Vacation rentals with a pool in Long Island Sound
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Long Island Sound
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 Sound rentals with a pool
House rentals with a pool
Home in Southampton
4.97 out of 5 average rating, 241 reviewsStunning 3 bed 2 bath home W Pool
Home in Sag Harbor
4.89 out of 5 average rating, 169 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Home in Hampton Bays
4.98 out of 5 average rating, 115 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis Stunning Views 7/6 - 7/20 Available
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Condo rentals with a pool
Condo in Norwich
4.9 out of 5 average rating, 148 reviewsRenovated Condo rental at Norwich inn villa & Spa
Condo in Norwich
4.88 out of 5 average rating, 212 reviewsThe N-V ...The Spa at the Norwich Inn.
Condo in Vernon Township
4.97 out of 5 average rating, 149 reviewsComfy Studio at Mountain Creek Resort
Condo in Greenport
4.9 out of 5 average rating, 113 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Condo in Norwich
4.99 out of 5 average rating, 176 reviewsModern & Cozy Villa with low cleaning charge!
Condo in Norwich
4.99 out of 5 average rating, 123 reviewsPeaceful Oasis steps from Mohegan Sun
Condo in Vernon Township
4.97 out of 5 average rating, 223 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
Condo in Greenport
4.84 out of 5 average rating, 153 reviewsSound front condominium
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
Home in Lagrangeville
4.84 out of 5 average rating, 122 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Home in Rhinebeck
5 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Bungalow in East Hampton
4.93 out of 5 average rating, 100 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home in East Hampton
4.81 out of 5 average rating, 42 reviewsEnchanting Home with Large Decks and Heated Pool
Home in East Hampton
5 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
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