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Search results; Over 1,000 homes in Southampton

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Top guest favourite
Home in Southampton
Waterfront Home with Private Dock & Beach
4 bedrooms, 6 beds, 2 private bathrooms
1–6 Oct
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4.98 out of 5 average rating, 115 reviews
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Top guest favourite
Home in Southampton
Hamptons Getaway Near Beach & Private Pool
4 bedrooms, 4 beds, 3 bathrooms
1–7 Oct
5.0 out of 5 average rating, 10 reviews
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Home in East Hampton
East Hamptons Modern 8 Bedroom New Construction
8 bedrooms, 8 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Southampton
Vogue Editors Home, Featured Hamptons Mag, Elle D.
4 bedrooms, 4 beds, 7.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Southampton
Amenities Galore: Gorgeous Southampton Rental
6 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
4.96 out of 5 average rating, 50 reviews
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Guest favourite
Villa in Southampton
US Golf Open & Ocean View Retreat, Walk to Event
4 bedrooms, 4 beds, 3.5 bathrooms
15–20 Oct
4.86 out of 5 average rating, 7 reviews
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Guest favourite
Home in Southampton
Spectacular Southampton Retreat!
4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Oct
4.95 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Southampton
Brand New Sun Filled Home
5 bedrooms, 8 beds, 4.5 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 25 reviews
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Guest favourite
Home in Hampton Bays
luxury Beachy House
4 bedrooms, 4 beds, 5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Southampton
Southampton Village Newly Built Gem
5 bedrooms, 6 beds, 5.5 bathrooms
5–10 Oct
4.97 out of 5 average rating, 103 reviews
Photo 1 of 29
Guest favourite
Home in Southampton
Luxe Southampton Home w/Pool 5 Min To Town & Beach
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.98 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Southampton
Charming House In The Village
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 52 reviews
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Home in Sag Harbor
Lío's House
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Villa in Southampton
Just renovated Southampton retreat w/ heated pool
4 bedrooms, 4 beds, 2.5 bathrooms
5–10 Oct
4.95 out of 5 average rating, 87 reviews
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Guest favourite
Tiny home in Southampton
Hamptons Tiny House!
1 bed, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 71 reviews
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Guest favourite
Home in Southampton
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
5 bedrooms, 6 beds, 3.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 55 reviews
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Top guest favourite
Home in Southampton
Family Friendly House in Southampton Village
6 bedrooms, 7 beds, 5.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 177 reviews
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Home in Southampton
The 19th Hole Retreat
3 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
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Top guest favourite
Cottage in Southampton
Enchanting Cottage in the Heart of Southampton Vil
1 bedroom, 1 double bed, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 74 reviews