Holiday 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.
Holiday 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 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, 113 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 Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Westhampton Beach
4.93 out of 5 average rating, 136 reviewsHampton's Haven
Apartment rentals with a pool
Apartment in Norwich
4.9 out of 5 average rating, 147 reviewsRenovated Condo rental at Norwich inn villa & Spa
Apartment in Greenport
4.9 out of 5 average rating, 111 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Apartment in Vernon Township
4.97 out of 5 average rating, 146 reviewsComfy Studio at Mountain Creek Resort
Apartment in Montauk
4.99 out of 5 average rating, 184 reviewsMontauk Waterfront Condo w/ Sunset Views
Apartment in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
Apartment in Vernon Township
4.95 out of 5 average rating, 241 reviewsNYC Escape 1 hr away
Apartment in Norwich
4.99 out of 5 average rating, 172 reviewsModern & Cozy Villa with low cleaning charge!
Apartment in Vernon Township
4.95 out of 5 average rating, 738 reviewsAppalachian Lodge Top Floor w/views
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Home in Lagrangeville
4.84 out of 5 average rating, 121 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
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Destinations to explore
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Loft rentals Long Island Sound
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- Bungalow rentals Long Island Sound
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- Rentals with a firepit Long Island Sound
- Hotel rentals Long Island Sound
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- Tiny house rentals Long Island Sound
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- Farm stay rentals Long Island Sound
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- Rentals with a sauna Long Island Sound
- Rentals with an accessible-height toilet Long Island Sound
- Bed and breakfasts Long Island Sound
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- Beachfront rentals Long Island Sound
- Flat rentals Long Island Sound
- Yurt Rentals United States
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- Pet-Friendly Vacation Rentals United States
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