Accommodation 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
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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!
21 – 28 Jan
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
29 Dec – 5 Jan
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
11 – 18 June
Home in Southampton
4.95 out of 5 average rating, 132 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
26 May – 2 June
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
15 – 22 Nov
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
8 – 15 Dec
Home in Mattituck
4.98 out of 5 average rating, 44 reviewsModern farmhouse w/ pool, beach, horses and winery
22 – 29 Mar
Home in Southold
5.0 out of 5 average rating, 11 reviewsGorgeous home with heated gunnite pool!
27 Mar – 3 Apr
Condo rentals with a pool
Condo in Greenport
4.9 out of 5 average rating, 108 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20 – 27 Oct
Condo in Norwich
4.99 out of 5 average rating, 112 reviewsPeaceful Oasis steps from Mohegan Sun
4 – 11 Nov
Condo in Norwich
4.9 out of 5 average rating, 147 reviewsRenovated Condo rental at Norwich inn villa & Spa
16 – 23 Nov
Condo in Norwich
4.99 out of 5 average rating, 167 reviewsModern & Cozy Villa with low cleaning charge!
7 – 14 Feb
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
19 – 26 Apr
Condo in Norwich
4.99 out of 5 average rating, 101 reviewsJacuzzi/Sauna/Pool, On-site Spa, 3-mins to Mohegan
4 – 11 Apr
Condo in Norwich
4.88 out of 5 average rating, 211 reviewsThe N-V ...The Spa at the Norwich Inn.
18 – 25 June
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
30 June – 7 July
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
9 – 16 Sept
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
22 – 29 Oct
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
16 – 23 Nov
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
4 – 11 Oct
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
1 – 8 Jan
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
7 – 14 Apr
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
1 – 8 Jan
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
7 – 14 May
Destinations to explore
- Rentals with pools New York
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