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Holiday Rentals with Pools in Southampton

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38 rentals in Southampton.
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Majestic Southampton Waterfront Estate
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Spectacular Family Resort in Hampton Bays, NY
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Secluded Mini Estate in Hamptons
9 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Fantasy Bay Front Country French Villa
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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SOUTHAMPTON, LUXURY 4 BED 2 BATH WITH NEW POOL!!!!
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Garden Jewel For July 12 -28 2019
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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4 other travellers have booked this property
Hamptons Lofty Beach Barn - Pet Friendly
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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1 other traveller has booked this property
Quaint Seaside Retreat With Full Gym
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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14 other travellers have booked this property
Beautiful Estate home in the Hamptons, New York
7 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Bishops Pond Southampton NY
4 bedrooms
10 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Southampton Water Front Retreat
4 bedrooms
10 bathrooms
Sleeps 10
Match: Sleeps, All pools
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SOUTHAMPTON POOL & TENNIS
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Lavish Southampton House w/Private Beach & Pool!
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Very Private and Tranquil House in wooded estate.
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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1 other traveller has booked this property
Southampton Village Charmer with New Heated Pool
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, All pools
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Amazing Hampton's Styled Getaway
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
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6BR Southampton Home Pool Jacuz Coopers beach town Classic
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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1 other traveller has booked this property
Sprawling Southampton home with pool & jacuzzi room for entire family
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, All pools
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1 other traveller has booked this property
Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, All pools
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2 other travellers have booked this property
Beautiful Hampton Bays Vacation Rental Home
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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1 other traveller has booked this property
Idyllic hideaway--private swimming pond, waterfall, tennis, yacht-like interior
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Romantic Getaway in Southampton (private room/bathroom)
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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1 other traveller has booked this property
Sophisticated Village Home - Serene Setting - Lovely Pool and Garden
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Southampton Beach Home -Great Location
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Modern Hampton Bays House w/Pool & Bay Rights!
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Shinnecock Hilltop Escape with Private Pool & Breathtaking Views
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beautiful, Luxurious South Hampton Home - Limited Availability-open week of 7/9
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Southampton Village Home w/ Pool - 5 Min to Beach!
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Magnificent private Southampton Estate
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Southampton House w/Yard & Pool, Near Harbor!
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, All pools
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NEWLY RENOVATED IN SOUTHAMPTON!
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Nice Queen Room with Sitting Area
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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2 other travellers have booked this property
Beautiful Water Mill home with large fenced backyard, pool and dog-friendly too!
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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SEAGULLS BY THE BAY
7 bedrooms
1 bathroom
Sleeps 16
Match: Sleeps, All pools
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ENJOY THE BEAUTY OF THE HAMPTONS
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Luxury Southampton Home, Pool, Jacuzzi, Kayaks on Lake. Hamptons Classic
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Summer Vacation House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Village Fringe Ranch
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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