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Wheelchair Accessible Holiday Rentals in Southampton

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    Travellers to Southampton are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    15 Matching Rentals in SouthamptonView all 96 rentals
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    Hampton Bays, south of 27A1 / 27
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person hot tub, outdoor shower, Olympic size pool and wet bar in the recreation room makes for...
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages bustling with charming shops. With a resort...
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Well appointed 7000 sq. ft. traditional Hamptons home situated on 1.40 acres bordering a 32 acre reserve. 6 bedrooms and 5.5 baths, huge eat in kitchen, formal living and dining rooms, bar and an oversized gunite salt water pool and spa. Center foyer opens to a dining room with butler's pantry,...
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    Location Information
    11976, Water Mill, Southampton
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Hamptons Lofty Beach Barn - Pet Friendly1 / 30
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2019
    We have stayed at this property twice. It’s feels like our very own home away from home. We brought two sets of children here and enjoyed our own adult time while the kids...
    Reviewed 10 June 2019
    We booked this house for a family getaway. Amazing property. Very family friendly, plenty of space for the adults and kids to spread out. The house is very well decorated and...
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    About this property
    Lofty beach barn! decorated 3,000sf property with high-end furnishings and pool. Authentic Post and Beam Barn house located in the picturesque town of Water Mill in Southampton, NY. The area is home to the world famous Coopers Beach, Duck Walk Vineyard, Wolffer Estates, Hampton Classic, Water...
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    Location Information
    11976, Water Mill, Southampton
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Secluded Mini Estate in Hamptons1 / 25
    (6)Very good
    9 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    My family and I stayed here for our annual family reunion. We had the best time of our lives. The pool was clean and heated and the hot tub was perfect for those cool nights. My...
    Reviewed 15 July 2015
    This was truly a beautiful home with all the amenities we needed. The pool was sparkling clean and the hot tub super warm. We were amazed at how large all the bedrooms were. The...
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    About this property
    Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room with fireplace and billiard room , ping pong room and full exercise gym....
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 9 Bedrooms, 4 Bathrooms, Sleeps 18
    Majestic Southampton Waterfront Estate1 / 55
    (7)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral...
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    Location Information
    11968, Southampton, Hamptons
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Renovated Private Contemporary on 2 Acres of Privacy offers 5 Bedrooms 4 Bathrooms, Heated Pool, Hot Tub and All Weather Tennis Court. Bright and Airy lots of Glass & skylights with Glass doors to beautiful Bluestone patio perfect for Entertaining! Lush gardens with landscape lighting, i...
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    Location Information
    11968, Southampton, Hamptons
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Spectacular Family Resort in Hampton Bays, NY1 / 33
    (5)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    This house was amazing, it had enough bedrooms and bathrooms for me and my family. It also was great for the kids giving them their own game room downstairs while we got to...
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    About this property
    Huge 7 bedroom contemporary with 4 1/2 baths, huge deck, in-ground pool, outdoor bar, 7 person hot tub, gas BBQ. Spectacular recreation room, wonderful for entertaining. Fully loaded kitchen, 10 minute drive to ocean beach, near restaurants, clubs and all. This luxury home is available for...
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
    7 Bedrooms, 1 Bathroom, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A dream within reach. This unique home offers the best in indoor/outdoor living. The cathedral ceilings and interior with incredible finishes flow seamlessly into distinctive gardens on an acre of beautifully landscaped grounds. The new Olympic sized luxurious heated swimming pool and 7 person hot...
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 7 Bedrooms, 1 Bathroom, Sleeps 16
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Hot Tub
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsets on the Beach, Walk in the Woods Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages...
    View all property information
    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
    SECLUDED BEACH CONTEMPORARY ESTATE1 / 23
    (3)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    Our family had a lovely time during our stay at this house, the amenities were great and we had a warm welcome when we got there. the pool, hot tub, and game room were all above...
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    About this property
    Only 600 feet from one of the most beautiful (private) Hampton's beach. Enjoy poolside living in this stunning contemporary home complete with lots of skylights and cathedral ceiling. Bike along the Peconic Bay or enjoy miles of sandy beach just steps away. This spacious home has a large heated...
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    Location Information
    11946, Hampton Bays, Southampton
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Patio
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of both worlds! Wake up and take your kayak or stand up paddle board across the street and out in the beautiful N. Sea Harbor & then head into nearby Southampton village for a nice relaxing lunch. Finish the day by soaking in the hot tub with a glass of wine & enjoying the...
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    Location Information
    11968, Southampton, Hamptons
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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