Southampton Vacation Homes

A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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Our top choices for Southampton holiday homes

Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

HK$13,230 total

includes taxes & fees

2 Aug - 3 Aug

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

Southampton

Justin

HK$21,739 total

includes taxes & fees

24 Jul - 25 Jul

Amazing Southampton Home with Private Heated Pool

Southampton

HK$39,914 total

includes taxes & fees

3 Aug - 4 Aug

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

Southampton

Mergim S.

HK$40,233 total

includes taxes & fees

1 Aug - 2 Aug

Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

HK$30,119 total

includes taxes & fees

31 Jul - 1 Aug

Beach nearby, sun-loungers, beach towels

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Southampton

Beverly J.

HK$10,032 total

includes taxes & fees

9 Aug - 10 Aug

Black Swan Beachfront Home with Jacuzzi year round

Hampton Bays

Ana B.

HK$15,618 total

includes taxes & fees

21 Jul - 22 Jul

Central Private Pool Bridgehampton home

Sag Harbor

Heather M.

HK$21,641 total

includes taxes & fees

24 Jul - 25 Jul

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Top Southampton Hotel Reviews

Hamlet Inn

10/10 Excellent

"I simply love the place! It’s quaint. It has all the amenities. Good beach access, just all the right stuff."

The Bentley Hotel Southampton

10/10 Excellent

"The staff at check in and check out were helpful and friendly. The suite was beautiful and felt like home. Also the entire room was extremely clean. The bed sheets were so soft! Most hotels they are like sand paper. Wish I traveled to this area more so I could stay there again. Wonderful experience."

Southampton Long Island Hotel

10/10 Excellent

"We had a great stay overall. Everything was very clean, and the staff was incredibly friendly and welcoming. The room was comfortable, and we really appreciated the excellent service. The only constructive feedback I’d like to share is about the toiletries. The soap and shampoo provided were very low quality and came in very small amounts. Unfortunately, they caused some skin irritation for me. Considering the price of the hotel, I think it would be worth investing in better-quality toiletries. There are many affordable options that would greatly improve the guest experience."

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

10/10 Excellent

"My friends and I stayed at Dave's for 4 nights over the 4th of July weekend and had the best time! The space was even better than advertised. The pool looked like a resort with enough chairs for all 8 of us and floats and there was an outdoor fridge to hold our beers. Dave was very communicative even when the power went out in the middle of the night and even offered to pay for our spoiled food. The house was very private and a great location close enough to get into town easily. The beds were comfortable and the water pressure/temp was perfect. Will definitely be booking with Dave again!"

Minutes from the beach, brand new 3 bedroom

10/10 Excellent

"We had a wonderful stay! The location was excellent—close to everything we wanted to do while still feeling peaceful and relaxing. Communication with the host was fantastic from start to finish, with quick responses and clear instructions that made everything easy. We really enjoyed our time and would happily stay here again. Highly recommend!"

Minutes from the beach, brand new 4 bedroom

10/10 Excellent

"House was extremely clean, well taken care of and was absolutely ready to go when we got there. Nice quiet neighborhood so don't plan on throwing any ragers here. Maybe only thing to be aware of is plan on getting ice in advance as no ice maker which isn't a surprise as they break constantly under use. A little on the pricy side but you get what you pay for and it's the Hamptons. Thanks for a pretty flawless stay."

Peaceful and Private 4-Bedroom Home in Southampton

10/10 Excellent

"Excellent stay in Shinnecock Hills. The location is hard to beat — minutes from the golf course and well-positioned. The house is roomy and has all the amenities you'd want. The standout, though, is the backyard — generous, private, and a great spot to unwind. Clean, comfortable, and exactly as pictured. Would happily come back."

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