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Holiday Rentals with Pools in Amagansett

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    Travellers to Amagansett are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    60 Matching Rentals in the Amagansett AreaView all 100 rentals
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    Amagansett
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amagansett
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amagansett
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amagansett
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Hamptons style in Amagansett's Bell Estate. Less than two miles to ocean beaches and one mile from the bay, close to town, this classic five bedroom, four and one-half bath traditional has every amenity and plenty of style. There's lots of open space for living including a lovely great room...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Amagansett
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 1860s renovated farmhouse, south of the highway, with a great combination of period features and modern facilities. The house features 3 bedrooms, two full bathrooms, a high-ceilinged living room, and a lovely dining room leading through to a kitchen opening out onto the deck. One of the...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Amagansett
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home, situated just north of the highway between East Hampton and Amagansett, is the ideal base for your family's vacation. The four-bedroom, four-bathroom house is bright and spacious. From the covered porch, you'll enter through the expansive living room/dining room/kitchen area. This is...
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    Amagansett, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The following rentals are within 10 kilometres of Amagansett.
    Hip & Stylish East Hampton Getaway1 / 24
    (14)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2017
    My husband and I loved staying here with our two teenage sons. We visited from the UK and spent 4 nights in Manhattan before driving over to the Hamptons. We loved the buzz and...
    Reviewed 6 September 2016
    We loved the house and had a great stay in the Hamptons.The house is in a very quiet and beautiful environment, surrounded by trees, only a 10 minute drive max to East Hampton...
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    About this property
    Minimum two-week stay. This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    20% OFF !!! Village Fringe glassy Modern with Pool and Tennis1 / 19
    (1)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    My family was looking for a quiet house to relax in a beautiful setting, and we had just this house. This sunny, bright, clean and pleasant...most of all, luxurious house with...
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    About this property
    SPECIALS: Please contact us for 2+ week early Bird specials. Peace and quiet awaits in this modern house on the village fringe, featuring a first floor master with walk in closet, wonderfull spa-style master bath, flatscreen TV and direct access to the pool and outdoor shower. The kitchen, the...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Garden
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated, 5 bedroom 3 1/2 bath home with separate TV room. 2 car garage with plenty of extra space for parking in the driveway. Pool, hot tub and large backyard with indoor and outdoor fireplaces. Close to both the bay and the ocean. Three Mile Harbor is in walking distance. Very quiet,...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    East Hampton Dream House 'Serendipity' - Great Buy1 / 7
    (2)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Grill
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    My wife and I stayed at this lovely place last week. Our two sons and their girlfriends also stayed. We had a fantastic time. The heated swimming pool was absolutely fabulous...
    Reviewed 10 June 2016
    My wife and I stayed in this lovely house in May 2016.A lovely quiet area approx. 1/4 mile off the main road so supremely quiet.It was very well furnished and equipped and...
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    About this property
    Enjoy this sophisticated, newly renovated, three-bedroom, three-bath contemporary on one of the premier lanes near Jackson Pollack's house in East Hampton. Twenty-four-hundred square feet with oak flooring throughout. Great light in the beautifully designer decorated double height living/dining...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    10 Minutes to Ocean Beaches. Poolside1 / 15
    (2)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    We stayed for four days. The house is very nice and just as depicted in the photos. Pam was very gracious and very accommodating. She was very flexible with arrival and...
    Reviewed 5 August 2016
    Very cute and homey house, great hosts and a good location in the Hamptons. Close to Sag Harbor and East Hampton and close to the water. The pool is really nice and clean and...
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    About this property
    Spend your summer relaxing by the heated pool or enjoying the close beautiful bay beaches of the North West Woods or just a quick car ride to a sandy ocean beach of the Hamptons. This charming air-conditioned home is sited on a privately landscaped half acre property. An open light filled great...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton/ Sag Harbor, 8 Acres, Pool, Tennis Ct, Hot tub, Sauna1 / 16
    (1)Excellent
    East Hampton
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Secure Parking
    • Children's Pool
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    This location was just perfect for our family. There was so much to do and enjoy. We were looking for a spot that satisfied my athletic sons, my mellow daughters and our three...
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    About this property
    8 ACRES: Rare privacy in East Hampton, NY nestled on 8 acres, Northwest pine tree forest, PRIVATE TENNIS, miles of walking trails. Truly a getaway to nature yet 3 minutes to Sag Harbor and East Hampton, shopping, and restaurants. 1 mile to glorious sunsets bay beach... ideal for little children....
