Rent The Hamptons Homes with Swimming Pools

We selected the 140 homes worth renting in this location

Home spotlights in The Hamptons

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.

The Lone Tree

The Lone Tree

  • 8 guests

  • 5 bedrooms

Amagansett, East Hampton

Ideal for groups of family or friends, this Hamptons home makes for a great summer base. We love the garden, with a heated pool at its centre, where you can spend your days splashing about with the kids.

By The Estate

By The Estate

  • 12 guests

  • 7 bedrooms

Sagaponack, Southampton

This home, designed by renowned Hamptons architect Val Florio, is right next to the famous Wolffer Estate. Wine fans will be in their element – gather up your family and enjoy a fabulous stay in the village of Sagaponack.

Shes a Blues

Shes a Blues

  • 6 guests

  • 3 bedrooms

North Sea, Southampton

Welcome to this stunning renovated beach cottage in Southampton. This contemporary 3-bedroom, 2-bathroom property offers a perfect blend of modern comforts and beach living.


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

Explore the 140 most perfect homes in our collection

View on map


Most popular homes in The Hamptons

Teak in Trees

Teak in Trees

  • 4 guests

  • 2 bedrooms

Springs, East Hampton

Nature's Spirit

Nature's Spirit

  • 8 guests

  • 3 bedrooms

Springs, East Hampton

Sunflower Summer

Sunflower Summer

  • 7 guests

  • 3 bedrooms

Springs, East Hampton

Cinematic Seascapes

Cinematic Seascapes

  • 14 guests

  • 6 bedrooms

Northwest Harbor, East Hampton

Hampton Hedgerows

Hampton Hedgerows

  • 11 guests

  • 6 bedrooms

Southampton, The Hamptons

Lunar Glow

Lunar Glow

  • 8 guests

  • 4 bedrooms

North Sea, Southampton

Summer Harbour

Summer Harbour

  • 6 guests

  • 3 bedrooms

Greenport West, North Fork

The Perfect Memory

The Perfect Memory

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

View all



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 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 The Hamptons Home to Rent with a Swimming Pool today, and set up a holiday to remember.

Search Our Collection