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Hamptons Family & Kid Friendly Rentals

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    Travelers to Hamptons are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    291 Matching Rentals in HamptonsView all 330 rentals
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    Hampton Bays, south of 27A1 / 26
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beachy Keen - East Hampton NY1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    East Hampton Dream House 'Serendipity' - Great Buy1 / 7
    (2)Excellent
    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 June 25, 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 June 10, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waterfront Hamptons Beach House w/ Dock, Hot Tub, & Awesome Views, Walk to Beach1 / 36
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 8, 2018
    Two days before leaving Maryland for our Xmas vacation at this house, Ray contacted me to let me know a pipe had frozen, and although he got it fixed he felt more comfortable...
    Reviewed December 17, 2017
    The house we rented was very clean and in a really beautiful location. We ran into some issues with the pipes being that it’s a beach house that was rented in December...
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    About this property
    Located on the bay side of Dune Road on a scenic peninsula and surrounded by water, this contemporary is a beach lovers paradise. It's a short walk to the great Westhampton Beach, one of the top 15 ocean beaches in the country; a 5 minute drive to the village; or you can fish, swim, boat, or lounge...
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    Westhampton Beach, Hamptons 11978
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Shared Yard
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One large fishing cabin from the 20's has been redesigned and renovated with upcycled materials for contemporary loft style living with a Mediterranean touch. 3 bedrooms, 2 bathrooms (claw foot bathtubs), and a loft style common room with cathedral ceiling. Concrete floors and antique tiles keep...
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    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront Southampton Gem!  Sailboat On Grounds - Travertine patio and Hot Tub1 / 10
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New...
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    Water Mill, Hamptons 11976
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    'Amazing Summer Getaway In East Quogue'1 / 22
    (5)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Central Heating
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 8, 2017
    The pictures shown don't do this house justice. This is a beautiful home and the host Sal was very helpful and accommodating. He answered any and all questions and even mailed...
    Reviewed May 23, 2017
    This homey 8-bedroom house is on a beautiful, quiet street, just a short drive from wineries, the beach, great restaurants with ocean views, and the town of South Hampton. I...
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    About this property
    Beautiful two level 4,100 sq. ft. home in East Quogue is sure to accommodate all your summer get away needs. If you enjoy spending quality time together our home provides a large backyard with an in-ground heated pool, and a new BBQ. Than come hang out inside in our game room that holds a...
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    East Quogue, Hamptons 11942
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 8
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    3BR/2BA- Private Heated Pool Steps to Moriches Bay1 / 21
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Patio
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 1, 2018
    Christine's house was perfect for our family stay in the Hamptons after a busy week with a family wedding in Brooklyn/New York. The children really enjoyed the pool and the...
    Reviewed June 16, 2015
    I welcomed my friends from Germany to the U.S. What made the stay super sweet for them and for myself was this rental. It had everything we needed. I'm a local in Westhampton...
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    About this property
    Easy summer living at this bright contemporary ranch located steps from Moriches bay in Westhampton/Remsenburg. Open kitchen- dining area, living room with fireplace, 3 bedrooms, 2 baths, central air conditioning, and a private yard with a heated swimming pool. Located on a small quiet block,...
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    Remsenburg, Hamptons 11960
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Fork 5 bed room home with forever farm view1 / 74
    (9)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2017
    This is a really cute house with a lot of bedrooms. The common areas are cozy but the backyard had plenty of room for a large group (10 people) to hang out and play yard games...
    Reviewed May 7, 2017
    Not a typical reviewer of places I stay, but this place wasn't typical. Bruce was a pleasure to work with. The location was excellent on a quiet street near Riverhead. Great...
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    About this property
    Five bedroom home with central air conditioning.This home has modern kitchen pillow top bed a large 52' plasma tvs.This home has tv in master and queen br bbq grill,12 gazebo with a tumbled stone patio.The patio has a table with seating for eight The view from the gazebo area is about one mile...
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    Aquebogue, Riverhead 11931
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Luxury Hamptons Quogue Village 4BR Modernist Retre1 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 2017
    We just found out about this and it's a wonderful property. The town of Quogue houses some of the most successful people inNew York and is astronomically expensive.The Quogue...
