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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Southampton vacation homes

Smart TV, fireplace, stereo

1. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is AED 2,314
AED 4,876 total
includes taxes & fees
7 Sep - 8 Sep
Minutes from the beach, brand new 4 bedroom
Living area

2. 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 2,571
AED 5,208 total
includes taxes & fees
7 Sep - 8 Sep
Minutes from the beach, brand new 3 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 2,865
AED 5,065 total
includes taxes & fees
9 Sep - 10 Sep
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 1,833
AED 3,794 total
includes taxes & fees
14 Sep - 15 Sep
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Property grounds

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

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is AED 6,725
AED 9,247 total
includes taxes & fees
7 Sep - 8 Sep
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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 6,575
AED 9,535 total
includes taxes & fees
23 Sep - 24 Sep
Newly Renovated Pristine Southampton Colonial
Property grounds

7. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is AED 1,047
AED 2,157 total
includes taxes & fees
20 Sep - 21 Sep
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Outdoor dining

8. 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 1,568
AED 7,491 total
includes taxes & fees
7 Sep - 8 Sep
Villa Luz Family Home w/ heated pool & jacuzzi
Dining

9. 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 2,020
AED 3,454 total
includes taxes & fees
1 Sep - 2 Sep
Immaculate Waterfront 2 bedroom!
Sun loungers, beach towels

10. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (49 reviews)
"House is exactly as advertised. Street traffic is a little noisier than expected being near the ferry."
United States
Kendric S.
The price is AED 716
AED 1,364 total
includes taxes & fees
10 Sep - 11 Sep
The SandPiper
Terrace/patio

11. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
Black Swan Beachfront Home with Jacuzzi year round
Sun loungers, beach towels

12. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (42 reviews)
"Such a wonderful stay! Christopher was such a great host, the property matched the description, was extremely clean and situated in a perfect location just a short walk from town! Would stay again & recommend to family/friends!"
United States
Anonymous traveler
The price is AED 716
AED 1,364 total
includes taxes & fees
8 Sep - 9 Sep
Aqua Vista
Sun loungers, beach towels

13. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AED 645
AED 1,542 total
includes taxes & fees
7 Sep - 8 Sep
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Exterior detail

14. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is AED 1,469
AED 2,640 total
includes taxes & fees
20 Sep - 21 Sep
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Outdoor pool, a heated pool

15. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (42 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is AED 2,645
AED 4,889 total
includes taxes & fees
30 Aug - 31 Aug
Elegant 5-Bedroom Hamptons Home with Private Pool
Beach

16. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is AED 716
AED 1,532 total
includes taxes & fees
2 Sep - 3 Sep
Beach Block Hideaway
Terrace/patio

17. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is AED 1,098
AED 1,603 total
includes taxes & fees
31 Aug - 1 Sep
American Beech in Greenport - Petite King Room 7
Dining

18. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
BlackBerry Private home with jacuzzi yearlong
Interior

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 3,187
AED 5,452 total
includes taxes & fees
2 Sep - 3 Sep
Hamptons Tiana Bay Oasis
Outdoor pool, a heated pool

20. Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available

Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available
Sag Harbor
10.0 out of 10, Exceptional, (96 reviews)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
United States
Kilee B.
The price is AED 6,446
AED 12,367 total
includes taxes & fees
30 Aug - 31 Aug
Fun for All Ages! In the Heart of the Hamptons! 8/30-9/3 Now Available
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

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️

10/10 Excellent
"Stayed four days. The property was clean and easy to navigate in all aspects. It was easy to communicate with our host who was helpful and lovely."
Monique O. 3-night trip
Posted 2 days ago
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!⛱️