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Long Island Rentals with Pools

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170 apartment rentals in Long Island with pools

Perfect summer haven, ten minutes walk to village

Bellport house

3 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$708

Romantic Shelter Island Cottage w/2 Pools & a Pond

Shelter Island Heights cottage

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$459

Sagaponack Compound

Sagaponack house

7 bedrooms / 4 bathrooms / sleeps 20

Match: Swimming pool

All filters match

Price per night from

$1,936

Village Fringe glassy Modern with Pool and Tennis

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$413

Beautiful Hampton Bays Vacation Rental Home

Hampton Bays house

3 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$674

Southampton Waterfront- Beach Home- 2 kayaks!

Southampton house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 26 minutes

Match: Swimming pool

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Price per night from

$4,128

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!

Match: Swimming pool

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Price per night from

$2,804

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

$1,051

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

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$710

Beautiful East Hampton Home w/ Hot Tub & Pool!

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$673

Peaceful, charming, convenient

Bridgehampton house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$3,539

Luxury Oceanfront House! pool+Jacuzzi facing the ocean call for last min deal

Westhampton Beach house

8 bedrooms / 7 bathrooms / sleeps 18

Match: Swimming pool

All filters match

Price per night from

$1,750

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

$1,349

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

$138

Cherry Grove Oceanfront with Heated Pool

Cherry Grove house

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$590

Sag Harbor Perfect For Extended Family and Friends

Sag Harbor house

5 bedrooms / 6 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$843

Stunning Home w/Modern, New Kitchen. Walk to Everything in East Hampton Village!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Home in Great Location” The Kaufman family takes great pride in their rental homes and it shows - it is close to being in your own home as possible. The Kaufmans are also a delight to deal with, they always deliver as promised. This home was super comfortable and had everything needed for a great stay in the Hamptons. We truly loved being able to walk to the town of East Hampton. A great experience in every way.

Responds fast! avg. 3 hours 41 minutes

Match: Swimming pool

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Price per night from

$918

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

$578

Newly Renovated in East Hampton

East Hampton house

5 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$885

Beautiful and sunny hamptons home with pool

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$1,180

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

$589

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

$3,539

"Pennies From Heaven"

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$808

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

$437

Garden Jewel For July 12 -28 2019

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,126

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

$1,096

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

$542

Luxurious 'Shelter Island Hideaway' w/ Pool!

Shelter Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 4 minutes

Match: Swimming pool

All filters match

Price per night from

$585

Beachy Keen - East Hampton NY

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 29 minutes

Match: Swimming pool

All filters match

Price per night from

$1,032

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$2,595

Southampton Beach Home -Great Location

Water Mill house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,416

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

$1,298

Lavish Sag Harbor House w/Pool & Tennis Court!

Sag Harbor house

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 4 minutes

Match: Swimming pool

All filters match

Price per night from

$2,361

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

Match: Swimming pool

All filters match

Price per night from

$1,234

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

$1,402

Ground floor sunlit apt. in great area!

Huntington apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 20 minutes

Match: Swimming pool

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Price per night from

$100

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 42 minutes

Match: Swimming pool

All filters match

Price per night from

$942

Hamptons-E Quogue, w/pool, Avail August 2016 18K

East Quogue house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 47 minutes

Match: Swimming pool

All filters match

Price per night from

$843

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