Rent Montauk Homes with Swimming Pools

We selected the 8 homes worth renting in this location

Home spotlights

Number Nineteen

Number Nineteen

  • 13 guests

  • 6 bedrooms

Montauk, East Hampton

As one of the first high-end net-zero houses in the area, this dreamy Mauntauk home is sustainable, ideally located and looks pretty good, too. Modern and bright, it has plenty of space for a big group but leads out onto a sweeping garden, just in case you need a little extra.

Silver Wattle

Silver Wattle

  • 6 guests

  • 5 bedrooms

Montauk, East Hampton

If you’re looking for a restorative seaside retreat in Montauk, you won’t find better ocean views than this. With a back door opening almost straight onto the gorgeous beach, swims, games on the sand and gentle strolls are a no-brainer.

Coral Skies

Coral Skies

  • 6 guests

  • 3 bedrooms

Montauk, East Hampton

Savour fabulous ocean views from every room at this idyllic home on one of Montauk's white-sand beaches. The beautiful open-concept living, dining, and kitchen space will easily accommodate your every need.

Moon Over Montauk

Moon Over Montauk

  • 18 guests

  • 7 bedrooms

Montauk, East Hampton

Atop a hill, this sprawling Hamptons home boasts panoramic views of Montauk’s famous coastline. Light dabbles in from the French windows throughout, and the dramatic double height ceiling, large fireplace and unique pieces of furniture makes the living room an ideal place to entertain guests.


We selected the top 3% holiday homes in Montauk Homes with Swimming Pools

Explore the 8 most perfect homes in our collection

View on map

Most popular homes

Life As A Dream

Life As A Dream

  • 8 guests

  • 4 bedrooms

Montauk, East Hampton

Run to the Sea

Run to the Sea

  • 6 guests

  • 3 bedrooms

Montauk, East Hampton

Paradise Cottage

Paradise Cottage

  • 9 guests

  • 4 bedrooms

Montauk, East Hampton

Atlantic Treehouse

Atlantic Treehouse

  • 6 guests

  • 3 bedrooms

Montauk, East Hampton

Grand Getaway

Grand Getaway

  • 10 guests

  • 7 bedrooms

Wainscott, East Hampton

The Fifties Barn

The Fifties Barn

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

Gambel Dollhouse

Gambel Dollhouse

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

Sunshine Stop

Sunshine Stop

  • 8 guests

  • 4 bedrooms

East Hampton, The Hamptons

View all

Check upcoming rates & availability for Montauk Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Montauk, East Hampton, The Hamptons, Suffolk County, New York, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Montauk Home to Rent with a Swimming Pool today, and set up a holiday to remember.

Search Our Collection