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
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Popular amenities for Long Island rentals with a pool
House rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec. 4 – 11
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Sep. 30 – Oct. 7
Home in Patchogue
4.94 out of 5 average rating, 67 reviewsJoyful Beach House, viewing The Great South Bay
Nov. 20 – 27
Home in Cutchogue
4.96 out of 5 average rating, 74 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Feb. 25 – Mar. 4
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Nov. 27 – Dec. 4
Home in Mattituck
4.98 out of 5 average rating, 41 reviewsModern farmhouse w/ pool, beach, horses and winery
Mar. 22 – 29
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Apr. 19 – 26
Home in Southampton
5.0 out of 5 average rating, 34 reviewsLuxury Hamptons Poolside Paradise w/ Outdoor Sauna
Feb. 10 – 17
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct. 25 – Nov. 1
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Mar. 18 – 25
Condo in Vernon Township
4.97 out of 5 average rating, 215 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Dec. 9 – 16
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Mar. 3 – 10
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
Nov. 10 – 17
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Oct. 9 – 16
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Aug. 26 – Sep. 2
Condo in Vernon Township
4.95 out of 5 average rating, 727 reviewsAppalachian Lodge Top Floor w/views
Oct. 13 – 20
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
Oct. 3 – 10
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Nov. 16 – 23
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr. 5 – 12
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan. 14 – 21
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Oct. 25 – Nov. 1
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 14 – 21
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Mar. 26 – Apr. 2
Destinations to explore
- New City Vacation rentals
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