
Holiday rentals with a pool in St. Helena
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Top-rated rentals with a pool in St. Helena
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Popular amenities for St. Helena rentals with a pool
House rentals with a pool

Clear Lake A-Frame | Lake Views, Deck, HOA Pool
We had a great stay at Alex's home. The view did not disappoint and the location for us was just perfect. We will be back next year...and Thank You Alex for being such a great host. We had all of the information we needed and Alex was very thorough in his communication. Thanks Again! Jim

Vineyard Vista, Modern Farmhouse Cottage with Pool
This is a great place to stay for a few nights while exploring Healdsburg and Windsor wineries. The surroundings are beautiful and the swimming pool is pristine. Nilus was a responsive host, and we appreciated his hospitality and proactive communication.

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!
We had a wonderful experience having a small family reunion here. We had two older adults who use walkers and a baby, so I wanted to make sure that the house could accommodate all of us. Place was perfect for this with 3 bedrooms on the first floor, and only a couple steps to manage into the front door. Robin and other hosts were really helpful in answering all of my questions prior to the booking (and after). Loved the pool, hot tub and gazebo sitting area. Used the grill for family dinners. Will treasure our memories here!

Stunning Estate home near Healdsburg/Wineries
This Airbnb was AMAZING!!! My friends and i absolutely loved staying here. The location was great for the wineries we went to which were sterling vineyard and Caymus. The only downfall was the pool rules and hours, also no microwave in the home. Either way i would definitely book this airbnb again!

20 Acre Ranch w/Vineyards, Pool, Hot Tub, & Views!
I had a wonderful stay! The place was absolutely beautiful — peaceful, well-maintained, and full of charm. The pool was a lovely spot to relax, and being able to walk through the surrounding vineyards made the experience feel extra special. Everything was thoughtfully documented, which made it easy to settle in and explore. The host’s recommendations were very helpful and much appreciated.

Serene Wine Country Retreat with Pool & Hot Tub
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!

Heated Pool+Hot Tub+Ping Pong, Close to Wineries
Jenny’s place was beautiful and very clean! We loved the open living room/kitchen area. The inside gas fireplace was perfect as it was pretty cold outside the weekend we were visiting. Several of the girls loved the hot tub. We also grabbed a few lemons off the lemon tree and they were delicious :) Jenny was extremely responsive when we reached out with question. She was great! I would highly recommend staying here! It was the perfect stay for our group of 8!

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
Great as always, this was our 3rd time and I know we will be back!
Apartment rentals with a pool

2/2 Iconic Napa Silverado Resort
This condo worked perfectly for two couples. Having the Grill within a 5 minute walking distance was a huge bonus. The Mansion also has a great bar which we enjoyed one evening after touring wineries all day!

Big 1 Bedroom Suite in Napa - Fully equipped!
Kalvin was a fantastic host. I felt like there was gonna be no problems or issues, and sure enough there wasn't. We loved our one bedroom place and the value was amazing!

*Fairway Retreat at Silverado
This place was perfect for a girls trip to Napa. The pullout couch bed was plenty big and comfortable in addition to the king bed in the 1 main bedroom. The bathroom was spotless and updated. The kitchen was also beautiful and updated. We loved being able to sit on the back patio that overlooks the golf course. We were able to get the TV to work perfectly fine and it was nice that we were able to do all of the streaming services. We utilized Uber for the most part going to wineries and dinners and it took about 10-15 mins for cars to get to us but we expected that and left enough time for that. The whole Silverado neighborhood is really nice and made it easy to walk/run through the neighborhood without worrying about busy car traffic. Everything was very clearly communicated from check in to check out and everything in between. Great experience overall and we'd definitely recommend booking this stay again!

One Bedroom Cottage Along the Napa River
Such an awesome little spot to “get away”. We live only 30 min away but it felt like we were in an oasis bubble for the evening & into the morning. Clean, quiet, comfortable & close to all the Napa wonders. We’ll be back for sure!

2B/2B - Mansion Cottages Silverado
I have been to Napa many times and even stayed at Silverado but this place was hands down the best. So close to the pool, the grill and coffee bar were great and we made some life long friends with people at the pool! Thank you so much for making this easy and worry free! The check in and check out were incredibly easy too.

Your wine and wellness retreat at Silverado
Nice place but please be aware that you are not entitled to/do not have access to all of the amenities at the resort—they are for those who booked through the resort directly. You can still eat at the restaurant and market at the resort, but the pool situation was finicky. We ended up being able to get in to the pool (not the spa pool but the one by the tennis courts) because someone let us in, but it was FOB access only—which we did not have. Overall beautiful location and unit and host was very friendly and communicative + flexible with check in! Would book here again in the future. Thanks!

1 bed | 1 bath | Silverado Resort Experience
Stephanie was an excellent communicator as Iwas having a problem knowing where to go! This was my first Airbnb experience and I was very pleased! I loved the condo itself and the fireplace was so lovely as well as the view! Plenty of space and so peaceful - location perfect to walk to the little market for breakfast ( which unfortunately had the worst Starbucks coffee ever!) Coffee in my room was better and free! Bed was super comfortable too! Only negative for me was the fact that it was on the 2nd level and I needed help getting my luggage up the stairs but that was no problem either!!

Mansion Condo at Silverado 2b/2b
Great condo! Perfect location to the pool and market! So nice having the balcony to relax in the morning with coffee or evening with that last glass of wine!! We will definatly be back!
Home rentals with a private pool

Riverside Lodge House in Guerneville
this was the perfect space for a weekend getaway with good friends. we really enjoyed the design details and the functionality of the spaces!

Eclectic Hideaway with Backyard Pool & Hot Tub
We enjoyed are stay at Dave's AirBNB. We were attending a wedding and the location was very convenient for us to attend all the wedding events. This being our first time staying at an AirBNB we had a couple questions during our stay. Dave was always quick to respond and assist with our questions.

Lovely and Spacious Ranch-Style Home With a Poolside Oasis
Griselda was a wonderful host. Our stay was super last minute and she was very accommodating, responsive and flexible. The location was perfect. We came to hike in Armstrong Redwood Park and her place was only about a 3 min drive there. It was also a three minute drive from the downtown so great location. Beautiful house with lots of space and a huge yard. I'd love to come back in the summer when we could use the outdoor space more, but the hot tub was perfect for the winter.

Family Home - Heated Pool, Hot Tub, bikes, + more!
Lawrence’s house was perfect for my group of 6. Plenty of space and it was nice all of the bedrooms did not share a wall as there was two couples. The instructions and guide that was provided was perfect and gave all of the details plus recommendations. The hot tub and pool were a great addition as this allowed our group to skip restaurants and going places and just stay at the house to cook or grill. One additional thing we noticed was the bedrooms did not include tvs, but we absolutely loved this for our group! I think we only turned on the living room tv once, otherwise we enjoyed each others company for this trip. Absolutely enjoyed staying at this home.
Quick stats about holiday rentals with a pool in St. Helena
Total rentals
10 properties
Total number of reviews
120 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Rodeo Beach
- Clam Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Black Sands Beach
- Children’S Fairyland
- Golden Gate Bridge
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- Pier 39
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Santa Maria Beach
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- Safari West
- Palace of Fine Arts'`
- San Francisco Museum of Modern Art
- Caymus Vineyards