
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

Designer Home w/ Heated, Salt-Water Pool

Private Oasis W/Stunning Vinyard and Pool Views

Home in Bellport Village w Pool

Chic Modern Designer 1.5 Acre Private Oasis

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Stunning North Fork House • Heated Pool/ Wineries

Classic Southampton Village Home w/ Pool

1800 Historical East Hampton Home, 1 Mile to Town!
Apartment rentals with a pool

Beautiful condo on Long Islands Northfork

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Newly Renovated Modern Townhouse w/Pool & Tennis

1856 Trading House close to water

A Unique Piece of Paradise, Water Front pool
Home rentals with a private pool
Enchanting Home with Large Decks and Heated Pool

Explore the Water & Woods at a Relaxing Retreat
Perfect Getaway at Sunny Modern Shampton Lake House
Saltbox with Separate Poolhouse in Northwest Woods
Quick stats about holiday rentals with a pool in Shirley
Total rentals
10 properties
Nightly prices starting at
£74 before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
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- Rentals with outdoor seating Shirley
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- Rentals with a washing machine and dryer Shirley
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- Pet-friendly rentals Shirley
- Rentals with pools Suffolk County
- Rentals with pools New York
- Rentals with pools United States
- Jones Beach
- Yale University
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Rye Playland Beach
- Walnut Public Beach
- Napeague Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Jones Beach State Park
- Woodmont Beach
- Jennings Beach
- Silver Sands Beach
- Cedar Beach
- Sandy Beach
- Rowayton Community Beach
- Sunken Meadow State Park
- Seaside Beach
- Wildemere Beach
- Harveys Beach