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Long Island Holiday Rentals with Pools

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851 rentals in Long Island.
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Elegant Designer Hamptons Retreat in Sag Harbor
5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps, All pools
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4 other travellers have booked this property
Beautiful Home in Prime East Hampton Village Location with Heated Pool!
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Stunning Home w/Modern, New Kitchen. Walk to Everything in East Hampton Village!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Stunning & Spacious Home. Walk to Harbor & Sunsets! Heated Pool & Outdoor Grill.
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Spectacular Water Views & Sunsets in East Hampton
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Beautiful Home w/Modern Kitchen, Heated Pool. 5 Minutes to East Hampton Village!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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East Hampton Village - Walk to Shops, Bike Ocean!
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Luxury Oceanfront House! pool+Jacuzzi facing the ocean call for last min deal
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Beautiful East Hampton Home / Heated Pool / Luxury Sheets and Towels
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Sag Harbor Perfect For Extended Family and Friends
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Majestic Southampton Waterfront Estate
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, All pools
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3BR/2BA- Private Heated Pool Steps to Moriches Bay
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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4 other travellers have booked this property
Beech Tree Cottage
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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2 other travellers have booked this property
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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Chic Bridehampton Pristine Designer Home + Free Pool Heating!
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sag Harbor European Designer's Home
4 bedrooms
4 bathrooms
Sleeps 8
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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Luxury Oceanfront House! pool+Jacuzzi facing the ocean call for last min deal
8 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Cherry Grove Oceanfront with Heated Pool
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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2 other travellers have booked this property
SOUTHAMPTON, LUXURY 4 BED 2 BATH WITH NEW POOL!!!!
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Perfect Hamptons Rental with Pool and Tennis
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
Waterfront Paradise for boaters & family reunions!
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Luxury Hamptons Quogue Village 4BR Modernist Retre
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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1 other traveller has 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
LUXURY HAMPTON ESTATE 4 prvate heated pool,TENNIS, basketball, beach vollleyball
8 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps, All pools
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Westhampton Waterfront 6 Bedroom Secluded 3 Acre E
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, All pools
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1 other traveller has booked this property
Post Modern Quaint Home Near Beach
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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13 other travellers have booked this property
Hamptons-E Quogue, w/pool, Avail August 2016 18K
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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1 other traveller has booked this property
Relax in bucolic Shelter Island
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Amagansett Estate 3 BR 60ft Pool
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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1 other traveller has booked this property
Bridgehampton South, Village Gem. Location, Location, Location!
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beautiful Estate home in the Hamptons, New York
7 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Amagansett Estate 5 Bedroom 60ft Pool
5 bedrooms
5 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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Amagansett Estate 4BR 60ft Pool
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Ground floor sunlit apt. in great area!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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10 other travellers have booked this property
Contemporary East Hampton 3 Bdrm in 4 Acres
3 bedrooms
3 bathrooms
Sleeps 6
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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Pristine Southampton Architect Home, Pool & Tennis
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Greenport Village Home Walking Distance to All
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sagaponack House + Studio... Centrally Located
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Amagansett House with Pool near Village & Beach
4 bedrooms
4 bathrooms
Sleeps 8
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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East Hampton Dream House 'Serendipity' - Great Buy
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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4 other travellers have booked this property
Serene & Private East Hampton Summer Rental w/pool
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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1 other traveller has booked this property
East Hampton/Wainscott.Exclusive/Pvt, 6BR, 3500'
6 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps, All pools
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East Hampton Village Classic , South of Highway
7 bedrooms
9 bathrooms
Sleeps 12
Match: Sleeps, All pools
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East Hampton Village Home - Pristine Condition
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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