
Vacation rentals with a pool in Shelter Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shelter Island
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 Shelter Island rentals with a pool
House rentals with a pool

Heated Pool, XXL Spa, Mini-Golf & Chef’s Kitchen!

Resort Style Living with Pool, Spa, and Bay Views!

Beach house with pool & hot tub!

Pool, Sauna, Hot Tub, Fire Pit & Outdoor Gym

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Upscale Resort House /Views, Saltwater Pool/Spa !

Resort Vacation +Sparkling Pool + Hot Tub

Splash! 40’ Pool, Bunks, 8 Mins to Beach, La Jolla
Condo rentals with a pool

Best Beach in seconds! Luxury 3Bd/2Ba KING Beds!

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

2BR Apartment in beautiful Eastlake, Chula Vista.

Cozy clean 1 bedroom centrally located by beaches
Home rentals with a private pool

Beach Apartment near Oceanside Pier

Historic Home with Pool/ Views of San Diego Bay

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Luxury San Diego House: Beach, Pool & Pet-Friendly

Vista Grande
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