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 Mastic Beach
4.93 out of 5 average rating, 107 reviewsGorgeous Waterfront and Indoor Pool Family Oasis!
Jan 18 – 25
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Jul 19 – 26
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 26 – Jan 2
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Dec 5 – 12
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
Jun 11 – 18
Home in Southampton
4.87 out of 5 average rating, 237 reviewsSecluded Southampton Luxury Estate with tennis 288
Nov 18 – 25
Home in Cutchogue
5.0 out of 5 average rating, 24 reviewsNorth Fork paradise between beaches and vineyards
Jan 8 – 15
Home in Mattituck
4.98 out of 5 average rating, 43 reviewsModern farmhouse w/ pool, beach, horses and winery
Jan 12 – 19
Condo rentals with a pool
Condo in Norwich
4.99 out of 5 average rating, 112 reviewsPeaceful Oasis steps from Mohegan Sun
Oct 6 – 13
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 Norwich
4.9 out of 5 average rating, 146 reviewsRenovated Condo rental at Norwich inn villa & Spa
Dec 16 – 23
Condo in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
Nov 17 – 24
Condo in Norwich
4.99 out of 5 average rating, 101 reviewsJacuzzi/Sauna/Pool, On-site Spa, 3-mins to Mohegan
Dec 12 – 19
Condo in Vernon Township
4.97 out of 5 average rating, 144 reviewsComfy Studio at Mountain Creek Resort
Jan 15 – 22
Condo in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
Mar 30 – Apr 6
Home rentals with a private pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 27 – Oct 4
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 17 – 24
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Nov 8 – 15
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Oct 2 – 9
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 5 – 12
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Feb 3 – 10
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
May 31 – Jun 7
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