Holiday 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.
Holiday 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 Patchogue
4.95 out of 5 average rating, 92 reviewsJoyful Beach House, viewing The Great South Bay
Home in Massapequa
4.92 out of 5 average rating, 114 reviewsGreat Family Times in this 5 Bedroom House
Home in Monroe
4.96 out of 5 average rating, 199 reviewsGarden Level Suite with Beautiful Pool
Home in East Hampton
4.94 out of 5 average rating, 155 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Southampton
5 out of 5 average rating, 10 reviewsHamptons Modern Retreat NEW CONS
Home in Pound Ridge
5 out of 5 average rating, 144 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Home in Hampton Bays
4.98 out of 5 average rating, 126 reviewsBeach House Feel - newly renovated backyard Oasis
Home in New London
4.9 out of 5 average rating, 115 reviewsBeauty and the Beach!
Condo rentals with a pool
Condo in Vernon Township
4.91 out of 5 average rating, 246 reviews206 · Renovated Chic Premium 1 bdrm
Condo in Greenport
4.83 out of 5 average rating, 122 reviewsSeaside Escape w Pool, Private Beach + Patio
Condo in Vernon Township
4.95 out of 5 average rating, 165 reviewsComfy Studio at Mountain Creek Resort
Condo in Vernon Township
4.95 out of 5 average rating, 786 reviewsAppalachian Lodge Top Floor w/views
Condo in Greenport
4.89 out of 5 average rating, 144 reviewsBeautiful Waterview Condo on the North Fork of LI
Condo in Greenport
5 out of 5 average rating, 107 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Vernon Township
4.95 out of 5 average rating, 256 reviewsNYC Escape 1 hr away
Condo in Vernon
4.95 out of 5 average rating, 184 reviewsAppalachian Lodge #324 @ Mtn Creek Mtn Front Pool
Home rentals with a private pool
Bungalow in East Hampton
4.92 out of 5 average rating, 106 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
Home in Water Mill
4.92 out of 5 average rating, 120 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Home in Old Westbury
3.8 out of 5 average rating, 5 reviewsSerene Haven: Stunning Yard, Pool, and Views
Home in East Hampton
4.82 out of 5 average rating, 45 reviewsEnchanting Home with Large Decks and Heated Pool
Home in Southampton
4.93 out of 5 average rating, 61 reviewsSouthampton Quiet Private Home/Pool 6min to Villag
Home in East Hampton
5 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Home in East Hampton
4.88 out of 5 average rating, 33 reviewsChic Poolside Hideaway in East Hampton
Home in East Hampton
4.77 out of 5 average rating, 75 reviewsBike to Town and Beach; Saltwater Pool + Cinema
Destinations to explore
- Rentals with pools New York
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