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East Hampton Rentals with Pools

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60 houses in East Hampton with pools

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

$409

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

$982

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

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

$1,374

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

$2,519

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

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

Relax at our East Hampton home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$900

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms / 9 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$4,908

Charming cottage in the heart of East Hampton village

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$687

Year Round indoor pool-One of a kind house -flat fee June 1st to June 10th $5000

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$687

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,918

East Hampton Classic

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 1 hour 50 minutes

Match: Swimming pool

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Price per night from

$1,145

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$573

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$567

Great rentals within 20 miles that match your search

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,718

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

$2,290

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

$1,432

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

Match: Swimming pool

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Price per night from

$1,390

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms / 5 bathrooms / sleeps 18

“Hamptons Heavenly Honeymoon” My fiancé and I wanted to go somewhere amazing for our honeymoon. We decided that we wanted to spend our honeymoon in the Hamptons. We spent two lovely weeks in august of 2013 at this lovely home. There is nothing bad that I could say about this house. It was spacious, clean, well kept, and well decorated. This house was in the perfect location. It was close enough to the town of Hampton Bays but also close enough to Riverhead. The owner of the house was very cooperative, if we had a question she would answer all of them without hesitation. During the stay my fiancé and I spent most of our time outside. It was so quite and peaceful. We would sit by the pool and enjoy a glass of wine. I would highly recommend this house to anybody. My fiancé and I were talking and once we start a family we are going to make coming to this house a tradition.

Match: Swimming pool

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Price per night from

$819

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

$1,374

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 27 minutes

Match: Swimming pool

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Price per night from

$1,374

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

$6,870

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,603

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms / 10 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$147

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,203

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$3,272

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

$1,309

Montauk Oceanfront Estate

Montauk manor house

5 bedrooms / 8 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$17,175

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 35 minutes

Match: Swimming pool

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Price per night from

$1,145

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 35 minutes

Match: Swimming pool

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Price per night from

$355

Montauk Royal Atlantic Beach Resort

Montauk condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$573

Village traditional on a quiet cul de sac

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,276

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

$3,435

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

$985

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,527

Amagansett w/pool last two weeks of August

Amagansett house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$1,603

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$722

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