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Montauk Rentals with Pools

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77 house rentals in Montauk with pools

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

Match: Swimming pool

All filters match

Price per night from

$523

Modern Montauk Getaway w/Shared Pool & Ocean View!

Montauk condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 5 minutes

Match: Swimming pool

All filters match

Price per night from

$196

Willow Retreat

Montauk house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$1,352

Ocean Front Cottage Montauk for rent

Montauk cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

Match: Swimming pool

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Price per night from

$343

Montauk Oceanfront Estate

Montauk manor house

5 bedrooms / 8 bathrooms / sleeps 10

Responds fast! avg. 3 hours 53 minutes

Match: Swimming pool

All filters match

Price per night from

$11,424

Great rentals within 20 miles that match your search

Tropical Paradise -Year Round Indoor Pool

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$491

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

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,638

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

$1,142

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

$455

East Hampton Village Luxury Rental

East Hampton house

5 bedrooms / 6 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$4,387

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

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,526

Relax at our East Hampton home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$966

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

$1,075

East Hampton Village - Walk to Shops, Bike Ocean!

East Hampton house

4 bedrooms / 2 bathrooms / sleeps 8

“A wonderful week in the Hamptons” We visited the Hamptons with another couple and stayed in this charming house in a terrific location. Lots of room, very clean and great service from the owners. It was an easy drive from JFK. We walked to East Hampton for meals and shopping and visited South Hampton, Sag Harbor, Shinnecock Hills, Montalk and Shelter Island which were all very convenient. Great stay!

Responds fast! avg. 3 hours 7 minutes

Match: Swimming pool

All filters match

Price per night from

$3,010

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

$799

Beachy Keen - East Hampton, NY

Springs house

3 bedrooms / 3 bathrooms / sleeps 7

Match: Swimming pool

All filters match

Price per night from

$922

Bridgehampton South, Village Gem. Location, Location, Location!

Bridgehampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$885

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$2,703

East Hampton/Wainscott.Exclusive/Pvt, 6BR, 3500'

East Hampton house

6 bedrooms / 4 bathrooms / sleeps 11

Match: Swimming pool

All filters match

Price per night from

$1,402

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

$1,348

Bridgehampton Village Beauty

Bridgehampton house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 4 minutes

Match: Swimming pool

All filters match

Price per night from

$1,471

Peaceful, charming, convenient

Bridgehampton house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$3,593

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,264

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

$1,340

Sag Harbor European Designer's Home

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$2,791

Sag Harbor Designer's Private Apartment with media room and pool

Sag Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$798

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.

Responds fast! avg. 2 hours 26 minutes

Match: Swimming pool

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Price per night from

$1,026

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms / 9 bathrooms / sleeps 12

Responds fast! avg. 3 hours 27 minutes

Match: Swimming pool

All filters match

Price per night from

$3,382

Amagansett Summer Rental - Charming renovated Farmhouse with pool

Amagansett house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

All filters match

Price per night from

$1,050

Charming cottage in the heart of East Hampton village

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

All filters match

Price per night from

$711

Beautiful East Hampton Home / Heated Pool / Luxury Sheets and Towels

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 26 minutes

Match: Swimming pool

All filters match

Price per night from

$1,785

Breathtaking Hamptons Hideaway

Springs house

6 bedrooms / 3 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$2,550

Village Fringe glassy Modern with Pool and Tennis

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 52 minutes

Match: Swimming pool

All filters match

Price per night from

$356

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

$1,293

Beautiful-Pool,Tennis, Home Theater

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 51 minutes

Match: Swimming pool

All filters match

Price per night from

$410

Newly Renovated in East Hampton

East Hampton house

5 bedrooms / 4 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$872

LARGE OPEN SPACE, POOL, PETS WELCOME

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,047

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms / 7 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$3,488

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