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Search results; Over 1,000 homes in Southampton

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Guest favourite
Home in Southampton
Southampton Charmer, 5 bedrooms w pool - Location
5 bedrooms, 9 beds, 6 private bathrooms
27 Sept – 2 Oct
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4.93 out of 5 average rating, 137 reviews
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Villa in Southampton
US Golf Open & Ocean View Retreat, Walk to Event
4 bedrooms, 4 beds, 3.5 bathrooms
15–20 Oct
4.83 out of 5 average rating, 6 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, 24 reviews
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Top guest favourite
Home in Southampton
Amenities Galore: Gorgeous Southampton Rental
6 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
4.96 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Southampton
Hamptons Getaway Near Beach & Private Pool
4 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 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, 176 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, 6 reviews
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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
20–25 Sept
4.91 out of 5 average rating, 74 reviews
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Guest favourite
Home in Southampton
Luxe Southampton Home w/Pool 5 Min To Town & Beach
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.98 out of 5 average rating, 61 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
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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, 50 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, 70 reviews
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Guest favourite
Home in Southampton
Southampton Village Escape
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Nov
4.91 out of 5 average rating, 11 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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Guest favourite
Villa in Southampton
Just renovated Southampton retreat w/ heated pool
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 87 reviews
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Guest favourite
Home in Sag Harbor
9 Acre Luxury Compound in Sag Harbor NY
7 bedrooms, 10 beds, 8.5 bathrooms
11–16 Oct
4.99 out of 5 average rating, 148 reviews
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Top guest favourite
Cottage in Hampton Bays
Hamptons Cottage.
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 127 reviews
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Guest favourite
Home in Hampton Bays
luxury Beachy House
4 bedrooms, 4 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Southampton
Southampton Beach-Style Cottage
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 18 reviews