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    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton Luxury Home  PERFECT FOR FAMILIES1 / 34
    (1)Excellent
    East Hampton
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in all that East Hampton has to offer at this stunning 4-bedroom, 3-bathroom vacation rental house that comfortably sleeps 10. Situated on 2 acres of fenced land with a playground, lush grass, and 50-foot pool with 10 chaise lounge chairs, you'll feel as though you're staying at a...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury in the woods by day, Romantic ny evening. 3000 sq.ft, 2014-16 Total Renovation + Architectural Additions (Interior, Exterior, Landscaping), Total refurnishing.Traditional Saltbox style made 'light-filled' with Contemporary additions, SoHo loft-style interior, 25' Cathedral ceilings, Custom...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning contemporary house is set on two private acres in the near Northwest Woods. Bright, white filled with sunlight, this four bedroom, two and a half bath multi-level home has soaring cathedral ceilings on the main level, large king master bedroom suite with private deck, TV, new bath...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton
    7 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated perfectly on Davids Lane in East Hampton Village and South of the Highway, this exquisitely reconstructed1933 Shingled Classic has 7 bedrooms and 7 and 1 half bathrooms ,set on very private acre with close proximity to town shopping, Jitney stop, Duck Pond, Maidstone Club, and Village...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 12
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    East Hampton Family Retreat with Cottage1 / 41
    (4)Excellent
    East Hampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2017
    Relaxing weekend. Leanne has very thoughtfully planned out the house, there are grills, gas fire pits, a roof decks. The furniture is very comfortable. The floor plan is great...
    Reviewed 7 August 2015
    The best vacation ever! The main house, the cottage, the pool, the kitchen, the cabana, everything met or exceeded our expectations. The kitchen was stocked with everything...
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    About this property
    Please note: WEEKLY / MONTHLY ONLY IN JULY, AUGUST, THUR LABOR DAY! 3 night minimum for New Year's Eve weekend, and all holiday weekends, Friday to Monday at $800 per night, main house only. (cottage is booked) Please note, hot tub and pool are closed for the winter season. Hot tub reopens...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enchanted Garden setting is the perfect way to describe this Cottage that is walking distance to one of the most Beautiful Private Bay Beaches in the Hamptons! This immaculate home has three Bedrooms & two renovated custom designed bathrooms. You will be surrounded by Hydrangeas and Roses when you...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Serene & Private East Hampton Summer Rental w/pool1 / 19
    (1)Excellent
    East Hampton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2016
    The owner was attentive and so lovely pointing out the all important designer shoe sale to my daughter and I (yes we did go and get a pair each haha). The house is larger than...
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    About this property
    located only 5 minutes from shops and eateries and 5 minutes to the beach. With a serene setting surrounded by mature trees, this home is a haven for ultimate relaxation and leisure. Enjoy poolside luxury by 20X40 pool in very private yard. Low Allergen Environmentchildren welcomenon smoking...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Springs, NY
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Escape from everything at a private beach with gorgeous sunsets or dive into the backyard pool for a refreshing swim. Bright, open floor plan features a new kitchen and ample decking with an outdoor shower. Featuring 3 bedrooms and 2.5 brand new bathrooms. Wood burning fireplace in main living...
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    Springs, Long Island 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Chic Saltwater Dark Bottom Pool with Tanning Ledge! Whisper quiet retreat for all seasons in updated contemporary saltbox in East Hampton's NW Woods. Close to beach and charming EH and Sag Harbor! Rental contract required. RR # 161918 Also has wood burning fireplace and firewood...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunfilled Contemporary, 4 bdm, 2.5 bths, beautifully furnished, private retreat Chic Contemporary with 4 large bedrooms and 2.5 bathrooms. First level Master bedroom with private bathroom & with king bed and flat screen TV . Upstairs 2nd master with queen bed. remaining 2 bedrooms have 2 twin beds...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Patio
    • Internet Access
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely village home seamlessly blends traditional Hamptons style with beautiful, completely modern renovations. This classic home underwent a total gut renovation in 2009, adding a gourmet kitchen, 3 bedrooms, 3 full renovated baths, and an overhaul of original floor plan which now provides a...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Mini Resort in East Hampton on a private acre1 / 22
    (4)Excellent
    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This immaculate NW Woods Ralph Lauren furnished modern contemporary home has it all including a Hot Springs Spa, custom Heated Pool with stand alone Pool House, 3000 sq. ft. of decking that wraps around entire back of home leading down to the pool area with all the outdoor furniture/seating you...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wainscott
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
    • Washer
    • Patio
    • Porch
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a family of 4. My kids love that I made a tv/playroom next to my kitchen separated from our own TV in the open kitchen/living room space. This house is located in the Best area in the Hamptons. 5 minutes drive from Sag Harbor Main Street, 7 minutes drive to East Hampton Main Street, 15...
