Holiday 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.
Holiday rentals for every style
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Popular amenities for St. Helena rentals with a pool
House rentals with a pool
Home in Sonoma
4.93 out of 5 average rating, 200 reviewsHouse on Broadway at the Plaza!
Home in Healdsburg
4.91 out of 5 average rating, 106 reviewsVineyard Vista, Modern Farmhouse Cottage with Pool
Home in Sonoma
4.91 out of 5 average rating, 116 reviewsSpectacular Stone Pool/Spa with Views; Near Plaza
Home in Windsor
4.97 out of 5 average rating, 180 reviewsLuxury Wine Country Estate with pool & hot tub
Home in Sonoma
4.88 out of 5 average rating, 292 reviews*Heated* Swimming Pool Retreat Near Sonoma Square
Home in Santa Rosa
4.86 out of 5 average rating, 200 reviewsHot Tub/Pool ~ Walk To Wine, Shops & Restaurants
Home in Santa Rosa
4.98 out of 5 average rating, 103 reviewsSonoma Green House *Pool*Close to Wine Country
Home in Sebastopol
4.91 out of 5 average rating, 114 reviewsThe Deer Retreat – Privacy and Comfort
Condo rentals with a pool
Condo in Napa
4.95 out of 5 average rating, 57 reviewsICONIC NAPA VALLEY SILVERADO CONDO
Condo in Napa
4.86 out of 5 average rating, 97 reviewsSilverado Mansion Junior Suite | Pool | 1Bd | 1Ba
Condo in Napa
4.83 out of 5 average rating, 35 reviews1 Bedroom Grand Suite in Iconic Napa Resort
Condo in Napa
4.94 out of 5 average rating, 87 reviewsWine Country Living at it's best at Silverado CC
Condo in Napa
4.99 out of 5 average rating, 78 reviewsWine country getaway at Silverado Resort & Spa
Condo in Napa
4.92 out of 5 average rating, 38 reviewsStudio Suite at Napa Valley Resort (3)
Condo in Napa
5 out of 5 average rating, 12 reviewsPerfect Golf course view at Silverado resort
Condo in Napa
5 out of 5 average rating, 63 reviews*Fairway Retreat at Silverado
Home rentals with a private pool
Home in Guerneville
4.92 out of 5 average rating, 179 reviewsRiverside Lodge House in Guerneville
Home in Sonoma
4.93 out of 5 average rating, 254 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Home in Guerneville
4.83 out of 5 average rating, 173 reviewsLovely and Spacious Ranch-Style Home With a Poolside Oasis
Home in Sonoma
4.82 out of 5 average rating, 366 reviewsFamily Home - Heated Pool, Hot Tub, 2 fire places
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