Highland Hills
Town of Southampton, United States
A five-bedroom Southampton holiday home on a private 1.5-acre lot, with a private pool and a large backyard.
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Town of Southampton
Vacation homes in Town of Southampton, New York, United States · Private pools
109 homes published by their hosts. Enquire or book directly with the host.
Of these 109 vacation homes in Town of Southampton, 46 sleep 10 or more, 84 have 4+ bedrooms, 57 welcome pets and 69 have a workspace. Every home is listed by its host, who confirms dates and prices directly.
Filter these homes109 homes · Town of Southampton
Kola Grounds
Town of Southampton, United States
Kola Grounds is a Southampton holiday home near Little Peconic Bay, with a private heated pool, outdoor spa and private tennis court.
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Lakefront Fantastic
Town of Southampton, United States
A waterfront home in Southampton with five bedrooms, a private outdoor pool and space for up to 10 guests.
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Leo's Lane
Town of Southampton, United States
Leo’s Lane is a four-bedroom house in Southampton, south of the highway, with a private outdoor pool, hot tub, library and landscaped yard.
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Little Neck Waterfront
Town of Southampton, United States
A waterfront ranch-style home in Southampton with a dock, private pool, hot tub and guest cottage.
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Little Peconic Bayview
Town of Southampton, United States
Five-bedroom Southampton estate with sunset views over Little Peconic Bay and a private heated pool.
From ~USD 650 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Little Plains Cottage
Town of Southampton, United States
A furnished five-bedroom cottage in Southampton, south of the highway, with a private heated outdoor pool and walking access to Little Plains Beach.
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North Sea Charm
Town of Southampton, United States
Traditional-style three-bedroom cottage in Southampton with a private outdoor pool, screened-in porch and back patio.
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North Sea Cottage
Town of Southampton, United States
A furnished Victorian cottage in Southampton with three bedrooms, two bathrooms and a private solar-heated pool, set on just under half an acre.
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Oceanview Charm
Town of Southampton, United States
A four-bedroom Southampton home with South Shinnecock Bay water views, a private pool and two large decks.
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Oceanview Outstanding
Town of Southampton, United States
A furnished four-bedroom Southampton home with water views, a private heated pool and space for up to eight guests.
From ~USD 593 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Peconic Bay Perfection
Town of Southampton, United States
A four-bedroom, four-bathroom home in Southampton for up to seven guests, with a private heated saltwater pool and a home office.
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Peconic Hills
Town of Southampton, United States
A five-bedroom holiday home in Southampton with a private heated outdoor pool, sunken hot tub and private tennis court.
From ~USD 949 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Peconic Hills Hideaway
Town of Southampton, United States
A renovated four-bedroom home in Southampton with a private heated pool and a fenced one-acre yard.
From ~USD 744 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Peconic Hills Modern
Town of Southampton, United States
Modern five-bedroom Southampton home on one acre in the private Southampton Acres community, accommodating up to 10 guests.
From ~USD 589 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Rose Bridge
Town of Southampton, United States
Rose Bridge is a three-bedroom Southampton vacation home for up to six guests, with a private heated outdoor pool and a saltwater hot tub.
From ~USD 384 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Sea Escape
Town of Southampton, United States
Sea Escape is a four-bedroom Southampton home on a quiet, private block, accommodating up to eight guests with a private heated pool.
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Seasons Lane Sensation
Town of Southampton, United States
Furnished traditional home in Southampton Village with five ensuite bedrooms, a private heated pool and access to community tennis.
From ~USD 811 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Sensation on Main
Town of Southampton, United States
A six-bedroom Victorian estate in Southampton with a private heated pool, a wraparound porch and walking access to town.
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Shinnecock Chic
Town of Southampton, United States
Four-bedroom vacation home in Southampton’s Shinnecock Hills area for up to eight guests, with a private pool and indoor and outdoor gathering spaces.
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Shinnecock Elegance
Town of Southampton, United States
A five-bedroom home in Shinnecock Hills, Southampton, with a private heated pool and access to neighborhood tennis courts.
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Shinnecock Haven House
Town of Southampton, United States
A four-bedroom Southampton house for up to eight guests, with a private heated saltwater pool, two miles from Shinnecock Hills Golf Course.
From ~USD 373 / night (est.)Estimated from recent host prices · 2 guests · not a stay total or availability
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Shinnecock Hills Hideaway
Town of Southampton, United States
A four-bedroom holiday home in Shinnecock Hills, Southampton, with a private heated pool and space for up to five guests.
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Shinnecock Modern Ranch
Town of Southampton, United States
A renovated three-bedroom Southampton home near Shinnecock Hills Golf Club, with a private heated outdoor pool.
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