Search 105,200+ Vacation Rentals

Southampton Estates & Apartments - 24 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

24 Vacation rentals

1 / 34

Hampton Bays House

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

$966.00

Book

from $966.00 / night

1 / 58

Hampton Bays House

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

$966.00

Book

from $966.00 / night

(1)

1 / 17

Hampton Bays House

  • 5
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 54 minutes

“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

$2,577.00

Excellent (1 reviews)

Book

from $2,577.00 / night

1 / 19

Southampton Villa

  • 4
  • 10
  • min stay varies
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 15 minutes

$1,250.00

Book

from $1,250.00 / night

Your search has been expanded 18 miles to include more rentals

(10)

1 / 37

Aquebogue House - 9.4 miles away

  • 5
  • 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
“Great accommodations for my family and myself. I would rent again if I find myself in the NY area in the future”
- Review left on 08/03/2017

$458.00

Excellent (10 reviews)

Book

from $458.00 / night

(2)

1 / 16

Southold Cottage - 11.2 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“An absolutely stunning and comfortable home, perfect for peace and relaxation. This home is just beautifully and tastefully done, and the bright and spacious sun room is perfect for gathering. Small beach is houses away making the location ideal. I...”
- Review left on 05/03/2015

$373.00

Excellent (2 reviews)

Book

from $373.00 / night

(1)

1 / 13

Westhampton House - 12.2 miles away

  • 6
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 29 minutes

“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

$516.00

Excellent (1 reviews)

Book

from $516.00 / night

1 / 24

Westhampton Beach House - 11.3 miles away

  • 7
  • 20
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$4,580.00

Book

from $4,580.00 / night

1 / 14

Cutchogue House - 9 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$315.00

Book

from $315.00 / night

(1)

1 / 32

Quogue House - 9.3 miles away

  • 6
  • 14
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 50 minutes

“Great house! Gorgeous cedar deck and professional looking tennis court, not to mention the nice hot tub. Perfect location for enjoying all that the Hamptons has to offer. Plentry of room for a big group to relax and get away from the city...”
- Review left on 02/08/2017

$974.00

Excellent (1 reviews)

Book

from $974.00 / night

(7)

1 / 68

Westhampton House - 13 miles away

  • 8
  • 20
  • min stay varies
  • 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

$172.00

Excellent (7 reviews)

Book

from $172.00 / night

1 / 26

Westhampton Beach House - 13.5 miles away

  • 2
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$2,863.00

Book

from $2,863.00 / night

1 / 21

Southold House - 14 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Ask about children

$602.00

Book

from $602.00 / night

1 / 24

Southold House - 10.1 miles away

  • 5
  • 12
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$602.00

Book

from $602.00 / night

(1)

1 / 28

East Quogue House - 7.7 miles away

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“After spending a few days in New York this was the perfect place to relax for a couple of weeks. Pictures don't do house justice. Felt more like a home than a rental. Pool much bigger than we thought and was used every day. Was a little concerned at...”
- Review left on 08/25/2016

$655.00

Excellent (1 reviews)

Book

from $655.00 / night

(2)

1 / 22

East Hampton House - 15.2 miles away

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

Responds fast! Avg. 3 hours 7 minutes

$516.00

Excellent (2 reviews)

Book

from $516.00 / night

1 / 13

East Hampton House - 18 miles away

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

$573.00

Book

from $573.00 / night

1 / 24

Shelter Island House - 13.4 miles away

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

$650.00

Inquire

from $650.00 / night

(3)

1 / 32

Southold House - 14.1 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$572.00

Excellent (3 reviews)

Book

from $572.00 / night

1 / 27

East Hampton House - 15.7 miles away

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

$867.00

Book

from $867.00 / night

(4)

1 / 17

Bridgehampton House - 7.7 miles away

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

$795.00

Excellent (4 reviews)

Inquire

from $795.00 / night

1 / 28

Water Mill Villa - 7.1 miles away

  • 7
  • 16
  • min stay varies
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 15 minutes

$3,700.00

Book

from $3,700.00 / night

1 / 25

Sag Harbor House - 12.2 miles away

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

$1,360.00

Inquire

from $1,360.00 / night

1 / 49

Shelter Island Heights Villa - 13.4 miles away

  • 6
  • 12
  • 15 nights min
  • Ask about children
  • Ask about pets

Responds fast! Avg. 1 hour 15 minutes

$4,001.00

Book

from $4,001.00 / night