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Hamptons Rentals with Pools

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89 houses in Hamptons with pools

Sagaponack Compound

Sagaponack house

7 bedrooms / 4 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$1,905

Elegant Designer Hamptons Retreat in Sag Harbor

Sag Harbor house

5 bedrooms / 7 bathrooms / sleeps 12

“Excellent vacation!” Beautifully decorated Designer home was fully furnished with great touches you would expect in a high end rental--soft linens and towels, mini ipods in docking stations around the house, fully stocked kitchen, fabulous pool and backyard. We loved the location!

Responds fast! avg. 2 hours 2 minutes

Match: Swimming pool

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Price per night from

$3,266

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$1,029

Sag Harbor Home w/ Pool - 5 Mins to Downtown!

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,244

Beautiful East Hampton Home w/ Hot Tub & Pool!

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Match: Swimming pool

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Price per night from

$667

Luxury Oceanfront 8bd House! Pool+Jacuzzi facing Ocean call for last min deal

Westhampton Beach house

8 bedrooms / 7 bathrooms / sleeps 18

Match: Swimming pool

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Price per night from

$1,740

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,307

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$134

Beech Tree Cottage

Sag Harbor cottage

2 bedrooms / 1 bathroom / sleeps 4

“Loved this place” This is the perfect little getaway for those who wish to avoid the pretentiousness of East Hampton and Southampton and still enjoy everything that the Hamptons has to offer. Best things - very cute little cottage. Good enough space with off-street parking. The ability to walk into Sag Harbor village in a few mins is a massive plus. Stephen and Emma are so nice and great neighbors if there are any issues. Would definitely recommend this place to anyone.

Match: Swimming pool

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Price per night from

$687

Hip & Stylish East Hampton Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Me, my husband and our daughter rented this nice house for a week. It was really great, Patricia was so nice and helpful from the start when we wanted to rent it until we left. The house is light, nicely furnished, comfortable beds with nice linen. The kitchen is really well equipped, also with an espresso machine so you can enjoy good coffee at home. We stayed by the house a lot and enjoyed the deck with the grill and the nice pool with the floating sunchairs. We liked that it had all the trees and it's in a quiet area. It's only 10-15 min. drive to East Hampton town and to the beaches nearby. We can really recommend this house and we would love to come back soon.

Match: Swimming pool

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Price per night from

$975

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$816

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$3,436

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$572

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,715

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$1,064

Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat

Southampton house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$896

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$2,061

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 50 minutes

Match: Swimming pool

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Price per night from

$2,520

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,258

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,200

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,364

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,375

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$6,858

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$995

Sag Harbor Village Fringe, Great Location

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$2,290

Magnificent private Southampton Estate

Southampton house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 1 hour 59 minutes

Match: Swimming pool

All filters match

Price per night from

$5,153

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,906

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Match: Swimming pool

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Price per night from

$737

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,329

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$3,722

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 34 minutes

Match: Swimming pool

All filters match

Price per night from

$346

Sprawling Southampton home with pool & jacuzzi room for entire family

Southampton house

4 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 3 hours 21 minutes

Match: Swimming pool

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Price per night from

$1,678

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 32 minutes

Match: Swimming pool

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Price per night from

$1,382

Luxury Hamptons Home

Wainscott house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$1,527

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$2,286

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,088

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

4 bedrooms / 5 bathrooms / sleeps 9

Responds fast! avg. 3 hours 58 minutes

Match: Swimming pool

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Price per night from

$1,735

Luxury East Hampton Home w/Private Saltwater Pool!

Wainscott house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Swimming pool

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Price per night from

$827

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rentals in Hamptons

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