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    Wainscott, Hamptons 11975
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Private Garden
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 3 bedroom, 3bath home in ideal location close to town and beaches, with secluded 20X40 heated pool and trilevel decking, edged by reserve and surrounded by greenery. Decking includes gazebo with large dining table, built in barbecue area, outdoor sink and drinking fountain, Weber gas grill,...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Parking
    • Balcony
    • Internet Access
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive Wainscott hamlet of East Hampton and situated between East Hampton Village with its world renowned shopping and beaches, and the historic village of Sag Harbor; this 6 bedroom, 3.5 bath post-modern home comfortably sleeps 10 and is ideally located on a private cul-de-sac...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny very comfortable 3Br 2Ba with formal dining room, sitting on quiet tree lined residential street in the Springs (East Hampton), close to fine restaurants, private beach, marinas and sports. Minutes from shopping, arts, and local seasonal attractions. Great for entertaining weekend guests....
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Graybarn Cottage in the Heart of East Hampton1 / 123
    (3)Excellent
    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a quaint seaside village of historic beach homes The Graybarn Cottage is like no other. For 15 years The Mill House Inn has defined luxury accommodations in the Hamptons. Now we cordially invite you to relish in the luxury of a very special home, one designed exclusively with our clients'...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Springs, NY
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one level contemporary is located on a private, beautifully landscaped and wooded lot bordered by a nature preserve in an upscale neighborhood in the Springs section of East Hampton. For the past 16 summers, guests have raved about this home. It is tastefully furnished and has a spacious,...
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    Springs, Long Island 11937
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    East Hampton
    8 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A new construction estate in the exclusive Georgica Pond section of East Hampton brings the fabled tradition of Long Island country houses into the here and now. This gracefully proportioned gambrel home continues the proud lineage of East Hampton estates for the New construction 13,000 square...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 20
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    East Hampton
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Charming, private, 2 story cottage with outdoor balconies. 'Treehouse' feel with great wooded views. Queen bed, one loft bed, full bath, hardwood floors on second floor. Sitting area, twin bed on first floor with washer/ dryer. Covered balcony with gas fire ring, warm and cozy! Amazon / Netflix...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    East Hampton
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated five bedroom/three bath house with pool has been completely updated inside and out with all new furnishings and linens! Cell phone reception! Situated on one acre next to a reserve, this single story bright, white contemporary offers easy indoor/outdoor living for its guests....
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Wainscott
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delightful family house in quiet neighborhood. Just minutes to the ocean and the charming hamlet of Wainscott; central to all in the Hamptons! Open floor plan features a (eat-in!) kitchen, dining area and living room. There is a separate den for privacy. Amenities include four bedrooms and three...
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    Wainscott, Hamptons 11975
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is 4BR/3Bth contemporary house located in the Springs off Three Miles Harbor Rd, 4.2 miles from Citarella. Steps to Gardiner's Bay. Swimming pool, outside shower, deck, cable TV, fireplace, Wi-Fi. Two master bedrooms on the 2nd floor w/two full bathrooms. Two bedrooms on the first floor - must...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    East Hampton
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter this estate through beautiful iron gates. Drive up the winding driveway to the turning circle and formal fountain. Enjoy the lush greenery of the trees that wrap you in total privacy. Walk the grounds and listen to the sounds of the waterfall and pound. Take a swim in the heated pool or relax...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    East Hampton
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3-bedroom, 3.5 bathroom home in East Hampton sleeps 6 comfortably and won't disappoint! You'll never want to leave the 1-acre property, boasting modern amenities, a private outdoor pool, and multiple balconies and decks! THE PROPERTY There's plenty of room for you and your...
