Search 105,200+ Vacation Rentals

Hamptons House Rentals & Apartments with Swimming Pool - 16 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

16 Vacation rentals

Filters applied: Swimming pool

1 / 13

East Hampton House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

$500.00

Book

from $500.00 / night

1 / 25

Shelter Island House

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

$650.00

Inquire

from $650.00 / night

(2)

1 / 22

East Hampton House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$350.00

Excellent (2 reviews)

Book

from $350.00 / night

1 / 34

Hampton Bays House

  • 8
  • 20
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$843.00

Book

from $843.00 / night

(4)

1 / 17

Bridgehampton House

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

$790.00

Excellent (4 reviews)

Inquire

from $790.00 / night

1 / 58

Hampton Bays House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$843.00

Book

from $843.00 / night

1 / 27

East Hampton House

  • 4
  • 7
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$758.00

Book

from $758.00 / night

(1)

1 / 17

Hampton Bays House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The house was amazing, the views spectacular. Would definitely go back again. Owner was a great guy! Grounds keeper helpful”
- Review left on 06/29/2016

$1,751.00

Excellent (1 reviews)

Book

from $1,751.00 / night

(7)

1 / 45

Westhampton House

  • 8
  • 20
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“For the second time in four years my friends and I stayed at Mark's beautiful house for three nights during New Years weekend. The house is very spacious, tenchnologically modern, and feels like a home. With a basketball court, tennis court, volley...”
- Review left on 01/12/2016

$250.00

Excellent (7 reviews)

Book

from $250.00 / night

1 / 20

Westhampton House

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

$2,000.00

Book

from $2,000.00 / night

(3)

1 / 13

East Hampton House

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,945.00

Excellent (3 reviews)

Book

from $1,945.00 / night

(2)

1 / 22

East Hampton House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$900.00

Excellent (2 reviews)

Book

from $900.00 / night

(5)

1 / 13

East Hampton House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$825.00

Excellent (5 reviews)

Book

from $825.00 / night

1 / 25

Sag Harbor House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,360.00

Inquire

from $1,360.00 / night

(1)

1 / 13

Westhampton House

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Brian was very accommodating and he has a beautiful home. My family stayed here for a weekend getaway and to attend my wedding in East Islip. He was very responsive throughout the entire process. I would love to stay here again...”
- Review left on 11/22/2016

$600.00

Excellent (1 reviews)

Book

from $600.00 / night