
Vacation rentals with a pool in St. Helena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Helena
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 St. Helena rentals with a pool
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool

Sonoma Moon House

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Spectacular Stone Pool/Spa with Views; Near Plaza

Luxury home (+ pool house) with views, pool & spa

Heated Pool / Hot Tub. Walk to Shops, Wine, Food.

Happy House Getaway - Pool, Hot Tub & Wine Country

The Sonoma Green House*Pool
Condo rentals with a pool

*Silverado Condo Retreat near Wineries

2/2 Iconic Napa Silverado Resort

Silverado Resort Dual Suite golf course villa

One Bedroom Cottage Along the Napa River

*Fairway Retreat at Silverado

2B/2B - Mansion Cottages Silverado

Your wine and wellness retreat at Silverado Resort

1 bed | 1 bath | Silverado Resort Experience
Other vacation rentals with a pool

4BR Luxury | Pool, Views & Wine Country

Fairway Getaway

Hidden Apartment at UpValley Inn & Hot Springs

Sebastopol Retreat w/ Pool, Hot Tub, BBQ & Orchard

Petaluma Wine Country relaxing get away w/pool/spa

*Relaxing Condo at Silverado

Mountaintop poolside suite, sauna, views!

Wine Country Guest Cottage
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- Rentals with pools Napa County
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- Lake Berryessa
- Muir Woods National Monument
- Jenner Beach
- Bolinas Beach
- Brazil Beach
- Golden Gate Bridge
- Pier 39
- Rodeo Beach
- Six Flags Discovery Kingdom
- Clam Beach
- China Beach, San Francisco
- Santa Maria Beach
- Palace of Fine Arts'`
- Schoolhouse Beach
- Black Sands Beach
- Safari West
- Drakes Beach
- Limantour Beach
- Doran Beach
- Caymus Vineyards
- San Francisco Museum of Modern Art
- Point Reyes Beach
- Sonoma Coast State Park
- Trione-Annadel State Park