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Westhampton Beach Rentals with Pools

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42 apartments in Westhampton Beach with pools

Luxury Oceanfront 8bd House! Pool+Jacuzzi facing Ocean call for more info!!

Westhampton Beach house

8 bedrooms / 7 bathrooms / sleeps 18

Match: Swimming pool

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Price per night from

$2,000

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

$1,374

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call Rose for info!

Westhampton Beach house

6 bedrooms / 6 bathrooms / sleeps 14

Match: Swimming pool

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Price per night from

$1,500

Dune Road-Oceanfront Beach House

Westhampton Beach house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$630

Stately Waterfront 7 Bedroom Home in Westhampton Beach!

Westhampton Beach house

7 bedrooms / 5 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$3,435

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$2,294

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$481

Great rentals within 20 miles that match your search

Brand new, Hamptons beach house w/gunite pool & spa

East Quogue house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$2,060

Sunny House w/ In-Ground Pool by Beaches on Private Road

Hampton Bays house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$418

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

6 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,720

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

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

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

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

$1,718

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 38 minutes

Match: Swimming pool

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Price per night from

$1,718

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

6 bedrooms / 4 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$1,145

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 20 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

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms / 10 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$147

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

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

Perfect summer haven, ten minutes walk to village

Bellport house

3 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$687

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

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

$1,718

Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands

Riverhead villa

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$221

North Fork Oasis by the Sea Open now Heated Pool Hot tub steps to beach!

Laurel house

4 bedrooms / 3 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$1,243

Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat

Southampton house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$293

Grand Villa Resort Style Heat Pool Jacuzzi sauna golf gym beach

Wading River house

4 bedrooms / 6 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$517

6 Bedroom Southampton Home Pool Jacuzzi Pool Coopers beach town Classic

Southampton house

6 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,243

Steve's Place Well Furnished 3 BR Southold Home Heated Pool, Town Near Beach

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$1,241

THE LINDSAY Large Luxurious Estate heated Pool, hot tub, Huge Yard, Beach

Wading River house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$443

Country Beach Paradise Getaway Large Yard Heated Pool North Fork

Calverton house

5 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$443

5BR Elegant North Fork Beach house w Heated Pool 90 minutes from NYC

Aquebogue house

5 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$368

Sprawling Southampton home with pool & jacuzzi room for entire family

Southampton house

4 bedrooms / 3 bathrooms / sleeps 14

Match: Swimming pool

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Price per night from

$1,294

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$1,909

Magnificent private Southampton Estate

Southampton house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 47 minutes

Match: Swimming pool

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Price per night from

$5,153

Viewing 38 of 42
rentals in Westhampton Beach

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