    Reviewed August 3, 2014
    I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
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    About this property
    Quogue Village Modern 6BR, 4WC recently renovated in rustic modern style. Light and airy with skylights and large windows and doors. Huge chef's kitchen boasts 6 burner range and double sinks. Expansive 40 ft pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach...
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    Quogue, Hamptons 11959
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Elegant Designer Hamptons Retreat in Sag Harbor1 / 28
    (5)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is 2 weeks during High Season unless you see an availability between rentals. During the off season 1 week rentals may be possible. This elegant 6000 square foot home...
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    Sag Harbor, Hamptons 11963
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hamptons Retreat  *Pool & Spa*1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths with central air. The perfect place to rejuvenate and indulge. Unwind in the hot tub among hydrangeas and roses. Breakfast on the sun porch. Dine at one of many Zagat rated restaurants. Walk...
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    East Quogue, Hamptons 11942
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beech Tree Cottage1 / 16
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Yard
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2018
    With a full kitchen and living room, outdoor terrace and perfect so-close-you-can-walk-to-town setting, you will be so happy you snagged this spot! I’m picky, and I know what’s...
    Reviewed August 7, 2016
    Spent two nights at Beech Tree with my husband and grown son. Cottage is located within walking distance of town, in a nice residential neighborhood. Kitchen is well stocked, we...
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    About this property
    Beech Tree Cottage is a charming two-bedroom, one-bath guest cottage conveniently located in the historic district of Sag Harbor, NY - a 5-minute walk along the waterfront to Main Street and the center of the village. The beach is a short drive or bike ride away. The owners are full-time residents...
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    Sag Harbor, Hamptons 11963
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Sauna
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    9 unique acres in the number 1 zip code in American, and backed up again 40 acres of Green belt. My home is one of 3 structures on the property, the Main house, Carriage, and the Cottage. The Main house is 6 bedrooms and the Carriage house is a Master suite with 900sq feet boasting a beautiful...
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    Sagaponack, Hamptons 11962
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 20
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    Bridgehampton Village Beauty1 / 26
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    Beautifully decorated and spacious house. The perfect summer getaway! Everything from the pool, to the fireplace outside, and everything else made my stay enjoyable and super...
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    About this property
    Our home is a beautiful and serene oasis in the heart of Bridgehampton Village. A gourmet kitchen, three dining areas, an indoor and outdoor fireplace, four separate sitting and relaxation areas, a pool house with a bar and large screen tv. The house is a place where multiple generations can...
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    Bridgehampton, Hamptons 11932
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    WATERFRONT Estate on Shelter Island. Fully Renovated. 100 Ft DOCK1 / 30
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 25, 2017
    Real nice inside and out. Great views. Fishing off private dock. Crabs too, better in summer. Quiet, peaceful. Can cook indoors or out. Good for families.
    Reviewed September 21, 2016
    This house was fantastic. It felt more like a home than a rental house. The garden is massive and runs down to the water with a jetty. The kitchen is really well equipped and...
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    About this property
    WINTER SPECIAL: Stay for long weekend or Week for $999, plus utils, taxes. Any week, except holidays. Beautifully renovated waterfront cottage from early 1800s. Marble baths, two master suites. Sweeping waterfront lawn. 100 foot dock. Swimming, boating, grill on back deck. Beaches easy bike...
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    Shelter Island, Hamptons 11964
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Post Modern Quaint Home Near  Beach1 / 71
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
    Reviewed September 3, 2016
    It is a very big and clean house with a big pool. Our families are so enjoy the time of staying here, and the homeowner is very helpful before and during the stay.
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    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Large deck with BBQ. Fully equipped kitchen. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Hamptons private beach front home + pool1 / 17
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurnished and upgraded Hamptons Beach House. Amazing bay views from every room. Heated pool and private sandy beach. Ideal for large families. Swim in the bay or your own pool. This home is on the border of Shinnecock Hills and Hampton Bays making it very desirable due to its...
