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

Southampton Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Southampton vacation rentals

Outdoor dining

1. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (8 reviews)
"great experience"
United States
Jordan
The price is AED 1,286
AED 2,157 total
includes taxes & fees
10 Aug - 11 Aug
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Smart TV, fireplace, stereo

2. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"perfect for families"
United States
Okito H.
The price is AED 2,314
AED 4,939 total
includes taxes & fees
12 Aug - 13 Aug
Minutes from the beach, brand new 4 bedroom
Interior

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is AED 3,306
AED 5,703 total
includes taxes & fees
16 Aug - 17 Aug
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Beach nearby, sun loungers, beach towels

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

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is AED 2,534
AED 4,746 total
includes taxes & fees
31 Aug - 1 Sep
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Living area

5. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is AED 3,122
AED 5,967 total
includes taxes & fees
23 Aug - 24 Aug
Minutes from the beach, brand new 3 bedroom
Interior

6. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is AED 6,828
AED 10,252 total
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated Pristine Southampton Colonial
Exterior detail

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

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is AED 19,549
AED 26,163 total
includes taxes & fees
16 Aug - 17 Aug
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Smart TV, offices

8. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,010
AED 2,546 total
includes taxes & fees
9 Aug - 10 Aug
Seabreeze #3 Cozy Cottage steps to the beach
Dining

9. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (4 reviews)
"This was a great property. Very convenient to where we like to visit. It really had everything we needed for a great weeks stay."
United States
Sherri K.
The price is AED 529
AED 1,171 total
includes taxes & fees
11 Aug - 12 Aug
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
1 bedroom, bed sheets

10. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"⭐⭐⭐⭐⭐ 100/10 – An unforgettable romantic getaway! We had an amazing stay at this glamping site and spent two wonderful, romantic days here. The atmosphere was peaceful, cozy, and incredibly relaxing. Surrounded by nature, we enjoyed the fresh air, breathtaking sunsets, and quiet evenings that created memories we’ll always cherish. Everything was clean, comfortable, and thoughtfully prepared. The staff was exceptionally kind, welcoming, and always ready to help, which made our stay even more...
United States
Malika
The price is AED 710
AED 1,093 total
includes taxes & fees
6 Aug - 7 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
1 bedroom, bed sheets

11. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Safari Tent Glamping,S9-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"It was relaxing and beautiful - a perfect and affordable getaway from the city! Also great proximity to so many fun things."
United States
Carolyn
The price is AED 710
AED 1,093 total
includes taxes & fees
6 Aug - 7 Aug
Safari Tent Glamping,S9-CedarPt, East Hampton, NY
1 bedroom, bed sheets

12. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Comfortable bed and beautiful surroundings"
United States
Matthew
The price is AED 710
AED 1,093 total
includes taxes & fees
6 Aug - 7 Aug
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
Condo | Terrace/patio

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (280 reviews)
"Great place!"
United States
Christine
The price is AED 1,235
AED 1,739 total
includes taxes & fees
9 Aug - 10 Aug
Cliffside Resort Condominiums
Exterior

14. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is AED 1,451
AED 2,711 total
includes taxes & fees
6 Aug - 7 Aug
Lovely studio with AC in charming Sag Harbor
Dining

15. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AED 2,075
AED 3,525 total
includes taxes & fees
6 Aug - 7 Aug
Immaculate Waterfront 2 bedroom!
Sun loungers, beach towels

16. Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (40 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is AED 716
AED 1,410 total
includes taxes & fees
1 Sep - 2 Sep
Aqua Vista
Flat-screen TV

17. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AED 2,354
AED 2,689 total
includes taxes & fees
19 Aug - 20 Aug
North Fork Resort
Outdoor dining

18. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is AED 1,954
AED 8,112 total
includes taxes & fees
9 Aug - 10 Aug
Villa Luz Family Home w/ heated pool & jacuzzi
Outdoor pool, a heated pool

19. Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveler
The price is AED 2,891
AED 5,112 total
includes taxes & fees
2 Sep - 3 Sep
Hamptons Tiana Bay Oasis
Terrace/patio

20. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is AED 3,115
AED 7,761 total
includes taxes & fees
6 Aug - 7 Aug
Black Swan Beachfront Home with Jacuzzi year round
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Amazing hotel. New big rooms"
Julian 1-night trip
Posted 15 hours ago
The Bentley Hotel Southampton

Frequently asked questions

Can I find vacation rentals in Southampton?

Yes, you can find vacation rentals in Southampton close to Shinnecock Nation Cultural Center and Museum, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Southampton. Make sure you have time to check out the museums and festivals during your trip.

What are some of the best vacation rentals in Southampton?

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.: Visitors like this Southampton vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a stovetop can make your vacation run smoothly. Some other top choices in Southampton are Peaceful and Private 4-Bedroom Home in Southampton and Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️.

How many vacation rentals are there in Southampton?

Expedia has 504 vacation rentals for your stay in Southampton.

What can I see and do in Southampton?

Enjoy the outdoors at The Hamptons Beaches and Cooper's Beach, or simply take in cultural attractions like Shinnecock Nation Cultural Center and Museum and Southampton Historical Museum. Other places in town to visit include Shinnecock Hills Golf Course and Southampton Arts Center.

What are vacation rentals like in Southampton?

Vacation rentals are private properties you can reserve for a short or long stay in Southampton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.