
Holiday rentals with a pool in Downtown San Jose
Find and book unique homes with a pool on Airbnb
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!

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.

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

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
We live down in Santa Cruz and wanted to treat ourselves to a poolside weekend in the mountains (and this place did not disappoint!!). Would certainly stay again and appreciate how communicative the hosts were. As we get into summer we should have known better and brought our citronella candles because the mosquitos were out with a vengeance and forced us inside- so we recommend prepping for bugs if you want to stay poolside for sunset.

$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.
Condo rentals with a pool

Charming Luxury 2BR w/ Monitor and Adjustable desk
The place is as described. It has everything you need. Communication with the host was great and very accommodating. I would definitely return and stay again!

Charming 1 bedroom, 1 bath, 2 Story Condo.
Everything was great! The unit had everything you could possibly need for a trip (stocked bathroom, stocked kitchen, tons of extra towels and blankets). The neighborhood was also very quiet, which was great because we're light sleepers. I would definitely recommend this spot and would stay again.

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.
Quick stats about holiday 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
Wi-Fi availability
80 properties include access to Wi-Fi
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- Santa Cruz Beach
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- Golden Gate Park
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