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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.
    545 Matching Rentals in NaplesView all 727 rentals
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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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    Charming Villa & Pool ( PetFriendly)in Lely Golf & Country Club & PLAYERS CLUB1 / 19
    (7)Very good
    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. HUGE HEATED SALT WATER POOL.1 / 29
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Balcony
    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    Very much enjoyed our stay at #12 2350 Hidden Lake Ct. The condo was very clean and nicely appointed. The swimming pool facility and resort grounds were superior. We would...
    Reviewed 6 May 2018
    Beautifully and newly appointed airy condo within welcoming gated community with pretty much everything thought of! Welcome pack on arrival, bikes in the garage not to mention...
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    About this property
    Welcome to the gated community of Falling Waters on Davis Blvd, in Naples FL. This community is tucked away in a private oasis with lush tropical palm trees and plants which are beautifully maintained, and it has one of the largest heated saltwater pools in all of SW Florida. Falling Waters is also...
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    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2018
    My husband and I both appreciate the beautiful and super clean condo. The furnishings, the view and the super comfortable beds. The unit is nice, quiet and welcoming. It had...
    Reviewed 22 March 2018
    This was our second time at PSR and loved it even more than the first time. We really enjoyed eating our meals in the lanai and were happy to see that the Hurricane had not...
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    About this property
    Park Shore Resort is the quintessential tropical paradise nestled in the most fantastic city of SouthWest, non other than Naples. Park Shore, the surrounding area, elegantly welcomes walkers in the sunny mornings and at night for a stroll, run or bicycle ride across the community. Easy access to...
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    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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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
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    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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    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    6Bd Naples Walking distance to the Beach in Naples1 / 35
    (3)Excellent
    North Naples
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    Thoroughly enjoyed staying at this house fit our needs perfectly. The kids loved the screened in pool (no bugs) in the backyard. They swam every day. The beach is just down the...
    Reviewed 25 August 2016
    I love to stay in this property. It's a beautiful house, very nice size, a lot bedrooms with so many beds and very clean. Very nice location.
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    About this property
    Welcome to our Naples Vacation Home located in a walking distance to Vanderbilt beach. Our home is newly renovated and it has 6 bedrooms and 4.5 bathrooms. It has a south facing heated pool and lanai. It is a paradise for a large groups and family reunions (up to 16 sleeping places). Our vacation...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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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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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 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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    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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    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 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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    Next to Downtown and the Beach1 / 21
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • 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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    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    New family friendly luxury home with private pool1 / 19
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    Located on a gated community, quiet environment, friendly people around. Could not hear the sound of the road. So really enjoyable all.The home is fairly new and decoration is...
    Reviewed 10 April 2016
    Our stay was most enjoyable. The home is so well maintained and comfortable in a quiet and friendly neighborhood. Our weather during March was perfect and enabled us to swim...
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    About this property
    Our home 'Pelican' is a new construction and has just been finished and finally furnished in September 2015. It is located in Reflection Lakes, a gated community in the south-east of Naples. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of...
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    Naples, Southwest Gulf Coast 34114
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Hot Tub
    • 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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    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)
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    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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    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • 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
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Park Shore Resort Unit 118---including complimentary pass to private beach.1 / 38
    (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 21 June 2018
    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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    Lovely s/w facing villa with pool overlooking lake1 / 22
    (8)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 3 weeks ago
    Ok, lets deal with the negatives first...So thats them out of the way. An absolutely beautiful , beautiful home with not only every thing you could need but more. Every room...
    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...
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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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    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
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    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
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 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
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    Charming Home on Southwestern Lake Close to Beach1 / 19
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2016
    Had a great 10 days at this house, easy to get to everything around Naples. Nice pool and outside eating area. Would stay again.
    Reviewed 31 July 2016
    We stay in this beautiful home for 7 days. Everything was very well, the pool very clean, perfect kitchen, large patio with bbq (2 chairs more to go outside will be good). We...
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    About this property
    This is a spacious waterfront luxury home close to all the amenities of sophisticated Naples. The main rooms have been devised to take full advantage of the lake views. The decor is plantation/colonial. Floors are tiled and plantation shutters add to the colonial feel. Rattan and cane furniture...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Vanderbilt Beach House - 4 bedrooms - Heated pool and Hot Tub - Walk to the Beac1 / 22
    (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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    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2018
    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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Exquisite Naples Condo-Steps to the Beach1 / 15
    (18)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
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    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    I have stayed in the Pagel condo several times, and each visit is better than the last! The place has been completely remodeled, and is absolutely beautiful, updated, and clean...
    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...
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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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    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
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Ocean Views
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a short walk on the beach or stroll to 3rd St to enjoy your morning coffee and do a bit of shopping. This is where you want to be in Naples. Spacious living areas upstairs and down with huge flat screens, courtyard pool with spa, outdoor kitchen, luxury furniture, and bed linens. Additional...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Luxurious Olde Naples Beach House1 / 30
    (12)Excellent
    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    We have rented many homes and condos through the years but this is by far the best one I've ever stayed in! It was so clean and well stocked with basic supplies. Lisa also had a...
    Reviewed 12 April 2017
    Our 3rd visit to this beautiful house reminded us why we keep coming back. The location is amazing with the beach across the road, as well as the gorgeous shops and restaurants...
