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Amagansett Holiday Rentals

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    Travellers to Amagansett are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 17 Rentals in Amagansett
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • DVD Player
    • 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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Newly Renovated Water Front Home!!1 / 13
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    Everything you need for family or friends for a carefree beach escape. Fully equipped, all modern appliances, total privacy, superb balcony. We'll be back.
    Reviewed 26 August 2018
    This house is a wonderful place to stay! The views are spectacular and it is in a great location between Easthampton and Montauk. The house is right on a private beach with...
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    About this property
    Newly renovated 3-bedroom home right on the gorgeous Gardiner's Bay! This unbelievable home will surely not last. It is perfect for a family or for anyone who is looking to kick back and relax. On a private road that is quiet yet close to Montauk and the town of Amagansett, you are within minutes...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Beach Bungalow with Private Beach1 / 6
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2018
    The Bungalow is right on the water and has a great deck to sit and relax or watch the kids play. There is a nice eating area and the bedrooms are the perfect set up for a...
    Reviewed 15 August 2018
    First off, the location is perfect. It is in the middle of everything; both Montauk and Amangansett are 10 minutes away. The view from the house is breathtaking. With the beach...
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    About this property
    Perfect summer getaway, right on the water!The house will provide you with a sunny deck and perfect sunrises. Open the door and put your board in the water. Perfect for the water sports enthusiast.New washer/dryer and high end finishings make the home both beautiful and comfortable. It is located...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My house is avail for rent POST LABOR DAY. Weekend or WEEKLY. Enjoy the Hamptons after everyone leaves. Best time of year.. 5 bedroom, 4 bathroom house that is 1/2 block from a private ocean beach. The house sits atop a dune, gets lots of sunlight and has views of the ocean from the master...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Hamptons Classic This Amagansett beach home is ready for your perfect get-away-from-it all vacation. Located in a wonderful and very walkable area, close to Amagansett Square and Atlantic Avenue Beach, this home has all of the features you will need! This rental is positively brimming with...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • 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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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This up-side down contemporary beach house with three bedrooms and two and a half baths sits on an acre of blissful privacy looking at Napeague Pond. This vacation rental is located in the hamlet of Amagansett in the wonderful area of Lazy Point where you can walk to the bay beach. Close enough to...
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    Amagansett, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Children's Pool
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Post-modern style home on 2 secluded acres bordering 102 acres of preserve and protected land and spectacular year round views of Gardiner’s Bay and Gardiner’s Island. Inside are four bedrooms including 2 master suites and private upstairs deck, great room with 26’ cathedral ceiling, fireplace,...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4-BR (2-BA) house is just a one-block walk up a dirt road to a private neighborhood boardwalk, ocean beach entrance. The house and its surrounding lawns and patio are on a woods-enclosed corner-to-corner property, offering privacy in a bucolic setting. RELAXING...describes it all; whether...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Private Indoor Pool
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 2 bath house is located on a quiet street in Springs. The property sits on a very private half acre, has a large backyard, deck, outdoor shower and swimming pool. The house is charmingly and uniquely furnished and has lots of light. A sliding glass door in the living room leads to...
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    Amagansett, Hamptons 11937
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous House in Amagansett on Private Beach1 / 20
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Waterfront
    • Central Heating
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2018
    So very idyllic, sitting on a peaceful, private beach, Lewis’s house is in a perfect position just a few roads away from town. Travelling with small children we all had great...
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    About this property
    Classic Waterfront beach house with two private suites plus two additional bedrooms. The home is stylishly decorated, with a comfortable living room, and fully equipped kitchen. Located on the most desirable street and beach in Amagansett. This vacation rental is ideal for two families with...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 3 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hamptons beach & tennis bungalow: Great for a family, a couple, or group of friends •5 tennis courts free of use •basketball court •Sleeps 4 •1 full bathroom with shower •full new kitchen •washer and dryer •air conditioning •walking distance to jitney stop •beach access across the street...
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    Amagansett, Hamptons 11930
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 4
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