Holiday rentals with a pool in Shirley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shirley
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 Shirley rentals with a pool
House rentals with a pool
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
18–25 Sep
Home in Bellport
4.86 out of 5 average rating, 7 reviewsBellport Abode
14–21 Oct
Home in Bellport
5.0 out of 5 average rating, 32 reviewsModern and Bright 4 Bedroom with Pool
11–18 May
Home in Brookhaven
4.9 out of 5 average rating, 10 reviewsLarge coastal bohemian house in Brookhaven
23–30 Jan
Home in Bellport
4.91 out of 5 average rating, 54 reviewsBellport Home: Pool, Hot Tub & Ping-Pong Oasis
16–23 Oct
Home in Bellport
4.8 out of 5 average rating, 20 reviewsThe Bellport house
29 Sep – 6 Oct
Home in Bellport
5.0 out of 5 average rating, 19 reviewsPrivate Bellport Gem with View!
25 Nov – 2 Dec
Home in Brookhaven
4.78 out of 5 average rating, 49 reviewsStyle and comfort in beautiful Bellport/Brookhaven
10–17 May
Apartment rentals with a pool
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20–27 Oct
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
10–17 Nov
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
10–17 Oct
Apartment in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
22–29 Oct
Apartment in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
15–22 Nov
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
7–14 Jan
Apartment in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
30 Aug – 6 Sep
Apartment in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
30 Jul – 6 Aug
Home rentals with a private pool
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
9–16 Nov
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
29 Nov – 6 Dec
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
6–13 Apr
Home in East Hampton
4.79 out of 5 average rating, 39 reviewsEnchanting Home with Large Decks and Heated Pool
25 Oct – 1 Nov
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
14–21 Jan
Bungalow in East Hampton
4.93 out of 5 average rating, 99 reviewsEast Hampton Ranch with Access to Clearwater Private Beach
15–22 May
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
26 Jan – 2 Feb
Quick stats about holiday rentals with a pool in Shirley
Total rentals
10 properties
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
670 reviews
Nightly prices starting at
₹7,509 before taxes and fees
Destinations to explore
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