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Long Island Rentals with Pools

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Long Island Rentals with Pools

159 vacation rentals

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$900

1 / 15

Post Modern Quaint Home Near Beach

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$794

1 / 71

East Hampton Family Retreat with Cottage

East Hampton house

5 bedrooms / 4 bathrooms / sleeps 12

“Great House, Great Host” My friends and I spent a great weekend at this house and were blown away by house nice the house was and how gracious Leanna was as a host. We made good use of the pool (played several house of pool volleyball) and the hot tu

Responds fast! avg. 3 hours 55 minutes

Price per night from

$600

1 / 41

Village Fringe glassy Modern with Pool and Tennis

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$242

1 / 19

MAGNIFICENT MODERN BEACH HOUSE, 5 MINUTE WALK TO OCEAN

Montauk house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 51 minutes

Price per night from

$2,000

1 / 18

5 Min to Bridgehampton n Sag Harbor 8 Min Ocean

Sag Harbor house

4 bedrooms / 5 bathrooms / sleeps 9

Responds fast! avg. 2 hours 33 minutes

Price per night from

$1,500

1 / 19

Beautiful Hampton Bays Vacation Rental Home

Hampton Bays house

3 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$604

1 / 27

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 47 minutes

Price per night from

$298

1 / 45

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,200

1 / 23

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 3 minutes

Price per night from

$995

1 / 13

The Perfect Getaway! #3

Great Neck house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$124

1 / 13

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

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$73

1 / 21

Pristine Southampton Architect Home, Pool & Tennis

East Quogue house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 23 minutes

Price per night from

$946

1 / 15

Charming Cottage

East Hampton cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 55 minutes

Price per night from

$149

1 / 17

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$4,000

1 / 20

Perfect summer haven, ten minutes walk to village

Bellport house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$398

1 / 21

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

Southampton house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$623

1 / 36

Montauk Royal Atlantic Beach Resort

Montauk condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$348

1 / 8

East Hampton Luxury Home PERFECT FOR FAMILIES

East Hampton house

5 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$1,422

1 / 36

Sagaponack Compound

Sagaponack house

7 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$1,666

1 / 74

The Perfect Getaway! #1

Great Neck house

3 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$125

1 / 13

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 ba

Responds fast! avg. 2 hours 46 minutes

Price per night from

$2,417

1 / 28

Peaceful, charming, convenient

Bridgehampton house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,200

1 / 13

Ocean Front Cottage Montauk for rent

Montauk cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 11 minutes

Price per night from

$299

1 / 25

Large swimming pool/Walking distance to the bay

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$682

1 / 46

Southampton Waterfront- Beach Home- 2 kayaks!

Southampton house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 38 minutes

Price per night from

$2,600

1 / 28

LOFT Style Apartment near JFK, NYC and Beaches!

Freeport apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 14 minutes

Price per night from

$169

1 / 16

Live in Luxury in This English Manor Home.

East Hampton house

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$3,234

1 / 24

Cherry Grove Oceanfront with Heated Pool

Cherry Grove house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$500

1 / 23

Beautiful Luxury Home with Pool in the Heart of Wine Country

Cutchogue house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$695

1 / 4

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 wi

Responds fast! avg. 2 hours 53 minutes

Price per night from

$429

1 / 24

East Hampton Village Home - Pristine Condition

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,421

1 / 24

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 20 minutes

Price per night from

$250

1 / 14

Hampton Estate Villa Monthly Rental

Water Mill house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$995

1 / 28

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 34 minutes

Price per night from

$2,200

1 / 26

Beautiful Classic North Fork Home, wrap around porch, pool, walk to beach

Southold house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$300

1 / 19

Waterfront Paradise for boaters & family reunions!

Hampton Bays house

6 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$995

1 / 14

Luxurious ‘Shelter Island Hideaway’ w/ Pool!

Shelter Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 22 minutes

Price per night from

$493

1 / 26
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