Search results; Over 1,000 places in Southampton

Prices include all fees
Guest favorite
Home in Southampton
Summer in the Hamptons! SH Gem mins from the Beach
3 beds
Jun 2 – 7
R51,922 ZAR for 5 nights, originally R75,867 ZAR
for 5 nights
4.93 out of 5 average rating, 43 reviews
Guest favorite
Home in Southampton
Lovely 4 BR, 3.5 Bath Home, with Pool, Near Beach
4 beds
Jul 14 – 19
R110,788 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Southampton
Entire Southampton Village House, Pool, Walk 2 All
5 beds
Jun 5 – 10
R51,255 ZAR for 5 nights, originally R63,861 ZAR
for 5 nights
4.76 out of 5 average rating, 74 reviews
Guest favorite
Villa in Southampton
Just renovated Southampton retreat w/ heated pool
4 beds
Jun 22 – 27
R121,792 ZAR for 5 nights, originally R159,543 ZAR
for 5 nights
4.95 out of 5 average rating, 58 reviews
Home in Southampton
Southampton waterfront, minutes to town and beach
3 beds
Jun 3 – 8
R46,388 ZAR for 5 nights, originally R50,415 ZAR
for 5 nights
Top guest favorite
Home in Southampton
Ultimate Hamptons Escape 4 Bed, 2 Bath Heated Pool
5 beds
Jun 7 – 12
R49,145 ZAR for 5 nights, originally R80,694 ZAR
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Southampton
Walk to the village! Charming modern farmhouse.
4 beds
Jun 2 – 7
R103,123 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 19 reviews
Top guest favorite
Home in Southampton
SH Dream home with Heated Pool open from May 16
4 beds
Jun 2 – 7
R94,379 ZAR for 5 nights, originally R175,669 ZAR
for 5 nights
5.0 out of 5 average rating, 74 reviews
Guest favorite
Cottage in Southampton
Newly Renovated Towd Point Beach Treasure
4 beds
Jun 3 – 8
R108,233 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 30 reviews
Guest favorite
Home in Southampton
Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
4 beds
Jun 7 – 12
R66,665 ZAR for 5 nights, originally R87,968 ZAR
for 5 nights
4.96 out of 5 average rating, 169 reviews
Guest favorite
Home in Southampton
3 Bedroom Cozy Southampton Village Oasis
4 beds
Sep 7 – 12
R46,580 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Guest favorite
Cottage in Bridgehampton
Bridgehampton Cottage Close to Town, South of HWY
3 beds
Jun 6 – 11
R61,964 ZAR for 5 nights, originally R89,828 ZAR
for 5 nights
4.97 out of 5 average rating, 88 reviews
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More stays available for your dates

Luxe
Home in Southampton
Oceanstone by Rove | Estate w/Pool & Beach Access
7 beds
Aug 10 – 15
R449,905 ZAR for 5 nights
for 5 nights
Guest favorite
Home in Southampton
Southampton Village Newly Built Gem
6 beds
Jun 2 – 7
R115,382 ZAR for 5 nights, originally R250,208 ZAR
for 5 nights
4.96 out of 5 average rating, 70 reviews
Guest favorite
Home in Southampton
New Private Chic SH Villa with Pool Sauna Gym
5 beds
Jun 8 – 13
R121,707 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
Home in Southampton
Southampton Hideaway
4 beds
Jul 20 – 25
R117,712 ZAR for 5 nights
for 5 nights
Home in Southampton
Beachfront Oasis
6 beds
Jun 5 – 10
R363,240 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Southampton
Chic Southampton Getaway Heated Pool; Near Village
5 king beds
Jun 10 – 15
R101,493 ZAR for 5 nights, originally R132,952 ZAR
for 5 nights
4.83 out of 5 average rating, 12 reviews