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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

$512

Willow Retreat

Montauk house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,323

Modern Montauk Getaway w/Shared Pool & Ocean View!

Montauk condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 10 minutes

Match: Swimming pool

All filters match

Price per night from

$196

Ocean Front Cottage Montauk for rent

Montauk cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 41 minutes

Match: Swimming pool

All filters match

Price per night from

$340

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

$11,183

Great rentals within 20 miles that match your search

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

$1,603

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

$1,118

East Hampton Village Luxury Rental

East Hampton house

5 bedrooms / 6 bathrooms / sleeps 12

Match: Swimming pool

All filters match

Price per night from

$4,294

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

$1,494

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

$946

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

$1,053

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

$2,946

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$782

Beachy Keen - East Hampton, NY

Springs house

3 bedrooms / 3 bathrooms / sleeps 7

Match: Swimming pool

All filters match

Price per night from

$902

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

$2,646

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

$1,373

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

$1,320

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

$1,440

Peaceful, charming, convenient

Bridgehampton house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$3,517

Village traditional on a quiet cul de sac

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,312

Sag Harbor European Designer's Home

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$2,732

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

Sag Harbor apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

All filters match

Price per night from

$781

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

$1,028

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

$696

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

$1,747

Breathtaking Hamptons Hideaway

Springs house

6 bedrooms / 3 bathrooms / sleeps 14

Match: Swimming pool

All filters match

Price per night from

$2,496

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

$1,266

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

$1,025

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

$3,414

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

$392

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

$467

Village Fringe glassy Modern with Pool and Tennis

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Match: Swimming pool

All filters match

Price per night from

$336

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

$3,635

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

Bridgehampton house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

All filters match

Price per night from

$807

Luxury Hamptons Home

Wainscott house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 53 minutes

Match: Swimming pool

All filters match

Price per night from

$1,118

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

$448

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,330

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,164

Viewing 38 of 77
rentals in Montauk

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