
Holiday rentals with a pool in Oakland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oakland
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Popular amenities for Oakland rentals with a pool
House rentals with a pool

A Travelers Dream Come Stay with us!
This home was in a great location in Clayton, close to tons of trails and a quick walk downtown. There was plenty of space in the home for several guests, and it was located in a very quiet, peaceful neighborhood. We thoroughly enjoyed our stay!

Fully renovated private cul-de-sac home in Marin
We had an amazing stay at Casita Casita, the kids had so much fun in the pool and the kitchen was beautiful. On the last day, my six year old didn’t want to leave, she said she wished we could live there forever. It was super clean and when I did have a question, Courtney replied almost immediately. She was super great to work with, she sent us the house guide before our arrival and it included food recommendations. There was also a book printed guide which we actually referenced a lot! So that was helpful. The location is EXTREMELY walkable, we had fun walking to local shops and restaurants and the local park and bocci ball court.

New Modern Trendy 4BD/3BA & Gr8 Amenities
Duke was absolutely amazing! I booked this place for my family and I as my fiancée and I were getting married in San Francisco. My fiancée had taken the key to the detached room the night before the wedding that had all of my things to get ready for the next day! I was freaking out and reached out to Duke who responded within minutes and provided the spare key. I would definitely recommend this place to anyone and would come again! 10/10

Little Poolside House near Downtown Mountain View!
Staying at this small house with pool was just what I needed. Enjoyed all aspects of my stay!

Unreal Beachfront Marin Getaway!
A group of lifelong friends and I meet once a year for a long weekend to catch up, decompress, and spend time together. We chose San Francisco this year and after hunting on AirBnB we stumbled across this estate on JAR Farms. The host Nikki was proactive, helpful, and responsive. We arrived on Wednesday and drove to thru the gate into a lush oasis. The pictures on the listing didn't do the property justice. We arrived at the guest house to a welcome gift of wine, local honey, and snacks. We were a group of 6 adults and the guest house was cozy yet a perfect size for a reunion of friends. We were given a tour of the property showing us the boat house/beach, grand staircase to the bay overlook, the pool house (pool and hot tub), gardens, bee hives, and the many trails on the property. The mornings we hiked Monahan Trail at the adjacent Old St. Hillary's Preserve. In the afternoons we enjoyed the hot tub and a nice bbq dinner. Perfect weekend! HIGHLY recomended. Will be returning!

3 BR Home on Vineyard nr Palo Alto & Stanford
Amazing property & setting, absolutely loved the pool, sport court, etc. Hosts were communicative & easy, will certainly be back for another warm-weather escape.

Craftman’s Castle
A Perfect Stay at the Craftsman’s Castle! We had an amazing stay at the Craftsman’s Castle in Concord, CA! The house was beautiful, spacious, and had everything we needed for a comfortable and relaxing visit. The highlight was definitely the backyard—it felt like a private retreat. The pool was incredible, and we spent hours enjoying the sun and the peaceful atmosphere. Daniel was a fantastic host—communicative, friendly, and made everything super easy from check-in to check-out. You can really tell he puts a lot of care into making sure guests have a great experience. Highly recommend this place for anyone looking for a relaxing getaway with top-notch amenities and an exceptional host. We’d love to come back again!

$1.8M Luxe MeiCasa | 5min Levi | EV | Massage Beds
Melissa's Place was a great location for our crew. We stayed here to work over at Levi's Stadium. The Crew enjoyed coming home to enjoy their downtime, after a long day of work. Place was perfect for what we needed. Melissa was a great host and accommodated us, when we needed to extend, due to delays at the work. This helped us out tremendously, This place is perfect if your looking for Family gathering or for business.
Apartment rentals with a pool

Downtown Modern Living Condo!
Anis was an excellent host and the place was as described. Clean and quiet.

Oliva Place Townhouse
Quiet, good location and exactly what we needed.

Luxury Penthouse ~ Best View of San Francisco
Amazing condo. There is literally no other way to see the Bay Bridge like this, it's absolutely worth the view!! There were also stocked snacks and beautiful flowers 🥰

Relaxing Lake Merritt Condo with Balcony + Pool
We really enjoyed our stay. The home was very clean and accommodating. Check in was a little confusing at first but once we figured it out it went very smoothly. We would definitely stay here again. Thank you for having us.

Art Deco Mission Flat
Lyssette’s lovely flat was exactly as described & very comfortable. It is in the heart of the mission district with so many restaurants & neat shops nearby. Highly recommended!

Willow Place
Perfect Airbnb experience. The location, the apartment, the pool, Ryan's helpfulness -- everything was way above expectations.

Cozy condo by the lake
The accommodations were nice and the area was quiet. It was a short walk to shops, restaurants, a movie theater and a 5 minute drive to a supermarket. It was a short walk to the lake which had a circumferential walking path. We particularly liked the locked parking garage. We will definitely come back.

Modern 2BR Condo | Business & Long-Term Stays
This was one of the best Airbnb stays I’ve had. Tucked in a quiet, green neighborhood just minutes from downtown Palo Alto, the location was perfect. Peaceful & residential, yet incredibly convenient. Having an organic grocery store within walking distance was a big plus. The home itself is beautifully done, spotless, thoughtfully designed, & filled with everything you might need for a comfortable and relaxed stay. The kitchen was well-equipped, the bed was cozy, and the entire space had a calm, welcoming vibe that instantly put me at ease. But what truly elevated the experience was Johana. She is one of the kindest and most considerate hosts I’ve ever met, warm, responsive, and genuinely invested in making sure everything was perfect. Whether it was a quick question or a small request, she was always just a message away and incredibly thoughtful in her responses. You can tell she really cares. I would stay here again in a heartbeat & I am looking forward to it.
Quick stats about holiday rentals with a pool in Oakland
Total rentals
250 properties
Total number of reviews
2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wifi availability
240 properties include access to wifi
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- Golden Gate Park
- Stanford University
- Oracle Park
- Twin Peaks
- Bolinas Beach
- Montara State Beach
- Pescadero State Beach
- Rodeo Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Mission Dolores Park
- Rockaway Beach
- Black Sands Beach
- Children’S Fairyland
- Joaquin Miller Park
- Golden Gate Bridge
- Drakes Beach
- Limantour Beach
- San Gregorio State Beach
- SAP Center
- Pier 39
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Waddell Beach
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