovely condo, fabulous views of Gordon river & yacht club, perfectly situated for Tin city & 5th avenue. Just a short drive to docks, 3rd st and the beach, bikes available...
    Reviewed 11 April 2017
    We rented this condo April 1-8. It was perfect for us. Nicely decorated, very comfortable. Everything you could need. Loved the view of the bay and theSailing and Yacht Club...
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    About this property
    You'll be constantly thrilled by the ever changing beautiful vistas of kayaks, paddle boarders, jet skis, sightseeing, fishing, and pleasure boats - small sailboats to mega yachts. All within your direct view. Watching the kids sailing classes will delight you, as well as the spectacular water and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    White Sands in Old Naples1 / 9
    (9)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 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...
    Reviewed 25 September 2015
    We arrived late, but had messaged Daniel, who was extremely helpful and provided useful tips about getting to the apartment. Sadly we arrived a bit jet lagged and tried to get...
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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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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beachwalk at Vanderbilt Beach1 / 18
    (3)Very good
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Homely stay near Naples beautiful beach. The house is very comfortable with all necessary facilities. There are bikes available to explore the beaches. We had a great time...
    Reviewed 16 January 2016
    Stayed only few nights at this place. Very comfortable and fully equipped with large, light open kitchen, open living area and two separated bed rooms. Just right space for a...
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    About this property
    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming, and part of a larger estate. 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...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Guests LOVE this coastal beauty. The condo is a an updated 2 bedroom, 2 bathroom Naples vacation rental. The unit features many sleeping accommodations,...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 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
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Neapolitan Vacation Rental1 / 27
    (17)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Reviewed 11 July 2015
    The home was incredibly beautiful! Everything we needed to feel at home away from home was there.The swimming pool and patio area is awesome! Everyone loved it ! The location...
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    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. Get your beach on! This tasteful 3 bedroom + den, 2 bathroom vacation rental is as close as you can get to the beach in Naples with no minimum stay requirement. Sleep up to 8 guests and enjoy only a 10 minute walk to Vanderbilt...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    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
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
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    • 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
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vanderbilt Beach1 / 19
    (2)Average
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2016
    The home felt nice and comfortable.The kitchen was really nice. The bedroom was good to sleep. And the bathroom was nice.The home is better suited for not more than two...
    Reviewed 2 April 2016
    Pros: large, well-equipped kitchen/living/dining areaLarge bedroom w/ walk-in closet and king-size bed. Great shower in the bathroom. Small, private side yard with...
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    About this property
    Enjoy the wonderful breeze of the Gulf of Mexico, soft white sandy beaches VERY PRIVATE GET-AWAY - 1/1/1 Multifamily complete house 700 sq/feet + with private yard. Biking distance to Naples Beaches and shopping! You'll love this comfortable secluded living. The unit is personal and comprised...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful and updated 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Cottage-Less than 1.2 miles to the Beach!1 / 38
    (9)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    Everything was just as we expected. Rental was clean and comfortable. Owners made us feel welcome. So nice to have been very close to the beach and the beach pass is a real plus...
    Reviewed 16 February 2017
    The best things about this property are the super comfortable big bed, the well equipped kitchen and the location on a quiet street close to a lovely beach. It may be a language...
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    About this property
    Come escape into a cute cottage near the beach for your Florida vacation! Enjoy soaking up the sun at Delnor Wiggins Pass Park (1.2 miles away) or Vanderbilt Beach (1.9 miles away), both so close to you that it's tempting to go everyday for the spectacular sunsets! Ride a bike, take a stroll, and...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Travel to our beautiful Floridan oasis. This newly furnished and remodeled condo features 2 bedrooms, 2 bathrooms, and sleeps up to 6. The upgrades...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sirena Waterfront Vacation Rental1 / 24
    (6)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2014
    Very easy to get to, the staff at Naples Florida Vacation Homes were helpful and we had a wonderful time. Recommended for anyone looking to getaway to Sunny Naples Florida.
    Reviewed 9 May 2014
    This was an Excellent spot, a beautiful house, and at a great price. Definitely the best investment I made on my vacation. Much better value and much more personal than booking...
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    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. This Top Tier Naples vacation rental has one of the best water views in town. This rental features 3 bedrooms and 3 bathrooms, and sleeps up 6 guests. Professionally managed and superbly maintained, you are in one of the top...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Located in the Golf Capital of the World, this 2 bedroom, 2 bathroom vacation rental sits right on a championship golf course in Naples, FL. Sleeping up...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely water-views from this elegant Pelican Marsh-Egrets Walk guard gated Golf, Tennis and Fitness community end-unit coach-home condo. You will love this very light and cozy first floor condo. Unique to this condo is the small intimate community pool right across the street. The larger...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Royal Harbor Condo on Canal, Pool, Lanai, Nr. Beac1 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2016
    Stayed Jan 2016 and selected the condo because of it's amenities & location. Easy walk into 5th Avenue & Tin City for great choice of restaurants. But condo was so...
    Reviewed 17 December 2015
    The condo was perfect in every way we couldn't ask for more. The neighbours were very friendly and peaceful. Lovely warm pool, like a bath. The condo had everything we needed...
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    About this property
    This is a lovely, privately owned and managed, second-floor apartment with both living room and master bedroom opening onto a screened lanai overlooking Bluepoint Canal in the beautiful Royal Harbor area. Private and friendly, the complex is just two small buildings with 16 apartments and heated...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    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
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    • 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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This home is proudly managed by Naples Florida Vacation Homes, LLC. THE PROPERTY The Avanti Vacation Rental boasts all the LUXURIOUS AMENITIES YOUR HEART CAN DESIRE. Our open-air POOL WITH SOUTHERN EXPOSURE and superb outdoor lounging are perfect for working on a VACATION TAN YOUR FRIENDS BACK...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fountainview -3br/2ba Pool/spa home near the beach1 / 12
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • 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
    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    • Private Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guest house building B cottage in the Vineyards neighborhood of Naples.. You make the choice! Choose staying year round or seasonal! Partially remodeled 650 square foot detached guesthouse with parking premise on 1.25 acres. This cozy cottage has a fully remodeled bathroom, new refrigerator and...
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    Location Information
    Naples, Southwest Gulf Coast 34116
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
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    • Private Outdoor Pool (Unheated)
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    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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Sweet Bungalow, an independent unit with private entrance, bath, parking.1 / 3
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2018
    Staying at sweet bungalow was one of the most relaxing experiences I've ever had. Complete quietude, wonderful wild life, gorgeous and enchanting trees on the property...simple...
    Reviewed 15 February 2018
    Wonderful, unique space set on a canal with otters and ducks . Beautifully landscaped and decorated. Private and quiet, convenient location. Terrific hostess with the sweetest...
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    About this property
    Charming space, approx. 250 sf, including bathroom overlooks and includes covered veranda, with dining table and comfortable lounging. Views of old growth trees, terraced back yard, flowing canal and bamboo stand sooth the stresses away in this private bungalow suite, only 2 miles east of downtown...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful and updated 2 bedroom, 2 bathroom Naples vacation rental. This spacious Florida condo features accommodations...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Top Location, Best Views, Park Shore Resort 3551 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 24 January 2017
    This apartment is a great place to stay. It's a good size, clean, well equipped and in a good location to explore the Naples area. The owner phoned us shortly after our arrival...
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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 located in the famed Park Shore Resort in Naples. It is a wonderful resort with heated pool, hot tub, tennis, beach volleyball,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Treehouse at Vanderbilt Beach1 / 21
    (4)Very good
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 28 May 2017
    The Treehouse was perfect for our anniversary getaway. The house was up-to-date, clean, bright, and stocked with the little things that are so important. It was minutes away...
    Reviewed 12 March 2016
    All the conveniences of home, including safe neighborhood, it was well stocked, warm and welcoming. We had a rented car, which is helpful to get to beaches, shopping, food...
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    About this property
    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...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Naples Holiday Rentals