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    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    East Hampton
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Deliciously close to the shimmering bay, is this very special 5 bedroom, 4 bath shingled traditional beautifully sited on a serene 1.8 acre well-landscaped parcel in the desirable Grace Estate area between East Hampton and Sag Harbor. A distinctive coffered ceiling foyer leads to the vaulted living...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Springs, NY
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 4+ bedroom 2,600 sq. ft. home just a short walk to a private beach and marina on Gardiners Bay. Light, bright and airy, this new home features 4 bedrooms with extra large master bedroom and en-suite bath. Family room can be used as a 5th bedroom or playroom. Includes 3 full bathrooms,...
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    Springs, Long Island 11937
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Ocean Views
    • Patio
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful sunny home with south exposure. Large chefs kitchen. Spacious living room with flatscreen tv, baby grand piano and large french doors leading to a spacious deck. Four large bedrooms. Huge master bedroom with seating area and flatscreen tv. Large master bathroom with open air double shower...
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    Location Information
    East Hampton, Hamptons 11942
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Hampton Classic1 / 22
    (2)Excellent
    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We had a wonderful time at the house. The facilities were excellent, and John made an extra effort to accommodate our needs for Christmas dinner preparation. We particularly...
    Reviewed 14 October 2017
    My wife and I stayed here for four nights. The house was very nice. The pool was a nice extra; even though we didn't use it. The location was secluded and very serene. John, the...
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    About this property
    Located down a winding drive in the town of East Hampton our four bedroom home was constructed in the classic Hampton's style with cedar shingles and white wood trim. Sited on an acre and a half in the Northwest Woods, beautifully landscaped and private with close to 20 acres of reserve land...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note this is a 3 bedroom, 3 bath during October- April, Sean's Surf Shack is not available during that time period. The pool is only open from Memorial Day weekend through September 30th. ** Experience the ultimate luxurious retreat at this 4-bedroom, 4-bathroom vacation rental house in...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Garden
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is beautifully decorated, yet warm and welcoming. The open floor plan includes a dining table which easily seats 10, and a cozy seating area for at least 8 around the wood burning fireplace and flat screen tv. The kitchen is being remodeled, and will be all new this summer. It will...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East Hampton
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indulge in the luxurious Hamptons lifestyle with this impressive 5-bedroom, 4.5-bath vacation rental home, which sleeps up to 8 adults, and 2 children. Offering a gourmet chef’s kitchen, sleek furnishings, and an oversized bluestone patio with saltwater gunite pool and outdoor shower, this modern...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    East Hampton
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Balcony
    • Cable/satellite TV
    • Air Conditioning
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    • Terrace
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very private newly renovated cottage can accommodate 2 adults and is tucked away in corner of gated property South of the Highway on one of the prettiest Village Lanes with close proximity to shopping, dining, and village beaches. Cottage overlooks the pool and flowerbeds, has a large covered...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    East Hampton
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful four bedroom, two bathroom beach house is newly renovated and available for rent! Located on .7 acres, this property is a dream come true for all those looking for a peaceful escape into one of the most beautiful parts of the country. Our lovely home is located only 7 minutes away...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Springs, NY
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Housekeeping Included
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location. Beautiful home designed by ME (with a little guidance by Frank Lloyd Wright) which includes cable TV and ensuite bathroom in each bedroom. Outdoor pool is heated by direct sunlight to 80 degrees min ( which I believe is quite a comfortable, cooling temperature....
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    Springs, Long Island 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    East Hampton
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    • Balcony
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feel like a celebrity when you stay at this newly remodeled 4-bedroom, 3.5-bathroom vacation rental home in East Hampton! This 2,400-square-foot home with a fully furnished pool house accommodates up to 12 guests who are looking to experience a luxurious New York lifestyle. Unwind on the expansive...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    July - August 2017. Open floor plan, modernist house in the Village of Springs1 / 5
    (1)Excellent
    East Hampton
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2017
    Beautiful open plan modernist home, close to both East Hampton and Amagansett towns but away from the hub-bub in country-like Springs. The house has a great pool and an amazing...
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    About this property
    Superbly designed by its owners, this dwelling boasts the elegance and sobriety of a minimalist painting. Yet, it remains very warm and inviting. The house sits on a wooded acre, across the road from a 140 acre reserve. The 2,500 sq. ft. space offers 2 bedrooms, 2 bathrooms, living room with wood...
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    Location Information
    East Hampton, Hamptons 11937
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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