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    Hampton Bays, Southampton 11946
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Serene & Private East Hampton Summer Rental w/pool1 / 19
    (1)Excellent
    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 August 27, 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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    Location Information
    East Hampton, Hamptons 11937
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sag Harbor designer home, Chef's kitchen & one block from the water1 / 14
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2017
    We loved everything about this place. From the outdoor fire pit to my elderly parents having the time of their lives. Everything was impeccable. We look forward to returning...
    Reviewed March 23, 2017
    Our family enjoyed a great week in Sag Harbor and wonderful accommodations. The house is as advertised, nicely and warmly decorated with beautiful pool and outdoor grounds. The...
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    About this property
    For a truly authentic experience of Sag Harbor, stay at this delightful 5-bedroom, 2-bathroom designer's home with oversized heated pool and ideally situated just 2 blocks from Long Beach . With 2,800-square feet of living space and enough sleeping accommodations for up to 10 guests, this residence...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Hot Tub
    • Central Heating
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer getaway located in the heart of beach country. 3,100 square foot private & spacious house with 5 bedrooms, 3 1/2 baths, 20x40 pool (w/new heater!), hot tub and tennis court situated on a full acre in the most desirable section of East Quogue. When you walk in the door you will be greeted...
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    Location Information
    East Quogue, Hamptons 11942
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL BAYFRONT HOUSE AND SEPARATE GUEST COTTAGE !! Near all, restaurants, movie theaters, town, 7/11,Star Bucks, Dunkin Donuts TRAIN, fishing, ocean beaches, swimming and all water activities. BBQ, eat on the deck watch the boats go by. Private fenced in yard. Awesome views of Shinnecock...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Hot Tub
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    • DVD Player
    • Washer
    • Patio
    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, has every amenity and plenty of style. Overlooks a 60-foot heated gunite pool. Details include marble baths, wide plank Walnut flooring, cathedral ceilings, sound system,...
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    Amagansett, Hamptons 11930
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    'Pennies From Heaven'1 / 25
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2016
    House and groundsI stayed at this property with my boyfriend and another couple for a long weekend. It was great!! It was a super easy drive from the city and upon arrival, we...
    Reviewed June 12, 2016
    We had a terrific stay with our family at this prefect private get away that offers it all . Set on a private cul de sac for peace and quiet yet minutes from town, shopping...
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    About this property
    Summer house that has it all! This 4 BR/3 Bath newly updated property, sits on a 1/2 acre lot with a newly lined in-ground pool with Trex decking surround and features an open concept main living space, entertainment space, high end finishes and tons of privacy. Local Realtors have identified this...
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    Location Information
    Hampton Bays, Southampton 11946
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Royal Atlantic Beach Front Resort , Montauk 1 Bedroom Suite For Rent Minimum of 2 Night Stay Sleeps 4 126 S Emerson Ave, Montauk, NY 11954 ONE BEDROOM VIP SUITE: Located directly across the street from the beach. It has a private balcony facing the pool courtyard. This suite features an open...
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    Montauk, Hamptons 11954
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Beautiful Hampton Bay Home Getaway -- 2500sqft, 3br (sleeps 12) - 3 full bths & 1 half bth (HUGE Master Suite), sitting rm w/fp, living rm, dining rm, eat in kitchen, billiard room & game room -- Large Backyard w LARGE in-ground heated pool, wood burning fire pit, barbecue grill, sand volleyball...
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    Hampton Bays, Southampton 11946
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    East Hampton/ Sag Harbor, 8 Acres, Pool, Tennis Ct, Hot tub, Sauna1 / 16
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed August 30, 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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    LUXURY HAMPTON ESTATE 4  PRIVATE RENTALS W/TENNIS,1 / 88
    (7)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2015
    Mark was really wonderful to work with and very friendly. He made sure to meet us at the house and personally give us a tour/show us the many amenities the house had available...
    Reviewed August 19, 2015
    Mark was a very fun and gracious host, meeting us upon arrival to provide a full tour of all the amenities (the house has many!) from his vintage toy collection to where the...
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    ALL THE LUXURY IN AND OUT, WITH AMENTIIES UNHEARD OF IN ANY OTHER HAMPTON ESTATE RENTAL: This is strictly a private rental. preferably for families or responsible groups. We have 6 bedrooms and a separate 2 l bedroom pool house. Note the pool house is 'campy' and fun no where near the...
