
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!

Your Modern Lux Pool Resort in the Heart of SD

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Dream Vacation! Sunny 3 Bedroom Home!

Beach House w/ Private Pool & Spa mins to beach!

Villa Caribeña -4BR Luxury w/ Heated Pool & Games
Condo rentals with a pool

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

Ocean-Bay-Sunset View Condo in Pacific Beach!

Luxury Living Near the Beach

One Bedroom Ocean Front Condo!

The Endless Summer Condo!

Modern 2BD/2BA w/Pool in Heart of Pacific Beach

Patrick's Pacific Paradise: new oceanfront+parking

Panoramic Ocean Views! Beach & Boardwalk Access
Other holiday rentals with a pool

Modern Central SD Home w/ Pool & Spa Near Beach

Literal neighbor to Balboa Park!

Treehouse Retreat in Mission Hills

Lux Villa: Heated Pool, Sauna, & Gym

Historic Home with Pool/ Views of San Diego Bay

North Park Craftsman Oasis with Pool

Breathtaking Ocean, Bay, City & Petco Park Views

*KING BED* Adorable 2bd 2ba condo, very Central
Destinations to explore
- Southern California Holiday rentals
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- Stanton Holiday rentals
- Las Vegas Holiday rentals
- Channel Islands of California Holiday rentals
- San Diego Holiday rentals
- Palm Springs Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Las Vegas Strip Holiday rentals
- Anaheim Holiday rentals
- Santa Monica Holiday rentals
- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
- Pacific Beach
- Tijuana Beach
- Coronado Beach
- SeaWorld San Diego
- LEGOLAND California
- University of California San Diego
- San Diego Zoo Safari Park
- San Onofre Beach
- Balboa Park
- La Misión Beach
- Oceanside Harbor
- Coronado Shores Beach
- Black's Beach
- Belmont Park
- Surf Beach
- Sesame Place San Diego
- Moonlight Beach
- Liberty Station
- Law Street Beach
- USS Midway Museum
- Torrey Pines Golf Course