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Compare 276 Vacation Homes in Southampton with updated reviews, rates, and availability.

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (98)

Sprawling Southampton Home: Private Pool
Sprawling Southampton Home: Private Pool
9.0 out of 10, Wonderful, (44)

Charming Village home in the heart of Southampton
Charming Village home in the heart of Southampton
10.0 out of 10, Exceptional, (20)

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
10.0 out of 10, Exceptional, (19)

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
9.6 out of 10, Exceptional, (15)

Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
10.0 out of 10, Exceptional, (1)

Mary's Gated Oasis Private Estate
Mary's Gated Oasis Private Estate

Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...
9.4 out of 10, Exceptional, (3)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
10.0 out of 10, Exceptional, (98)

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
10.0 out of 10, Exceptional, (19)

Sprawling Southampton Home: Private Pool
Sprawling Southampton Home: Private Pool
9.0 out of 10, Wonderful, (44)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Southampton hotels
Recent reviews of Southampton hotels

The Bentley Hotel Southampton
5/5 Excellent
"So cute and roomy. Loved our stay. Will be back everytime we visit family up there. "
A verified traveler from Towson stayed at The Bentley Hotel Southampton
Posted 4 days ago