
Vacation rentals with a pool in Downtown San Jose
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Top-rated rentals with a pool in Downtown San Jose
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Downtown San Jose rentals with a pool
House rentals with a pool

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay
I booked this home for my colleagues from overseas, and they had a fantastic stay. The host was highly professional and responsive, promptly addressing all requests and ensuring everyone’s comfort throughout their visit. Their attentiveness made the experience seamless and enjoyable. Highly recommended!

Mission style, w. Pool, Hot tub, walk to downtown
We stayed at Sara's while visiting family nearby, but her home felt like a vacation in itself. The backyard is magical - we spent a fair amount of time there, swimming, grilling/dining, reading/napping. The backyard (and its myriad diversions) even lured our tech-obsessed teenagers away from their devices for extended periods. Everything was well maintained, no detail overlooked. We also enjoyed the access to a peloton bike and workout equipment. The interior was clean, organized, stylish but comfortable. The sunroom and small courtyard off of the bedrooms were great for yoga or stealing a quiet moment with a cup of coffee or book. Sara was responsive and attentive. Instruction booklet was clear and helpful. The stay exceeded our expectations. We hope to be back.

Silicon Valley Executive home in Santa Clara
it's a wonderful house and the location is great too! walk to shops, parks, playground....etc also they provided lots of toys and kid books, my kids were so happy stay in there. Walter was really helpful and easy to communicate with.

Perfect home with pool for family vacations!
We had a great stay. The home was very comfortable and stocked with everything we needed. Good pillows and towels. We enjoyed the pool and hot tub as well as the park down the road. Thanks so much.

Luxury 4-Suite Carbon-Neutral Home With Pool
I can’t say enough good things about my stay and my incredible host. From the moment I booked, communication was fast, clear, and friendly. But what truly stood out was how my host went above and beyond to make me feel welcome and comfortable. I would definitely stay again and recommend this home to anyone looking in the Campbell area.

Serene, Large 4BR/2.5BA Home in San Jose
Phu and the other hosts were amazing and kind. They accommodated us in every way that was possible. The house was spacious and felt safe, mainly because the neighborhood was filled with friendly people! We had some trouble with our flights (as most people can with flying and traveling), but Phu and the other hosts constantly communicated with us when possible. We requested a rice cooker because we wanted to potentially save on our trip by cooking homemade meals. Although we didn’t use it, they delivered one to the house. I felt so comfortable being in the house. Now, if you were to stay, I have to say that because the house is so well lit with new LED lights and other technology, some of my family had a hard time telling if the lights were turned off completely. Some of the light switches didn't seem to have a purpose. But they had so many pros that outweighed the minor cons. Instructions were clear and easy!

Retreat Oasis Pool/Hot Tub/Billiards/Game SF Bay
Highly recommend staying here! Amazing host and amazing property. We hope to come back again.

Casa Feliz | Pool | Dry Sauna | Family Fun
A group of us stayed for a wedding in town, and had a great time at Elia’s lounging by the pool and making breakfast together in the mornings. The hosts were super responsive and even Amazoned us a reusable keurig cup during our stay for us to enjoy our own coffee beans
Condo rentals with a pool

Stylish Silicon Valley Retreat – Perfectly Located
Great host- from the time we booked the Airbnb until the time we signed out (and after), Kwesi was always available, and genuinely interested in how we were doing G, what else we might need, etc. Great place- clean, quiet, beautiful, nice location.

Contemporary 2BR - Blocks from Stanford Campus
The apartment is placed in a perfect position. You can find everything you need in a walking distance like a supermarket, good places to grab something to eat and gyms. the check-in was easy and perfectly matched the description Dee provided me before the arrival. The house is very spacious and the kitchen fully equipped. I recommend this place for a comfy stay in Palo Alto.

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym
We had an amazing time at Devin's. We came in for a work trip and Devin's spot was perfect for unwinding and had plenty of space for us to work aswell. The bed was comfy, the place was beautiful, and the spa bath was amazing! The kitchen was also well stocked with coffee and cookware. Devin was also very communicative and helpful throughout our stay. Definitely would stay again.

Modern Upscale 2BR/2BA Condo near Levi Stadium
Rene is an amazing host that provided quick responses, great amenities, and support. The location is peaceful, quiet and walking distance to the nearest plaza for groceries and food. It is also a relatively short walk to the nearest light rail station as well. I had a long term stay of 4-months with three other people and we were all really satisfied with our stay. Although our stay was shortened prematurely by the COVID-19 pandemic, Rene was very understanding and provided us support for our safety until the very end. Whether if you're looking for a short or long stay, you will not regret choosing here.

3 Story Townhouse - 2 bed - 2.5 bath - garage
We had everything we needed for our two night stay. It was very quiet and the beds were comfortable. Communication was excellent.

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.

Charming 2 bedroom 2 story condo - No smoking
We had a great stay at Mayela’s place! Communication was smooth and helpful she provided clear instructions and useful information before our arrival. The home was clean, comfortable. Parking instructions were very helpful as well. Overall, a great experience.

Spacious Top Floor Condo Retreat
During my stay at Joann’s place, I felt safe and very comfortable. The whole home is bright and spotlessly clean, with greenery visible outside the windows. Parking was very convenient, and communication with her was smooth throughout. The kitchen was fully equipped, allowing me to cook and enjoy a good glass of red wine. The sofa was cozy and the bed was spacious. I was pleasantly surprised to find such a wonderful place—thank you!
Quick stats about vacation rentals with a pool in Downtown San Jose
Total rentals
80 properties
Total number of reviews
480 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi
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- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Monterey Bay Aquarium
- Twin Peaks
- Davenport Beach
- Montara State Beach
- Pescadero State Beach
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- New Brighton State Beach
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Rockaway Beach
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- Joaquin Miller Park
- Golden Gate Bridge