Search results; Over 1,000 homes in Southampton

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Guest favorite
Villa in Southampton
Just renovated Southampton retreat w/ heated pool
8 guests4 bedrooms4 beds2.5 baths
Sep 8 – 13
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Sep 8 – 13
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R101,461 ZAR for 5 nights

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Top guest favorite
Room in Southampton
Stay with JayneHosting for 7 years,
Top SINGLE Quaint Room Southampton Village
Aug 17 – 22
R24,922 ZAR for 5 nights
4.93 out of 5 average rating, 121 reviews
Top guest favorite
Cottage in Southampton
Steps to Train, Dining & Beach
7 beds
Aug 17 – 22
R82,437 ZAR for 5 nights
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Room in Southampton
Stay with JayneHosting for 7 years,
Southampton Center ~ Light & Airy Private Room
Aug 17 – 22
R32,764 ZAR for 5 nights
5.0 out of 5 average rating, 58 reviews
Superhost
Tiny home in Southampton
Hamptons Tiny House!
1 bed
Sep 2 – 7
R26,105 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Southampton
Dream Home with a wonderful heated pool in SH
7 beds
Sep 10 – 15
R77,153 ZAR for 5 nights
4.97 out of 5 average rating, 182 reviews
Top guest favorite
Room in Southampton
Stay with ChrisAttorney,
Private floor with views of Shinnecock Bay!
Aug 10 – 15
R60,264 ZAR for 5 nights
4.95 out of 5 average rating, 57 reviews
Guest favorite
Home in Southampton
Classic Southampton Village Home w/ Pool
4 beds
Sep 1 – 6
R64,914 ZAR for 5 nights
4.93 out of 5 average rating, 111 reviews
Guest favorite
Room in Southampton
Stay with Mark MAutogate systems inc,
Private suite at Pine Springs, Southampton, NY
Aug 31 – Sep 5
R32,235 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Southampton
Beautiful Southampton Home w/ Pool, Close to Beach
4 beds
Sep 1 – 6
R109,916 ZAR for 5 nights
5.0 out of 5 average rating, 42 reviews
Home in Southampton
Charming new Beach House
4 beds
Sep 3 – 8
R99,347 ZAR for 5 nights
New place to stay
Guest favorite
Home in Southampton
Village Charmer, 5 bedrooms with pool
9 beds
Sep 5 – 10
R103,575 ZAR for 5 nights
4.92 out of 5 average rating, 111 reviews
Guest favorite
Cottage in Southampton
Newly Renovated Towd Point Beach Treasure
Access to private beach
Aug 20 – 25
R203,830 ZAR for 5 nights
4.98 out of 5 average rating, 40 reviews
Guest favorite
Place to stay in Southampton
Private suite with private entrance
1 bed
Jul 1 – 6
R41,219 ZAR for 5 nights
4.95 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Southampton
Modern Southampton Cottage | Heated Pool & Peloton
3 beds
Sep 13 – 18
R98,871 ZAR for 5 nights
4.96 out of 5 average rating, 93 reviews
Room in Hampton Bays
Stay with Diane
Gin & Peconic Suite
Aug 9 – 14
R21,666 ZAR for 5 nights
New place to stay
Guest favorite
Guesthouse in Southampton
Tiny Home in Prime Spot in Southampton Village
2 beds
Aug 23 – 28
R69,226 ZAR for 5 nights
4.95 out of 5 average rating, 442 reviews
Top guest favorite
Home in Southampton
Southampton Hideaway
4 beds
Sep 13 – 18
R87,362 ZAR for 5 nights
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Southampton
Southampton waterfront, minutes to town and beach
WaterfrontKayak, Boat slip,
Aug 10 – 15
R59,418 ZAR for 5 nights
5.0 out of 5 average rating, 5 reviews