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!
Jan 12 – 19
Home in Sag Harbor
4.94 out of 5 average rating, 101 reviewsSag Harbor Village Cottage with Pool
Jun 12 – 19
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Mar 12 – 19
Home in Patchogue
4.94 out of 5 average rating, 67 reviewsJoyful Beach House, viewing The Great South Bay
Dec 27 – Jan 3
Home in Cutchogue
4.96 out of 5 average rating, 74 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Oct 29 – Nov 5
Home in Mattituck
4.98 out of 5 average rating, 41 reviewsModern farmhouse w/ pool, beach, horses and winery
Mar 22 – 29
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Apr 18 – 25
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Apr 14 – 21
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 8 – 15
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Dec 16 – 23
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Mar 17 – 24
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Mar 30 – Apr 6
Condo in Greenport
4.93 out of 5 average rating, 124 reviewsBeautiful Waterview Condo on the North Fork of LI
Nov 10 – 17
Condo in Vernon Township
4.95 out of 5 average rating, 237 reviewsNYC Escape 1 hr away
Jun 30 – Jul 5
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
May 30 – Jun 6
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
Dec 21 – 28
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 4 – 11
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
Apr 2 – 9
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 15 – 22
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 24 – 31
Destinations to explore
- New City Vacation rentals
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- Rentals with pools New York
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