What are the top rated Vacation Rentals with Pools in Long Island?

There are a lot of options in Long Island. If you plan on staying in the Long Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Long Island: <a href="/property/southold-waterfront-with-boat-dock-boat-ramp-hot-tub-beaches/HA-321356134" class="class="static-page-link"">Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub &amp; Beaches</a> <a href="/property/beach-house-w-short-walk-to-ditch-plains-beach/HA-321716697" class="class="static-page-link"">Beach House W/Short Walk to Ditch Plains Beach</a> <a href="/property/private-charming-lovely-farmhouse-in-wainscott-east-hampton/HA-121941816" class="class="static-page-link"">Private, Charming, Lovely Farmhouse in Wainscott, East Hampton</a> <a href="/property/enjoy-the-beach-fireplace-hot-tub-the-wine/HA-321742376" class="class="static-page-link"">Enjoy the beach, Fireplace , Hot Tub the wine !</a> <a href="/property/east-end-retreat-water-front-available-for-the-us-open-shinnecock-hills-2026/HA-1214971269" class="class="static-page-link"">East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026</a> <a href="/property/luxury-9-acre-sagaponack-sag-harbor-compound-retreat-year-round-spa/HA-121111095" class="class="static-page-link"">Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat &amp; Year-Round Spa</a> <a href="/property/hamptons-haven-heated-pool-hot-tub-gameroom-2-miles-to-rogers-beach/HA-1213912947" class="class="static-page-link"">Hampton’s Haven: Heated Pool, Hot Tub &amp; Gameroom! 2 miles to Rogers Beach</a> <a href="/property/waterfront-pool-hottub-strong-wifi-pingpong-paddleboard-kayak-bocce-court/HA-121123945" class="class="static-page-link"">Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court</a> <a href="/property/amazing-dune-rd-westhampton-beach-home-steps-to-the-beach-great-ratings/HA-1213937919" class="class="static-page-link"">AMAZING DUNE RD WESTHAMPTON BEACH HOME STEPS TO THE BEACH GREAT RATINGS !</a> <a href="/property/westhampton-beach-cedar-shingle-with-heated-pool-gym-on-a-private-road/HA-321708322" class="class="static-page-link"">Westhampton Beach Cedar Shingle with Heated Pool &amp; Gym - on a Private Road</a>

What are the best family-friendly luxury rentals in Long Island?

We have many family-friendly luxury rentals in the Long Island. The Top family-friendly holiday rentals in Long Island are: GIVE THE GIFT OF THE HAMPTONS WITH 2026 SUMMER DISCOUNTS! BOOK NOW! Beautiful East Hampton Retreat with Hot Tub and Pool! East Hampton Art House Bed & Breakfast Xmas Now Available 12/24-28. Fantastic Holiday Deal in a Festive Decorated House See all <a href="/all/usa/new-york/long-island" class="class=&#34;static-page-link&#34;">pet-friendly luxury rentals in Long Island</a> on Hottubvacationrentals

Do any villa rentals in Long Island have a pool?

Yes, There are more than 2053 villa rentals in Long Island that have indoor and private swimming pools. Check out our filter option to find your best villa or vacation home near Long Island.