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Private Swimming Pool Vacation Rentals in the Hamptons

Step into your own backyard oasis and never have to share it with anyone. Our Hamptons private pool collection is for those who want the full summer experience without leaving the property, cool water on demand, long afternoons on the deck, and evenings that drift from poolside to dinner without a second thought.

From modern East Hampton retreats with heated pools and open deck space to secluded Montauk properties where the pool sits tucked among the dunes, each rental in this collection has been chosen for its outdoor setup, privacy, and the kind of seamless indoor-outdoor flow the Hamptons summer is built around. Explore all Hamptons vacation rentals or browse the collection below.

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Frequently Asked Questions

Are the pools heated?

Many pools in this collection are heated, extending the comfortable swimming season from late spring through early fall. Heated pool availability is noted on each individual property listing. If this is a priority for your stay, filtering by that feature or reaching out before booking is the best way to confirm.

What is the typical pool setup at these properties?

Pool configurations vary by property, from classic rectangular lap pools to freeform designs with spa attachments, shallow wading areas, and surrounding deck space. Many homes include outdoor showers, lounge furniture, and pool houses. Full details and photos of each outdoor setup are available on the property page.

Do these rentals also have beach access?

Most properties in this collection are within a short drive of ocean and bay beaches. Some homes in East Hampton and Amagansett are walkable to the water. Public beach access in the Hamptons varies by village and often requires a parking permit, so confirming local rules before your stay is worthwhile.

When is the best time to rent a pool home in the Hamptons?

Late June through August is peak season, with warm temperatures and the full energy of a Hamptons summer. Memorial Day weekend through mid-June and the weeks following Labor Day are strong alternatives, quieter crowds, lower rates in some cases, and weather that still makes full use of a pool entirely reasonable. Properties book early for peak weekends, so planning ahead is advisable.

What a Private Pool Rental Adds to Your Hamptons Vacation

The right rental turns your backyard into the best part of the trip. In the Hamptons, where summer days are long and the pace is meant to be slow, having a private pool means you never have to leave the property to feel like you are on vacation.

Your own space, entirely

No shared amenities, no pool schedules, no strangers. Just your group, your pool, and your pace.

Perfect for the shoulder season

Many of our heated pool properties extend comfortable outdoor living well into October, when the crowds are gone but the Hamptons landscape is at its most beautiful.

The flexibility to entertain on your terms

After a morning at the beach or an afternoon on the wine trail, coming back to a private pool turns a good trip into a great one.

The right home is what turns a Hamptons weekend into a week no one wants to leave. That is what a private pool rental, chosen for its layout and not just its listing photos, actually delivers.