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Southampton Vacation Rentals with pool(220)

220 Results
$750 - $1,000
per night
2 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(14)
$750 - $1,250
per night
2 - 14 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 14 night min stay
(8)
  • 6 BR,
  • 3 BA,
  • Sleeps 12
1 - 5 night min stay
(5)
$7,995 - $8,995
per week
7 night min stay
  • 7 BR,
  • 5 BA,
  • Sleeps 18
7 night min stay
(25)
$1,000 - $2,500
per night
4 - 6 night min stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 6 night min stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 10
1 - 14 night min stay
(12)
$2,500 - $6,500
per week
14 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
14 night min stay
1 Review
$1,100 - $2,100
per night
2 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 16
2 night min stay
(5)
$3,967 - $9,333
per week
14 - 31 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 11
14 - 31 night min stay
(4)
$9,872 - $10,161
per week
31 - 39 night min stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
31 - 39 night min stay
(3)
$1,250 - $4,250
per night
2 - 3 night min stay
  • 6 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 3 night min stay
(8)
$500 - $1,500
per night
7 - 31 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 - 31 night min stay
1 Review
$1,250 - $4,250
per night
2 night min stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
2 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
1 - 2 night min stay
$714 - $929
per night
6 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 night min stay
(8)
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
14 night min stay
2 Reviews
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
7 - 14 night min stay
(4)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 25
2 Reviews
  • 5 BR,
  • 4 BA,
  • 3 HF BA,
  • Sleeps 10
14 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
$8,500 - $10,000
per week
7 - 14 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 - 14 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 14
2 Reviews
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 20
2 night min stay
$7,500
per night
2 night min stay
  • 10 BR,
  • 17 BA,
  • 1 HF BA,
  • Sleeps 40
2 night min stay
(3)
$2,500 - $5,000
per night
2 - 90 night min stay
  • 10 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 30
2 - 90 night min stay
$20,000
per week
6 - 8 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
6 - 8 night min stay
$8,000 - $15,000
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
7 night min stay
  • 8 BR,
  • 6 BA,
  • Sleeps 18
$40,000 - $50,000
per month
30 - 31 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 12
30 - 31 night min stay
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Recent Southampton Reviews

Awesome home! Close to the train, beach, village.

5 of 5
Beautifully decorated house. We really liked the outdoor fireplace, patio and BBQ area. Owners were great to work with. We were able to walk to the area bars and restaurants in Southampton village. I highly recommend this house for any family or couple wanting to get away. We plan to rent again next year.
  • Submitted: Mar 23, 2015
  • Stayed: Mar 2015

Daughter's 30th Birthday Celebration

5 of 5
I wanted to give this beautiful home a 5 star rating. It could not have been more perfect for our gathering spot to celebrate my daughter's 30th Birthday. Her friends were so grateful to escape the city for the weekend to this paradise. The weather was a bit frigid but the house was warm and toasty. The view of the Shinnecock Bay was amazing as we sat in the family room watching TV and the fire in the fireplace. Swans and ducks swimming in the frozen water. We dined at a local restaurant and got to watch the seals swimming in the water. The home is beautifully decorated and the beds so cozy. The kitchen is fully stocked with any appliance necessary to cook your meals. We explored the Duckwalk Winery for their wine tasting which I highly recommend (ask for Michael) and the Art Museum right next door. We drove to Montauk where they filmed The Affair and found the Lobster Roll where Noah met Allison and the horse stables where Allison's husband family owned. The owner of our VRBO home was so attentive to our needs. It is in a great location in Southampton/Hampton Bays. Order in your groceries from Waldbaums and libations from Bottle Hamptons (delivery is free) and you have a stress free vacation. Kick back and enjoy!
  • Submitted: Feb 27, 2015
  • Stayed: Feb 2015

Great experience

5 of 5
We had a great time in Southampton. Robert and his team were fantastic hosts, the property was exactly as expected, and our group had a lot of fun. Would definitely rent again.
  • Submitted: Nov 8, 2014
  • Stayed: Sep 2014