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Keewaydin Island Rentals with Pools

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    Don't let other travelers get your favorite Keewaydin Island area vacation rental. You're so close to securing your perfect getaway. Book today.
    976 Matching Rentals in the Keewaydin Island AreaView all 1,155 rentals
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    Keewaydin Island
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 5 miles of Keewaydin Island.
    Fountainview -3br/2ba Pool/spa home near the beach1 / 12
    (15)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Relax and rest in this tropical paradise !!1 / 31
    (14)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. HUGE HEATED SALT WATER POOL.1 / 29
    (4)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Balcony
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    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 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 May 6, 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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    Walk to Beach from Stunning Tropical Pool Home1 / 15
    (3)Excellent
    Naples
    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 August 30, 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 May 31, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    6Bd Naples Walking distance to the Beach in Naples1 / 35
    (3)Excellent
    Naples
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 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 August 25, 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
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Le Pelican Beach House ~ Private Beach ~1 / 17
    (1)Excellent
    Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the city of Naples Located in the luxurious Moorings area, the Pelican comes with access to the Moorings private beach. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. Le Pelican is a spacious five bedroom villa with...
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    Naples, Southwest Gulf Coast 34102
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (5)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2018
    An absolutely wonderful house, we have holidayed in Naples for the past 15 years staying in various houses and this was certainly the best we’ve stayed in by a mile!We were a...
    Reviewed January 10, 2018
    Nice central location. Home and furnishings are top quality. We love sun and golf. Couldn’t ask for more.
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    About this property
    BOOKING AVAILABLE DECEMBER 2018, This master split floor plan is perfect for family entertaining or hosting your out of town guests with privacy for the holidays! Spacious and updated custom built executive home is located in a quiet cul de sac on Muirfield Circle in Lely Country Club, Naples,...
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    Naples, Southwest Gulf Coast 34113
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    New family friendly luxury home with private pool1 / 19
    (3)Excellent
    Naples
    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 January 8, 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 April 10, 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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    Location Information
    Naples, Southwest Gulf Coast 34114
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Exquisite Naples Condo-Steps to the Beach1 / 15
    (20)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Washer
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    My family of six just returned from a wonderful vacation at Anne's Condo. The location of the condo was perfect it was a quick walk to the beach and very close to many...
    Reviewed 4 weeks ago
    Stayed here for a week with a group of girlfriends from high school. Had a great time exploring Naples! The condo was very comfortable and clean and had everything we needed...
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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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    Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Private Yard
    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Coral Falls condo w/incredible views of the pool/spa from private & well decorat1 / 28
    (1)Excellent
    Naples
    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
    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 setting, which is easily accessible from...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 26
    (5)Very good
    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 July 18, 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 April 22, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
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    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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Tropical Getaway!Huge Lagoon Pool near Downtown !1 / 17
    (13)Excellent
    Naples
    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 October 5, 2018
    Really lovely apartment. Very spacious and was in immaculate condition. Short drive to the beach and downtown Naples. We eat in quite a bit and the well appointed kitchen was a...
    Reviewed March 6, 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
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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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    Magnificent  Pool Home Close to Beach and Downtown1 / 21
    (15)Excellent
    Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 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 October 8, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Next to Downtown and the Beach1 / 21
    (6)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 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 March 3, 2015
    The accommodations were really quite nice. The location was good. The neighbors were friendly. The owner was exceptionally nice. My wife and I really enjoyed our stay.
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    About this property
    .ENJOY NAPLES , where you have all the Famous pristine white beaches to yourself! Condo is on a golf course, 1 MILE from the gulf beaches and 10 min from a downtown Naples . FREE GOLF , no green fees or transfer fees. Don't miss out on the this specious condo (1,200 sq ft) in the QUIET GOLF...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Top Location, Best Views, Park Shore Resort 2101 / 35
    (2)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 22, 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 May 14, 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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    Treviso Bay - Luxury Resort Style Golf Community1 / 23
    (1)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Beautiful Brand New 2 Bed & 2 Bathroom Condo With Lake View This new condominium is tastefully furnished and has been designed to the highest standard using all new items. Use of the buildings elevator make wheel chair access simple. The stunning view from the condo over the adjoining lake to...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Private Yard
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ready you can stroll back...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprawling plantation style home just steps to the beach. Incredible plantation style beach house recently purchased, remodeled and designer furnished. Rock in your rocking chairs on the wrap around veranda overlooking the aqua blue pool and tropical gardens. Outdoor kitchen with plenty of seating...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH1 / 29
    (2)Excellent
    Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 29, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Gorgeous Pool Home- 1.1 miles to Pristine Beaches!1 / 83
    (18)Excellent
    Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 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 November 5, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (1)Excellent
    Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charming Home on Southwestern Lake Close to Beach1 / 19
    (9)Excellent
    Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 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 July 31, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    • Private Yard
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    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    • Ocean Views
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 15, 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
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Remodeled Spacious Villa Three Miles from Naples1 / 36
    (6)Very good
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 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 October 7, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Vanderbilt Beach House - 4 bedrooms - Heated pool and Hot Tub - Walk to the Beac1 / 23
    (5)Excellent
    Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2018
    I come to Naples often, and stay here every single time! I love it! Convenient, CLEAN, and comfy!!
