Vacation 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.
Vacation 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
Dec 14 – 21
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
Jun 11 – 18
Home in Bellport
4.86 out of 5 average rating, 7 reviewsBellport Abode
Jan 8 – 15
Home in Bellport
5.0 out of 5 average rating, 32 reviewsModern and Bright 4 Bedroom with Pool
Dec 28 – Jan 4
Home in Brookhaven
4.9 out of 5 average rating, 10 reviewsLarge coastal bohemian house in Brookhaven
Apr 23 – 30
Home in Brookhaven
4.78 out of 5 average rating, 49 reviewsStyle and comfort in beautiful Bellport/Brookhaven
Oct 19 – 26
Home in Bellport
5.0 out of 5 average rating, 19 reviewsPrivate Bellport Gem with View!
Nov 29 – Dec 6
Home in Bellport
4.8 out of 5 average rating, 20 reviewsThe Bellport house
Sep 22 – 29
Condo rentals with a pool
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct 20 – 27
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
May 31 – Jun 7
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
May 22 – 29
Condo in Bridgehampton
4.92 out of 5 average rating, 13 reviewsBridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Dec 2 – 9
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Jan 22 – 29
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep 27 – Oct 4
Condo in Mount Sinai
5.0 out of 5 average rating, 27 reviews1856 Trading House close to water
Dec 19 – 26
Condo in Southampton
5.0 out of 5 average rating, 10 reviewsNewly Renovated Modern Townhouse w/Pool & Tennis
Jul 30 – Aug 6
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
Nov 7 – 14
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Jan 1 – 8
Home in East Hampton
4.94 out of 5 average rating, 16 reviewsWalk to Water. Stunning Home with Gorgeous Pool & Grounds.
Sep 18 – 25
Home in East Hampton
5.0 out of 5 average rating, 13 reviewsSaltbox with Separate Poolhouse in Northwest Woods
Apr 3 – 10
Home in Southampton
4.94 out of 5 average rating, 16 reviewsPerfect Getaway at Sunny Modern Shampton Lake House
Jan 1 – 8
Home in Remsenburg
4.95 out of 5 average rating, 64 reviewsExperience a Quiet Hamptons Getaway
Jan 30 – Feb 6
Quick stats about vacation 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
R1,669 ZAR before taxes and fees
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