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Vacation Homes in Southampton

Stunning Southampton Village Modern Home

The price is ¥1,987,875
¥2,449,140 total
includes taxes & fees
Aug 15 - Aug 16
Stunning Southampton Village Modern Home

Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

9.8 out of 10, Exceptional, (19)
"House was perfectly appointed in Southampton! Close to all the spots--Southampton town, Bridgehampton shopping and quaint Sag Harbor"
The price is ¥279,775
¥461,128 total
includes taxes & fees
Aug 24 - Aug 25
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

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

10.0 out of 10, Exceptional, (14)
"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 ¥231,162
¥331,494 total
includes taxes & fees
Sep 2 - Sep 3
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Minutes from the beach, brand new 4 bedroom

10.0 out of 10, Exceptional, (1)
"Great property for a family trip out to Southampton. Clean and well appointed home. Easy check in and host was very accommodating. Close to everything. Would definitely stay here again. "
The price is ¥132,525
¥249,827 total
includes taxes & fees
Aug 20 - Aug 21
Minutes from the beach, brand new 4 bedroom

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

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is ¥142,833
¥238,893 total
includes taxes & fees
Aug 25 - Aug 26
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.

10.0 out of 10, Exceptional, (1)
"We had a great time in Southampton! The house is beautiful and we had everything we needed to cook Thanksgiving dinner. My hard to please family were all happy with everyone having their own king en suites! Mark and Mike were extremely fast with communication even during the holiday. Thank you so much!!!"
The price is ¥147,250
¥288,186 total
includes taxes & fees
Sep 3 - Sep 4
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.

Village gem walk to Main Street fenced in property

9.0 out of 10, Wonderful, (4)
"The location couldn’t have been better — just minutes from all our favorite coffee shops, restaurants, and no more than a 5-minute drive to the beach or any other local spot we wanted to visit. The house itself has that authentic Southampton charm, with a beautiful aesthetic that made us feel right at home.Property owners were very responsive and ensured we had a comfortable stay!The true hidden gem of the property was the outdoor shower — absolutely perfect after a day at the beach! Our dog...
The price is ¥117,653
¥229,472 total
includes taxes & fees
Aug 20 - Aug 21
Village gem walk to Main Street fenced in property

Luxurious 1BR Poolside, Daily Breakfast, Patio

The price is ¥284,487
¥401,854 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious 1BR Poolside, Daily Breakfast, Patio

Poolside, Daily Breakfast, Hampstons Style Double

The price is ¥206,863
¥302,531 total
includes taxes & fees
Sep 1 - Sep 2
Poolside, Daily Breakfast, Hampstons Style Double

1BR Poolside, Daily Breakfast, Serene Double Suite

The price is ¥325,128
¥453,836 total
includes taxes & fees
Sep 1 - Sep 2
1BR Poolside, Daily Breakfast, Serene Double Suite

California King Poolside, Daily Breakfast, Minibar

The price is ¥137,163
¥212,667 total
includes taxes & fees
Sep 1 - Sep 2
California King Poolside, Daily Breakfast, Minibar

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (12)
"Great place! Great communication with property owner!"
The price is ¥39,095
¥76,966 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Sag Harbor Water View w Dock 1.5ml from town

The price is ¥809,875
¥1,133,556 total
includes taxes & fees
Sep 10 - Sep 11
Sag Harbor Water View w Dock 1.5ml from town

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is ¥102,928
¥249,658 total
includes taxes & fees
Aug 17 - Aug 18
Cozy quiet gem, private & fenced in backyard

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is ¥589,000
¥938,068 total
includes taxes & fees
Aug 19 - Aug 20
Spacious 5-bedroom house with water views and 2 houses from the bay.

Bay Access Cottage + Pilates Gym

2.0 star property
The price is ¥66,852
¥103,971 total
includes taxes & fees
Sep 9 - Sep 10
Bay Access Cottage + Pilates Gym

6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

10.0 out of 10, Exceptional, (42)
"the property was lovely and well equipped with all amenties. Comfortable and located in an area which is accessible for all towns in the Hamptons"
The price is ¥505,509
¥774,545 total
includes taxes & fees
Sep 12 - Sep 13
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

10.0 out of 10, Exceptional, (57)
"We had a very nice stay at Stan's house. We spent the majority of our time relaxing in the beautiful backyard. The pool is amazing!"
The price is ¥150,195
¥312,915 total
includes taxes & fees
Aug 25 - Aug 26
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

10.0 out of 10, Exceptional, (1)
"We were escaping NYC for the weekend and exploring real estate in the area. This house was absolutely beautiful and way bigger than we needed. Unfortunately it was rainy out and we really didn’t get to spend too much time in the house since we were driving around it looks like it has a beautiful property with a pool etc. so hopefully we can come back in the summer."
The price is ¥114,119
¥181,188 total
includes taxes & fees
Sep 9 - Sep 10
Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

Huge Island Getaway Pool Hot Tub Walk To Beach

10.0 out of 10, Exceptional, (7)
"Property great. Beautiful home with great amenities"
The price is ¥294,353
¥403,760 total
includes taxes & fees
Sep 1 - Sep 2
Huge Island Getaway Pool Hot Tub Walk To Beach
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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Top Southampton Hotel Reviews