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Holiday Rentals with Pools in East Hampton, NY

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    Travellers to East Hampton are booking October dates now. Secure your holiday rental today, and have the perfect trip.
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    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars Reviewed 4 weeks ago
    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 it...
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    1 / 7
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    HAMPTON FILM FESTIVAL/COLUMBUS DAY WEEKEND SUPER SALE $3,500 PER WEEK (Sat-Sat) or $750 PER WEEKEND NIGHT for shorter stay Enjoy this sophisticated, newly renovated, three-bedroom, three-bath contemporary on one of the premier lanes near Jackson Pollack's house in East Hampton.... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars 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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    1 / 49
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Charming, spacious, bright and quiet East Hampton home available year round, with a 2 night minimum stay now thru Memorial Day, and a minimum one week stay in the summer months. After Labor Day, there is a minimum 2 night stay until the following Memorial Day. 4 bed and 3 bath includes finished... View all property information
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    East Hampton, Hamptons
    1 / 29
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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! There’s plenty of room for you and your companions to sprawl... View all property information
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    East Hampton, Hamptons
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This Contemporary home (Arch-Robert Barns Design) is situated atop a 4.25 acre flag lot and abuts a 17.5 acre nature preserve for complete privacy. This contemporary home has been recently renovated with no expense speared featuring all new top of the line finishes. The home features large windows... View all property information
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    East Hampton, Hamptons
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Thank you for your interest in our newly renovated modern loft vacation home. Come be neighbors with designer Donna Karen and now our newest celebrity neighbor, Hugh Jackman in the NW Woods of East Hampton. 10 Minute drive to the village of East Hampton (6 miles) 10 Minute drive to the famous... View all property information
    Location Information
    East Hampton, Hamptons
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    1 / 22
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    When we vacation we want spotless remodeled accommodations near everything interesting. How about you? Our home is quiet, relaxing, and close to all. Best yet, you'll have your very own 20'x40' salt water pool to enjoy, and you're a 5 minute walk to a private beach.This is a pristine home with... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars Reviewed 3 weeks ago
    A few miles out of East Hampton, a short walk to the beech. Great spot for peace and quiet and our kids just loved the (for a family house) large deep pool for jumping and...
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    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The house is clean and very modern with contemporary art hanging on the walls. The swimming pool and spa are surrounded by blue stone, lawn and geometrical stone walls. There is a grill and a garage. The rest of the property is filled with flowers, plants and trees. The master bedroom and bathroom... View all property information
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    East Hampton, Hamptons
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 33
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Spacious East Hampton vacation home features four large, furnished bedrooms with oversized master and walk-in closet, three full bathrooms with modern hotel finishes, large custom kitchen with stainless steel and paneled appliances, sunny family/living room with working fireplace, wireless... View all property information
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    East Hampton, Hamptons
    1 / 16
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The house is really great for friends or families. It is very clean and modern with a bright open layout with an indoor/outdoor orientation. There are 3 bedrooms, each with a queen bed and 3 full baths. Two of the bedrooms have en-suite full baths. The 3rd bedroom has a full bath outside in the... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars Reviewed 23 June 2016
    This was my 2nd time staying at Renee's house in East Hampton and our stay was fantastic! Everyone loves this house - its the perfect size for everyone to have their own space...
    5 of 5 stars Reviewed 1 September 2015
    This house is wonderful! It was perfect for my family. Everyone had their own space and the bedrooms were very nice and cozy. We enjoyed spending the majority of our time at the...
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 34
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    OUR HOME IS IMMACULATE AND PERFECT FOR YOUR FAMILY VACATION. On Hedges Banks Drive - - - Pristine 4500 square foot home with lots of open space to S T R E T C H out and relax. Neighborhood is UPSCALE *PRIVATE*TRANQUIL. FOR FAMILIES WITH LITTLE ONES, fully fenced-in POOL SEPARATE from rest of... View all property information
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    East Hampton, Hamptons
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This contemporary is set on a private acre, just minutes from the Village of East Hampton and bay and ocean beaches. Walk into the sleek open living area, with high cathedral ceilings, wood-burning fireplace and plenty of light. Naturally bringing the outdoors in, the lush acre property has a large... View all property information
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    East Hampton, Hamptons
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    1 / 123
    5 of 5 stars (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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'... View all property information
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    East Hampton, Hamptons
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Newly renovated contemporary saltbox, flooded with light and extra large bedrooms. 2 master bedrooms measure over 15 x 20 feet. Skylights abound. Nestled in a grove in Springs, this is a delightful getaway where you can barbecue, swim, or lounge in the hammock. Close to both East Hampton... View all property information
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    East Hampton, Hamptons
    1 / 23
    7 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
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    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 within short proximity to town shopping, Jitney stop, Duck Pond, Maidstone Club, and Village... View all property information
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    East Hampton, Hamptons
    1 / 13
    5 of 5 stars (3) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sited perfectly on the eastern shore of beautiful Three Mile Harbor in East Hampton, "Island View" offers sweeping views of the water and a picturesque island in the foreground. Its ideal vantage point offers spectacular sunsets over the harbor. This bright, light, 4 bedroom, 4 1/2 bath vacation... View all property information
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    East Hampton, Hamptons
    1 / 19
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 16
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    (East Hampton Rental Registry #16-335) 4 bedroom/2 Bath Single Level House with Central Air-Conditioning, located in the beautiful Clearwater Beach community. Rental includes electronic pass to private gated bay beach 2 minutes away. 7 minutes to East Hampton town and 9 minutes to ocean... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars Reviewed 3 February 2015
    Our family (2 kids, 2 parents, 4 grandparents) have spent our summer holiday here for the past 3 summers and are looking forward to our stay this coming summer. The house is...
