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 Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in Southampton
5.0 out of 5 average rating, 23 reviewsRenovated Southampton Home+Pool
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Home in Cutchogue
4.96 out of 5 average rating, 76 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Home in Southampton
5.0 out of 5 average rating, 58 reviewsDream home in SH with Heated Pool OPEN from May 4
Condo rentals with a pool
Condo in Montauk
4.94 out of 5 average rating, 109 reviewsDeluxe Studio Apt@The Montauk Manor
Condo in Greenport
4.9 out of 5 average rating, 108 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Montauk
4.99 out of 5 average rating, 182 reviewsMontauk Waterfront Condo w/ Sunset Views
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Greenport
4.84 out of 5 average rating, 146 reviewsSound front condominium
Condo in Vernon Township
4.95 out of 5 average rating, 734 reviewsAppalachian Lodge Top Floor w/views
Condo in Vernon Township
4.97 out of 5 average rating, 143 reviewsComfy Studio at Mountain Creek Resort
Condo in Vernon Township
4.97 out of 5 average rating, 218 reviewsRustic Chic at Mountain Creek! Pool Open All Year!
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 East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Destinations to explore
- New City Vacation rentals
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- Rentals with pools New York
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