    Known for its phenomenal golf courses with designer tags like Greg Norman, Tom Fazio and Rees Jones, miles of family-friendly, sandy beaches and luxury dining and boutique shopping, Naples is an enviable upscale Florida destination. If you want to enjoy Naples in an unparalleled fashion, book a holiday rental. From sprawling beach homes and high-rise condo rentals to quaint cottages and villas, the menu is exceptionally pleasing in the Naples area. Better still, you’ll save money by coming home to a fully equipped kitchen where you can enjoy a delicious and relaxing dinner.

    Naples attractions and activities

    A holiday rental makes it easy to explore all of Naples many attractions with easy access to beaches, golf courses and shopping. If you’re a family of nature lovers, immerse yourself in eco-tourist attractions like the Audubon Corkscrew Swamp Sanctuary, Rookery Bay National Estuarine Research Reserve, the Naples Botanical Garden and Everglades National Park, which is a short drive from Naples. For beach lovers, the Naples area boasts pristine areas like Tigertail Beach and Barefoot Beach Preserve where sunbathing, sailing, fishing and boating are popular activities. Shopping is an attraction unto itself in Naples, which features an eclectic menu of options, including major upscale complexes like Waterside Shops, Village at Venetian Bay and Tin City as well boutique and art gallery shopping in downtown along Fifth Avenue South and Third Street South. Golfers, is your idea of paradise more than 100 lush golf courses with carpet-like fairways? The Naples area is the place for you with exceptional layouts such as Tiburon Golf Club, Arrowhead Golf Club and Naples Grande Golf Club.

    Family holiday rentals in Naples

    With so many things to do and see in Naples you’ll spend a lot of time enjoying the outdoors. A holiday rental in Naples gives your family an airy and comfortable place to return after a long day of fun and frolic. A hotel room can get pretty cramped with luggage, golf clubs and beach toys, while a holiday rental in a spacious beach house, condo, villa or cottage gives your family extra space and lots of amenities.

    Saving money on Naples holiday rentals

    Great deals are available even on luxury properties. We have special deals and discounts on Naples holiday rentals in every price range at a wide variety of venues from beach to golf course and everything in between. For convenience, spacious accommodations and money saving attributes, a holiday rental is the best way to experience the upscale wonders of Naples.

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