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    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 41
    5 of 5 stars (3) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Please note: WEEKLY / MONTHLY ONLY IN JULY, AUGUST, THUR LABOR DAY! Beautiful wooded property and private retreat located between the ocean and bay, surrounded by hundreds of acres of nature preserves and marked trails. All seasons-hiking, biking and cross country skiing. Two acres fenced and... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars 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...
    5 of 5 stars Reviewed 27 November 2014
    Beautiful property with plenty of space to relax. The owner was extremely helpful and professional. Also great location as there are many fun things to do close by.
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    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Lovely cedar shingled home with immaculate gardens. A short walk or bike to Gardiner's Bay and Clearwater Beach. Enjoy the heated swimming pool, fire pit or hot tub. The house is in excellent condition with 4 brs, 3.5 baths and additional bedroom space in the finished basement. Large living and... View all property information
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    East Hampton, Hamptons
    1 / 19
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Beautiful contemporary style three-bedroom 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... View all property information
    Location Information
    East Hampton, Hamptons
    5 of 5 stars Reviewed 16 August 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...
    5 of 5 stars Reviewed 26 June 2015
    This beautiful house in East Hampton was absolutely ideal for our family. We traveled with our 2 sons, (14 and 10) and our dogs! This house was pristine and cozy and very...
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    1 / 16
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    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.... View all property information
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    East Hampton, Hamptons
    1 / 24
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    The perfect vacation home in the heart of the Hamptons (just a few miles from East Hampton and Sag Harbor villages), privately situated on 3 acres of a dead end street 6 bedroom, 6 baths. 5000 square feet + 1000 Square feet of finished basement. Beautifully landscaped grounds surround the heated... View all property information
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    East Hampton, Hamptons
    1 / 24
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    1-week minimum rental period requirement. Located in the Northwest woods, just a couple of miles from the village. Stylish home offering 4 bedrooms and 2.5 baths of spacious airy living and set on a gorgeous and completely private 3 acre lot bordering a reserve. Oversized living room, dining room... View all property information
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    East Hampton, Hamptons
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    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Charming House near ocean, walking distance to Amagansett village and farm stores. Located between East Hampton and Amagansett village less than 2 miles South to ocean beach or north to Three Mile Harbor. Consisting of 3 bedroom and bathrooms, living room, dining room family room that could act... View all property information
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    East Hampton, Hamptons
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 15
    5 Bedrooms, 8 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    This very private Larry Kane design/build sits on an acre uniquely positioned close to East Hampton Village and offering an unrelenting southern exposure. Five+ bedrooms, Five baths plus 2 half baths & a full house generator, wine room, garage, security systems and THE VIEW! A heated pool and... View all property information
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    East Hampton, Hamptons
    1 / 16
    6 Bedrooms, 11 Bathrooms, Sleeps 3 | Quick View
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    • x
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    Last Minute Rental! Charming beach house steps from the best ocean beach. It has 3.5 bathrooms and six bedrooms that sleeps eight. Located on a large private lot. Fully equipped kitchen with brand new appliances. Steps from Ocean Beach, last minute rental, newly renovated, new appliances,... View all property information
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    East Hampton, Hamptons
    1 / 3
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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.... View all property information
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    East Hampton, Hamptons
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Back on the rental market earlier this year, this stunning five bedroom home originally built in the 1940s, was extensively renovated in 2012 combining charm with all the modern conveniences. Conveniently located within walking distance of downtown Main Street and train/bus stations, short biking... View all property information
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    East Hampton, Hamptons
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Lovely 3 bedroom, 3bath home in upscale neighborhood 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... View all property information
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    East Hampton, Hamptons
    1 / 11
    8 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Brand new custom construction. 2,250 sq ft of airy, bright, living space. Gourmet kitchen and top end appliances. Great for entertaining. Tucked into quiet Springs neighborhood near ocean and bay beaches. Beautiful patio and pool, central air,. high ceilings with lots of windows. Quartz counters... View all property information
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    East Hampton, Hamptons
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    East Hampton, Hamptons
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Our new house is on a very quiet street on an elevated site in the woods. We are located halfway between East Hampton and Sag harbor. The Sag harbor golf course is just around the corner where you can play golf or catch the great sunsets. Beaches are all very close. Wainscott and main beach are a... View all property information
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    East Hampton, Hamptons
    1 / 13
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • ?
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    • x
    About this property
    Enjoy the Hamptons in the Fall, Winter and Spring in this renovated Contemporary within walking distance of the bay. The home features a large gourmet kitchen, spacious living room and dining room leading out to a private yard with new gunite pool, hot tub, indoor & outdoor grill and playground.... View all property information
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    East Hampton, Hamptons
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    3 bed rm, 2 full bath, rain shower and ultra Bain spa tub. lap pool 15 by 50,pool heater, out door barbeque with its own gas line, out door patio with all lounges and dinning table. Auto gate entry, pool area is completely private no neighbors!! Central air thru out.kitchen with sub zero, wine bar,... View all property information
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    East Hampton, Hamptons
    1 / 44
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    • x
    About this property
    WE ONLY RENT WEEKLY IN JULY AND AUGUST. Beautiful wooded property and private retreat located between the ocean and bay, surrounded by hundreds of acres of nature preserves and marked trails for all seasons-hiking and biking and cross country skiing. Two acres fenced and dog/pet friendly. There is... View all property information
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    East Hampton, Hamptons
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    3600 sq.ft, 2014 Total Renovation + Architectural Additions (Interior, Exterior, Landscaping), Total refurnishing.Traditional Saltbox style made 'light-filled' with Contemporary additions, loft style interior, 25' Cathedral ceilings, Custom planters + Glass make a unique, charming and welcoming... View all property information
    Location Information
    East Hampton, Hamptons