    Reviewed March 1, 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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lovely s/w facing villa with pool overlooking lake1 / 22
    (8)Excellent
    Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2018
    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 August 15, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Casa Napoletana 4 bedrooms, 3bath,  private pool, spa & lake view, 8 people max1 / 37
    (4)Excellent
    Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 6, 2014
    This vacation rental was awesome. The swimming pool was warm during the winter. Large house perfect for a family of four. The king size bed in the master was very comfortable...
    Reviewed September 8, 2014
    We stayed with our friends in this lovely house from 9 -19th July. Villa is first class with everything you could wish for a relaxing break. The pool was nice and clean, villa...
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    About this property
    SEASON 2019 - CASA NAPOLETANA Lovely detached villa 4/3 with pool, hot tub & lake view in a secure community of Artesia, Naples. The house with its 4 bedrooms and 3 bathrooms easily accommodates 8 people. ATTENTION: THE GOOGLE MAPS DOESN'T SHOW THE REAL SITUATION IN THE STREET. YOU WON'T HAVE...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Naples Luxury Beach House -4 bedroom plus sleeping den - Heated Pool and Spa1 / 29
    (4)Excellent
    Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 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 June 24, 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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    White Sands in Old Naples1 / 18
    (11)Excellent
    Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Balcony
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 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 August 30, 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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    The Boat House on the Bay - Walk to 5th Ave Restaurants and Beach1 / 30
    (3)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2018
    Lovely home. Beautiful area. Close to the beach and downtown. Pool was clean and a great place to end our days.
    Reviewed June 22, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sienna Greenlinks Vacation Rental at the Lely Resort1 / 60
    (2)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Shared Indoor Pool
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 10, 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 February 16, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Moorings Beach Mansion features 5 large bedrooms, 5.5 bathrooms. 3 King size bedrooms have a full bathroom with his/her sinks. Downstairs master features a large bathtub and separate walk in shower. Queen sized guest room downstairs with private entrance and kitchenette, bring your nanny,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pascoli Waterfront Condo at the Regatta1 / 27
    (10)Very good
    Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Shared Indoor Pool
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tuscan Vacation Rental1 / 24
    (25)Very good
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 9, 2015
    Very nice property with a wonderful pool in a location convenient to the beach (by bike or car), shopping, etc. For those who need a dog-friendly rental in a neighborhood safe...
    Reviewed May 3, 2014
    Extremely pleasant rental process from start to finish. Management was very responsive to questions and made the experience quite easy. The home was perfect for our small...
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    About this property
    Welcome to the Tuscan Vacation Rental, proudly managed by Naples Florida Vacation Homes, LLC. Grab a slice of paradise when staying at this Gulf of Mexico Vacation Rental. Located only 1.5 miles from Vanderbilt Beach on the Gulf of Mexico, this 3 bedroom, 2 bath home with a private pool is the...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury! Private Heated Pool House Near Vanderbilt1 / 20
    (6)Very good
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 4, 2018
    Nicely furnished home with all appliances and utensils needed for meals at home.Nice washer and dryer too. Pool area was relaxing. Attached two car garage for secure parking...
    Reviewed December 31, 2017
    We enjoyed our stay. The house is beautifully set up. We loved the screened-in area with BBQ grill, patio, and heated pool, which is a good size for a private pool. The...
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    About this property
    Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with new contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screen lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Falling Waters - ISLAND & WATER VIEWS Naples, FL1 / 198
    (12)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 2017
    We had a great stay at this wonderful condo. Very clean. Very nice contact with Jeanne. The location is perfect. The only point of criticism. We like to go to the beach and...
    Reviewed April 17, 2017
    First of all, the weather in Naples, FL is close to perfect in the winter months. Naples has many great restaurants and all the normal stores plus some that are quite unique...
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    About this property
    **DEEP DISCOUNTS OFFERED FOR OFF-SEASON RENTALS.** Welcome to paradise! Our beautifully decorated condo with spectacular views in desirable Falling Waters is ready for your arrival! Famous for having one of the LARGEST RESORT STYLE POOLS IN S.W. FLORIDA, tropical surroundings and countless...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Palmview- 3br/3ba Pool/spa home near the beach1 / 13
    (11)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 24, 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 April 1, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Golf Course View Condo in Naples---Reduced Fall Rates.1 / 28
    (1)Excellent
    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WELCOME TO 'NAPLES NEST'! We treat vacation renters as special guests visiting our Florida home!! We have welcomed guests from England, Scotland, Canada, New Jersey, Massachusetts, West Virginia, Pennsylvania, and more....many returning multiple times to 'The Nest'. This well appointed condo has a...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    NEW AND CLEAN...WALK TO THE BEACH...ONE 25 LB PET ALLOWED...50% OFF MAY 9-NOV 301 / 45
    (1)Excellent
    Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 3, 2014
    This was our first stay in this condo, and it will not be our last. The condo was perfect for our family of 5: 3 bedrooms so every family member had their own bed, 2 baths...
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    About this property
    NEWER AND CLEAN...WALKING DISTANCE TO THE BEACH...ONE 25 LB PET ALLOWED with $250 pet fee. WI-FI, CABLE TV , AIR CONDITIONED 2018/2020 *PRICING *AVAILABILITY and *SPECIAL RATES* [Nov14th 2018 -April 12th 2019 is booked.] *[April 12th-30th 2019: 2 week min $99 per night*] [Ask about Dec...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Secure Parking
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    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 8 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* 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Enjoy a dream vacation in our vacation rental in Naples!1 / 24
    (2)Excellent
    Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Washer
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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