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    About this property
    This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide for an open and...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Naples - Naples Park / Uptown Designer Pool Home1 / 18
    (4)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Grill
    • Secure Parking
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2017
    I was very impressed with the whole process of this rental. I found it very easy and the rental company answered any question with a quick response. This was the first time my...
    Reviewed 22 March 2015
    Visited this home with our family for Spring Break 2015. Wonderful home, clean, exactly as shown in photos. We really enjoyed the pool and Vanderbilt beach was a short bike...
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    About this property
    Fantastic newly built and professionally decorated designer gem in Vanderbilt Beach/Naples Park.You will love this very light, sleek and 2015 newly constructed executive style pool home in biking distance to famous uptown Vanderbilt Beach.Mercato and Waterside Shops fine dining & shopping as well...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
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    • 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
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples - Villa Noelia / Crown Pointe / Great Lake-view Pool Home1 / 39
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful lake-view pool home in beautiful Crown Point. You will love this cozy family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet Estate neighborhood. Tennis...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    White Sands in Old Naples1 / 18
    (11)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 6 October 2018
    We stayed here for a 1 week timeshare exchange through rci. 1 bedroom unit had ac & tv in the bedroom & separate ac & tv in living room area. Both had ceiling fans...
    Reviewed 30 August 2018
    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...
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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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    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
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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
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Magnificent  Pool Home Close to Beach and Downtown1 / 21
    (15)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    My family and I have been visiting Naples for vacation for several years and have been renting different places to find one that we liked and suited us. Well we found it. This...
    Reviewed 8 October 2014
    We had the kids and grandkids, six of us altogether. We had a wonderful time and had plenty of room.The house was spacious, bright and cheerful, and perfectly clean. The pool...
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    About this property
    This is a magnificent, tropical home very close to downtown Naples and the beaches. The list of upgrades is truly stunning. Granite and hickory kitchen, soaring ceilings, hardwood and tiled floors, luxury linen and towels. The superb lanai is a particular feature, with comfortable seating and...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • 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
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bay house boasts expansive wide water views across the harbor. Located in the heart of Old Naples. Stroll to 3rd Street shopping, dining, and the beach! Newly redecorated by a professional designer, the home has all of the creature comforts. Professional kitchen, outdoor kitchen area with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    NEW-Luxury home in 5-star Lely Resort Golf Resort1 / 33
    (1)Excellent
    Lely Resort
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2018
    We are just back from a fantastic trip to Naples. The property was as expected (superb), located just a short drive from downtown. Great resort facilities for all of the...
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    About this property
    Newly remodelled pool villa on a lake in a golf resort (there world class golf courses) and privileges to the Players Club and Spa. We invite you to relax in this 3 bedroom executive pool home with the very best view in the masters reserve, overlooking a private lake, from a private screened in...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very upscale gated community on Naples Bay with beach shuttle to private beach. Minutes to Old Naples Shopping and Dining. Stunning 6000 square foot 4 BR 6 bath home offers the best of both worlds. Located in a private, gated bay front community with Sweeping view of Golf course and lake or take...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    Suitability
    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
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Professionally decorated home in the heart of Olde Naples. Located on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico and to the dining, shopping, and nightlife of 5th Ave South. This comfortably furnished three-bedroom home...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    ROMANTIC BEACH ESCAPE! BOUTIQUE CONDO WITH SPECTACULAR BAY VIEWS!1 / 29
    (5)Excellent
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    This was a fabulous place in which to enjoy our first trip to Naples. Within a few minutes’ walk you have the wonderful beach; within a 2 minute drive there are shops and...
    Reviewed 17 August 2014
    Think of getting all attributes of a tropical leisurely escape met !From the owners, their gracious hospitality, to friendly neighbors celebrating the sunset , to NEW beach...
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    About this property
    ROMANTIC ESCAPE! BOUTIQUE BEACH CONDO! ROOFTOP POOL & SPA WITH SPECTACULAR BAY VIEWS! VACATION RENTAL WEEKLY AND MONTHLY RATES GO TO - VRBO 568919 FOR MORE INFORMATION Best value! Best views! Best Location! Location! Location! Much desired top floor condo. Updated top floor condo with...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    North Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ****Fall Special: 10% OFF Base Rental Rate Welcome to Vanderbilt Landings on Gulf Shore Drive, located on the north end of Gulf Shore Drive at the intersection with Bluebill Ave. This is as close to beach front rental as you can get without the high rates! Vanderbilt Landings gated community with...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Naples - Briarwood / Designer South Pool Home1 / 28
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The entire process was easy and well worth it. The home is attractive, nicely furnished and a good layout. Everything worked as it should and we enjoyed our stay. A suggestion...
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    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
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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 20 September 2018
    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
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beautiful lake-front condo - Avail Jan 29 to Feb 28!1 / 30
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Balcony
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    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our beautiful lake-front home, located in North Naples, at Heritage Bay Golf & Country Club, famous for its 27-hole Championship Golf Course. It is elegant yet cozy, relaxing, bright and sunny, and offers breathtaking views of the lake. A haven of serenity and peace! Our home features a...
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    Location Information
    Naples, Southwest Gulf Coast 34120
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    Naples, Southwest Gulf Coast 34134
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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