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Hamptons House Rentals & Apartments with Swimming Pool - 28 Rentals Available.

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24 Vacation rentals

Filters applied: Swimming pool

1 / 32

Southampton Cottage

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $120 / night

1 / 17

Shelter Island House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1333

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from $1333 / night

(7)

1 / 20

Shelter Island Heights Cottage

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$341

Very Good (7 reviews)

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from $341 / night

(1)

1 / 13

Westhampton House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$530

Excellent (1 reviews)

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from $530 / night

(3)

1 / 13

East Hampton House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$275

Excellent (3 reviews)

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from $275 / night

(4)

1 / 36

Westhampton House

  • 8
  • 20
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$950

Excellent (4 reviews)

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from $950 / night

1 / 15

East Hampton Cottage

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $501 / night

1 / 18

East Hampton House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $372 / night

1 / 29

Hampton Bays House

  • 7
  • 18
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $837 / night

1 / 12

Water Mill House

  • 5
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1429

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from $1429 / night

(3)

1 / 9

East Quogue Villa

  • 8
  • 23
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1001

Very Good (3 reviews)

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from $1001 / night

(1)

1 / 22

Hampton Bays House

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1714

Excellent (1 reviews)

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from $1714 / night

1 / 8

East Quogue House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1500

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from $1500 / night

1 / 30

East Hampton House

  • 6
  • 14
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1429

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from $1429 / night

1 / 34

Hampton Bays House

  • 8
  • 20
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $893 / night

1 / 28

Sag Harbor House

  • 5
  • 10
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $430 / night

(1)

1 / 23

East Quogue House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$401

Excellent (1 reviews)

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from $401 / night

(4)

1 / 22

East Hampton House

  • 3
  • 6
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$357

Excellent (4 reviews)

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from $357 / night

1 / 20

Westhampton House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$2500

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from $2500 / night

1 / 13

East Hampton House

  • 4
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $725 / night

1 / 11

Amagansett House

  • 6
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $501 / night

1 / 11

East Hampton House

  • 3
  • 8
  • 9 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1351

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from $1351 / night

(9)

1 / 31

Shelter Island House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$401

Excellent (9 reviews)

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from $401 / night

(1)

1 / 34

Quogue House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$800

Excellent (1 reviews)

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from $800 / night

Your search has been expanded 30.6 miles to include more rentals

1 / 13

Springs House - 23.2 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$501

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from $501 / night

1 / 24

Westhampton Beach House - 24.4 miles away

  • 7
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$3501

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from $3501 / night

(3)

1 / 18

Orient House - 30.2 miles away

  • 4
  • 8
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$450

Excellent (3 reviews)

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from $450 / night

(2)

1 / 95

Westhampton Beach House - 30.6 miles away

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1201

Excellent (2 reviews)

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from $1201 / night