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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 🏖

10.0 out of 10, Exceptional, (98)
"The house and stay were great!"
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (21)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

9.8 out of 10, Exceptional, (16)
"We had a great time at Southampton serenity. Plenty of space for a large group and the outdoor space was amazing. We would definitely book again, Im sure its phenomenal in the summer!"
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

10.0 out of 10, Exceptional, (3)
"Loved it! "
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

Mary's Gated Oasis Private Estate

Mary's Gated Oasis Private Estate

Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...

9.4 out of 10, Exceptional, (3)
"Our family a fantastic time at Middle Pond Retreat! It's a great location in a quiet neighborhood in proximity to some of the nicest beaches on Long Island. The house is not fancy but had everything we needed. The pool is very nice and invited us to just hang out but was also big enough to allow for some real swimming. We also loved the backyard with its beautiful trees. Communications with Daniel at StayMarquis were easy and he was always very responsive. We would absolutely stay there...
Beautiful Southampton Home One Block from Shinnecock Bay, Town Shopping,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10.0 out of 10, Exceptional, (11)
"We loved our stay! The place is beautiful, quiet and located very close to Main St in Southampton. The host was extremely helpful and responsive."
The price is AED 5,443
AED 7,385 total
includes taxes & fees
7 May - 8 May
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (50)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Beautiful Southampton Home with breathtaking waterfront views, front porch,...

9.6 out of 10, Exceptional, (5)
"Beautiful home with everything you need in a lovely location."
Beautiful Southampton Home with breathtaking waterfront views, front porch,...

Beautiful resort style backyard with newly added professional PICKLEBALL COURT.

9.8 out of 10, Exceptional, (54)
"House was very clean! Owner was attentive. Highly recommend for a family vacation! Kids were never bored! "
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.0 out of 10, Wonderful, (8)
"A small group of friends & I had a great time visiting this property! Located walking distance from the village of Southhampton, this is the perfect getaway for any time of year. The house was tidy and had ample room for all of us to stay comfortably."
The price is AED 3,669
AED 6,181 total
includes taxes & fees
7 May - 8 May
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Stunning House: Tennis & Pool in Southampton Estate section

10.0 out of 10, Exceptional, (32)
"Wonderful place , great time and memories, Owners were very gracious and helpful"
Stunning House: Tennis & Pool in Southampton Estate section

Beautifully renovated home, entertainers dream, saltwater pool and spa,...

9.6 out of 10, Exceptional, (13)
"Stay Marquis was an excellent host and house manager - always responsive, friendly and extremely helpful."
Beautifully renovated home, entertainers dream, saltwater pool and spa,...

Newly Renovated Southampton Getaway House

10.0 out of 10, Exceptional, (3)
"Mairin was an awesome host! Very hospitable and great communication! House is vey well stocked and CLEAN also very toddler friendly! Lots of board games to keep the family busy. Home is cozy and Neighborhood is safe."
Newly Renovated Southampton Getaway House

Beautiful accommodations and refreshing pool in a serene setting

10.0 out of 10, Exceptional, (20)
"We had a great stay here. Beautiful pool and outdoor patio. Convenient location. Responsive and kind host."
Beautiful accommodations and refreshing pool in a serene setting

Minutes from the beach, brand new 4 bedroom

The price is AED 2,938
AED 5,753 total
includes taxes & fees
7 May - 8 May
Minutes from the beach, brand new 4 bedroom

Newly Renovated Southampton Home with Heated Pool

7.6 out of 10, Good, (4)
"Wonderful home. Perfect for family and entertaining. "
Newly Renovated Southampton Home with Heated Pool

Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

9.0 out of 10, Wonderful, (19)
"This was the perfect place to stay for a big group and really exceeded expectations!"
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
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

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"The house and stay were great!"
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Spacious 6-bedroom house with AC, WiFi in fantastic Southampton

Spacious 6-bedroom house with AC, WiFi in fantastic Southampton
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.