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    Westhampton, Hamptons 11977
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    East Hampton Classic1 / 22
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed December 28, 2017
    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 October 14, 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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    East Hampton, Hamptons 11937
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    About this property
    Bridgehampton Blue House RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and pool heater set to 85 degrees between Memorial Day and Labor Day* PLEASE NOTE THAT THIS HOME IS ON THE MARKET FOR SALE AND IT IS...
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    Bridgehampton, Hamptons 11932
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cottage in the historic district1 / 11
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed August 14, 2017
    Great location. Very convenient to town, beaches and attractions. Claudie and Andrew were great hosts
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    Perfect get away in the heart of the village. Newly renovated carriage house in the historic district. 2 bedrooms, kitchen, dining room, living room, full bathroom, private yard. Located in the Historic District of Sag Harbor Village. Only 10 minutes walk to the center and 15 minutes to the...
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    Sag Harbor, Hamptons 11963
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 bedroom Private Family Get Away1 / 45
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2018
    The kids loved the pool! beaches are only a few miles away. We needed a few items and were happy to know that their were a shopping mall right around the corner!
    Reviewed March 5, 2018
    Carrie was a wonderful host and left my crew some champagne and cookies for the weekend! We used the house for a bachelorette party in the Hamptons in August and It was perfect...
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    About this property
    Private, spacious 5 bedroom, 3 bath home w/yard for relaxing, entertaining & sports. In deck heated pool w/safety fence. Huge kitchen, premium cable, wi-fi, fireplace. Neighborhood ideal for families - long walks, bike rides, wildlife watching. Large great room with skylights includes open kitchen,...
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    Location Information
    Westhampton Beach, Hamptons 11978
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful custom built 2 bedroom home offers authentic charm and elegance from the finishing to the furnishings. It is located in a waterfront community just steps to the Peconic Bay with access to launching your boat! Enjoy the view of the heated pool from a spacious deck overlooking a large...
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    Sag Harbor, Hamptons 11963
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage MINIMUM...
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    Location Information
    East Quogue, Hamptons 11942
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    A Chef's Dream Kitchen1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2014
    We stayed here with our two daughters who are ages 20 and 18, and all of us enjoyed this home! The location is quiet, and is close to the beaches and the main town. As seen in...
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    About this property
    Very stylishly renovated on .60 acre, this East Hampton property features central air, 3 bedrooms and 2 baths. Great room with fireplace and lots of sunlight. Skylights in kitchen and living room. Top of the line Sub-zero refrigerator and wine storage. A chef's dream kitchen with two ovens and...
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    East Hampton, Hamptons 11937
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
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    Located in Westhampton Beach in the community of West Hampton Dunes- this beach bungalow on the Bay has direct access to the Bay and Ocean. 3 Bedrooms, 1 full bath and private double outdoor shower. 3 Bedrooms- 1 queen size bed, 1 full size bed and 2 bunk beds (4 single beds). Pull out sofa also...
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    Westhampton Beach, Hamptons 11978
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Beautiful East Hampton Home / Heated Pool / Luxury Sheets and Towels1 / 23
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 11, 2017
    Gorgeous decor throughout this clean and comfortable home in a quiet, peaceful setting. Grounds and pool are beautiful and so relaxing. The gracious owner is super attentive...
    Reviewed August 16, 2015
    July 2015 we stayed one week in this beautiful East Hampton house. The house is very complete, clean and comfortable. It is everything but a standard rental house. You are...
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    About this property
    Beautiful contemporary style 4 Bedroom 3.5 Bath home with large bedrooms and brand new modern Kohler baths. Large windows, modern/Art Deco furnishings, new kitchen, new washer and 2 dryers. Great quality towels, Italian sheets (by Frette) provided. Great beach towels (Jonathan Adler). Large 20x40...
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    East Hampton, Hamptons 11937
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ocean Front Cottage Montauk for rent1 / 25
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2018
    We were there to attend the US Open final day. It’s a reallly picturesque spot. The cottage has all you would need for a short stay getaway for 4. Linger stays might be a little...
