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Our top choices for Southampton vacation homes

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (18 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is AED 1,837
AED 3,118 total
includes taxes & fees
1 Jun - 2 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
The price is AED 2,992
AED 5,823 total
includes taxes & fees
20 May - 21 May
Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is AED 3,124
AED 5,995 total
includes taxes & fees
20 May - 21 May
Minutes from the beach, brand new 3 bedroom

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, (15 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 7,181
AED 9,826 total
includes taxes & fees
20 May - 21 May
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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 14,325
AED 20,080 total
includes taxes & fees
15 Jun - 16 Jun
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Stunning House: Tennis & Pool in Southampton Estate section

Stunning House: Tennis & Pool in Southampton Estate section
Southampton
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and very hospitable owners. Would be happy to stay here again. Excellent for a large family. "
United States
Robert P.
The price is AED 12,856
AED 21,565 total
includes taxes & fees
31 May - 1 Jun
Stunning House: Tennis & Pool in Southampton Estate section

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Gorgeously Renovated SH Village 5 bd w/ Large Pool
Southampton
8.8 out of 10, Excellent, (6 reviews)
"Spacious and great location. Cleanliness and "
United States
Harry D.
The price is AED 14,692
AED 21,565 total
includes taxes & fees
17 Jun - 18 Jun
Gorgeously Renovated SH Village 5 bd w/ Large Pool

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 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.
The price is AED 1,572
AED 5,156 total
includes taxes & fees
25 May - 26 May
BlackBerry Private home with jacuzzi yearlong

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is AED 5,487
AED 7,163 total
includes taxes & fees
20 May - 21 May
Cozy 5 Bedroom With Wi-fi And Air Condition

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
The price is AED 17,957
AED 26,181 total
includes taxes & fees
1 Jun - 2 Jun
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is AED 16,529
AED 23,483 total
includes taxes & fees
27 May - 28 May
Sag Harbor Water View w Dock 1.5ml from town

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

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is AED 14,692
AED 23,437 total
includes taxes & fees
25 May - 26 May
Spacious 5-bedroom house with water views and 2 houses from the bay.

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AED 9,917
AED 20,130 total
includes taxes & fees
31 May - 1 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 768
AED 1,167 total
includes taxes & fees
21 May - 22 May
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
American Beech in Greenport - Deluxe King 6

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is AED 1,190
AED 2,417 total
includes taxes & fees
20 May - 21 May
Northfork Townhouse walk to all

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is AED 1,306
AED 2,570 total
includes taxes & fees
20 May - 21 May
Renovated Townhouse walk to all

Chic Hamptons Home near beach!

Chic Hamptons Home near beach!
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful trip to Hamptons Bay and this house was a perfect fit for 2 families with kids ages 2-12. The house is beautifully updated, comfortable beds and very clean. The yard is great! Communication was great, my only suggestion is find out the WiFi ahead as our reception was very spotty without it. Great stay!"
United States
Sara D.
The price is AED 6,593
AED 9,929 total
includes taxes & fees
14 Jun - 15 Jun
Chic Hamptons Home near beach!

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (16 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is AED 1,186
AED 5,319 total
includes taxes & fees
26 May - 27 May
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