Vacation rentals with a pool in Long Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Long Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island rentals with a pool
House rentals with a pool
Home in Hampton Bays
4.98 out of 5 average rating, 113 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in East Hampton
4.93 out of 5 average rating, 143 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Pound Ridge
5.0 out of 5 average rating, 128 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Home in Westhampton Beach
4.93 out of 5 average rating, 137 reviewsHampton's Haven
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in Cutchogue
5.0 out of 5 average rating, 26 reviewsNorth Fork paradise between beaches and vineyards
Condo rentals with a pool
Condo in Montauk
4.95 out of 5 average rating, 111 reviewsDeluxe Studio Apt@The Montauk Manor
Condo in Montauk
4.99 out of 5 average rating, 184 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Greenport
4.9 out of 5 average rating, 111 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Greenport
4.91 out of 5 average rating, 126 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Greenport
4.83 out of 5 average rating, 150 reviewsSound front condominium
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Condo in Greenport
4.87 out of 5 average rating, 82 reviewsSeaside Escape w Pool, Private Beach & Patio
Home rentals with a private pool
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Home in East Hampton
4.8 out of 5 average rating, 41 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
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