    Reviewed August 31, 2017
    This was a small cottage with a spacious feeling. The ceilings were high and it was the perfect size for 4 people. We were able to cook breakfast everyday and it had most of the...
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    About this property
    It is a 1000 sq foot cottage which is private, surrounded by hedges with the master suite, kitchen, main room and decks all over looking the ocean. Very warm and cozy, with wood beam ceilings, modern kitchen with all new appliances including dish washer. This cottage has been in our family for...
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    Montauk, Hamptons 11954
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Village Fringe glassy Modern with Pool and Tennis1 / 19
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
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    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    3 Bedrooms, 3 Bathroom, Sleeps 6+2 with A/C & HOTTUB Rental Registry # 16-2027 The Beach House is located in the Amagansett Dunes in the famous Hampton's and sits directly across the way from the most beautiful beach in the world. The main floor has 3 Bedrooms 2 Full Baths, Kitchen, Dining &...
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    Amagansett, Hamptons 11930
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Westhampton Waterfront 6 Bedroom Secluded 3 Acre E1 / 13
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    The Perfect Getaway Westhampton Waterfront Secluded Estate Drive along this Hamptons vacation rental properties private stonewalled 800 ft driveway and into what Hampton style living is all about. This home is located on three acres of beautiful waterfront property in Westhampton. With...
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    Westhampton, Hamptons 11977
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Terrace
    • DVD Player
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    About this property
    DIAMOND BEACH HOUSE ,IS LOCATED IN THE CULLEN SHORES AREA.ONE BLOCK, TO PRIVATE BEACH . HOME HAS TWO DECKS, NEW APPLIANCES ,CEILING FANS THREW OUT. .AND AC IN BACK ROOM SLEEPS 9 .OUTDOOR SHOWER. PRIVATE BACKYARD .THERE IS THE CROWS NEST LOOKOUT, OF THE SOUND .AMAZING SUNSETS TO ENJOY. CIRCULAR...
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    Location Information
    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Tranquil Montauk House Near Ocean, Bay, Sports1 / 18
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    Staying at 57 S Fairview was a great experience. The house was recently updated and exceeded all of our expectations. Jasmine is a very responsive owner and met all of our needs...
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    4BR House Minutes From Ocean & Across From Montauk Downs (golf, Tennis, Pool) This newly listed and furnished 4 bedroom, 2 bathroom beach house in Montauk is ready for August through Labor Day weekend. Also available in September. The property is across from Montauk Downs - public tennis, golf,...
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    Montauk, Hamptons 11954
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Our home is right on the sand, just a block away from a beautiful, uncrowded Atlantic Ocean beach in one of the world's most famous resort communities. Clean and comfortable, there is an upstairs deck off the living room and a downstairs patio off the eat-in kitchen, three bedrooms, two full...
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    Location Information
    Amagansett, Hamptons 11930
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning and Spacious. Walk to Harbor and Sunsets!1 / 18
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Balcony
    • Porch
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    Pet friendly
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    Smoking allowed
    About this property
    This striking custom-built Cape Cod design offers space and luxury in a pristine, immaculate vacation home. Virtually new, it features 4 expansive, luxurious bedrooms, 3 1/2 beautifully tiled baths, a designer kitchen with Corian counter tops, state-of-the-art appliances, Mexican tile, and wide oak...
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    Location Information
    Springs, Hamptons 11937
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Seahaven resort motel is conveniently located in Southampton.Near to beaches l,golf course and shopping. All the rooms have queen or king beds,mini refrigerator and microwave. Situated in Southampton, this motel is within 3 mi (5 km) of Meschutt Beach, Shinnecock Hills Golf Course, and Shinnecock...
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    Southampton, Hamptons 11968
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning, spacious three bedroom home, with water views from every room, and a heated gunite pool, will be your dream-come-true vacation rental. You will be minutes away from several gorgeous beaches as well as 1 mile from the lively and historic village of Sag Harbor. Decorated to a high...
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    Location Information
    Sag Harbor, Hamptons 11963
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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