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 17 – 24
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
May 10 – 17
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 19 – 26
Home in Patchogue
4.94 out of 5 average rating, 67 reviewsJoyful Beach House, viewing The Great South Bay
Nov 1 – 8
Home in Cutchogue
4.96 out of 5 average rating, 75 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Apr 18 – 25
Home in Hampton Bays
4.97 out of 5 average rating, 29 reviews3 bedroom house with heated, salt water pool
Jan 24 – 31
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
Apr 12 – 19
Home in Commack
5.0 out of 5 average rating, 7 reviewsGood Vibez House 1.0~Hot Tub~Game Rm~IG Photo Op
May 10 – 17
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 216 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Dec 1 – 8
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 20 – 27
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Feb 6 – 13
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Apr 23 – 30
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
May 31 – Jun 7
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Jan 29 – Feb 5
Condo in Vernon Township
4.95 out of 5 average rating, 238 reviewsNYC Escape 1 hr away
Aug 13 – 18
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
May 22 – 29
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 30 – Jan 6
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Sep 18 – 25
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 3 – 10
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 1 – 8
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Dec 24 – 31
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 4 – 11
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Mar 31 – Apr 7
Destinations to explore
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