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Hamptons Rentals with Pools

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95 houses in Hamptons with pools

Sagaponack Compound

Sagaponack house

7 bedrooms / 4 bathrooms / sleeps 20

Match: Swimming pool

All filters match

Price per night from

$2,288

Beautiful Hampton Bays Vacation Rental Home

Hampton Bays house

3 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 11 minutes

Match: Swimming pool

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Price per night from

$664

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. 1 hour 49 minutes

Match: Swimming pool

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Price per night from

$2,778

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$954

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

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 15 minutes

Match: Swimming pool

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Price per night from

$976

Beautiful East Hampton Home w/ Hot Tub & Pool!

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$905

Luxury Oceanfront bd House! pool+Jacuzzi facing the 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

$1,742

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,343

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

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

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

$572

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

$3,560

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$589

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,736

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

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

All filters match

Price per night from

$1,232

Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat

Southampton house

4 bedrooms / 2 bathrooms / sleeps 9

Match: Swimming pool

All filters match

Price per night from

$298

Luxurious 'Shelter Island Hideaway' w/ Pool!

Shelter Island Heights house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 34 minutes

Match: Swimming pool

All filters match

Price per night from

$619

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$2,002

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 11 minutes

Match: Swimming pool

All filters match

Price per night from

$2,566

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,276

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,218

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,391

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,027

Southampton Home Private Located near town beach w/ Heated Pool & Jacuzzi

Southampton house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$224

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$6,950

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

All filters match

Price per night from

$980

Sag Harbor Village Fringe, Great Location

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$2,288

Magnificent private Southampton Estate

Southampton house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 2 hours 8 minutes

Match: Swimming pool

All filters match

Price per night from

$1,716

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,950

Peaceful East Hampton Apt w/ Yard + Shared Pool!

East Hampton apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

All filters match

Price per night from

$148

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

Match: Swimming pool

All filters match

Price per night from

$736

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,247

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 3 hours 46 minutes

Match: Swimming pool

All filters match

Price per night from

$4,009

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 4 minutes

Match: Swimming pool

All filters match

Price per night from

$343

Sprawling Southampton home with pool & jacuzzi room for entire family

Southampton house

4 bedrooms / 3 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$224

Amazing Hampton's Styled Getaway

Water Mill house

6 bedrooms / 5 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$1,425

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 33 minutes

Match: Swimming pool

All filters match

Price per night from

$1,255

Luxury Hamptons Home

Wainscott house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$2,355

East Hampton House w/Private Pool - 5 min to Beach

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$735

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