
Holiday 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.
Holiday 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

The Queen House

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

Casa Bahia Beautiful San Diego Home with Pool

Bright and spacious home with views, pool & spa.

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

Upscale Resort House /Views, Saltwater Pool/Spa !

Oceanfront Paradise | Panoramic Views, Pool & Spa

Villa CaribeƱa -4BR Luxury w/ Heated Pool & Games
Apartment rentals with a pool

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

Ocean-Bay-Sunset View Condo in Pacific Beach!

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

Luxury Living Near the Beach

One Bedroom Ocean Front Condo!

The Casa Amore!

SEA Forever OceanFront Pacific Beach View Paradise
Home rentals with a private pool

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
Amazing Views with Heated Pool and Jacuzzi Near Beach
Destinations to explore
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- Rosarito Beach
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- Torrey Pines State Beach
- Pacific Beach
- Tijuana Beach
- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
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- San Diego Zoo Safari Park
- Balboa Park
- La Misión Beach
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- Black's Beach
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- Moonlight Beach
- Sesame Place San Diego
- Liberty Station
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- Torrey Pines Golf Course
- USS Midway Museum
- Mission Beach