
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

Summer Oasis: Private Pool, Games & Family Fun

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

Spectacular Southampton Retreat!

Home in Bellport Village w Pool

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Bellport Home: Pool, Hot Tub & Ping-Pong Oasis

Southampton Charmer, 5 bedrooms w pool - Location
Condo rentals with a pool

Beautiful condo on Long Islands Northfork

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Newly Renovated Modern Townhouse w/Pool & Tennis

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

1856 Trading House close to water

A Unique Piece of Paradise, Water Front pool

Waterfront Autumn Escape in Wine Country: 2BR
Other holiday rentals with a pool

New, spacious 1BR with a large deck close to train

Modern Southampton Cottage | Heated Pool & Peloton

Hamptons Waterfront Romantic King Suite

Head of Pond House - Waterfront Cottage

Incredible 9+ Bed Watermill Home Wellness Retreat

Stamford Grand Apartment

The “Birdy” Guest house

1 bedroom w/ private wellness indoor lap pool
Quick stats about holiday rentals with a pool in Shirley
Total rentals
10 properties
Nightly prices starting at
$152 AUD 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
Wi-Fi availability
10 properties include access to Wi-Fi
Destinations to explore
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- Rentals with a washing machine and dryer Shirley
- Family-friendly rentals Shirley
- Pet-friendly rentals Shirley
- Rentals with beach access Shirley
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- 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
- Walnut Public Beach
- Rye Playland Beach
- Bethpage State Park
- Napeague Beach
- Shinnecock Hills Golf Club
- Rowayton Community Beach
- Jones Beach State Park
- Cedar Beach
- Silver Sands Beach
- Woodmont Beach
- Sandy Beach
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Outer Beach at Smith Point County Park
- Seaside Beach