Villa holiday rentals in San Jose

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for villa rentals in San Jose

Luxury villa rentals

Guest favourite
Villa in Castro Valley
4.84 out of 5 average rating, 38 reviews

By The Bay Retreat

MilindRating, 5 stars4 weeks ago
We booked this place for a family staycation to spend a long weekend doing nothing but relaxing. This place exactly fit the bill. The hot tub was amazing, the pool was lovely and clean. Our little daughter thoroughly enjoyed the hot tub. The place was clean and well appointed with amenities. Best of all, when we realized we might end up arriving earlier then check in time, Alex promptly set us up to arrive a while hour and a half before time!
Guest favourite
Villa in Grand Lake
4.97 out of 5 average rating, 94 reviews

Gather w/ Friends&Family in 5BR Getaway Villa!

HeatherRating, 5 stars1 month ago
It was a lovely house for an extended family for a UC Berkeley graduation. The house was spacious - 5 large bedrooms all with king beds! The dining room was lovely for an in home meal. Nice outdoor seating. Spacious living areas. Great off street parking. Friendly service.
Superhost
Villa in Boulder Creek
4.76 out of 5 average rating, 68 reviews

Family Retreat near South Bay and Santa Cruz Beach

AlanaRating, 5 stars2 weeks ago
Lots of space and well stocked. Thanks for a great stay!
Superhost
Villa in West Oakland
5 out of 5 average rating, 3 reviews

4 BR Designer Home w/ Hot Tub near SF UC Berkeley

Abby Rating, 5 stars5 months ago
This was a great escape in Oakland! Every guest had their own bathroom and the kitchen/living room space was so spacious.
Guest favourite
Villa in San Mateo
4.91 out of 5 average rating, 182 reviews

❤️ Large Modern Luxurious Villa Near SFO

HussainRating, 5 starstoday
Very friendly and responsive owner .. we had great time there .. thank you
Villa in Downtown San Jose
4.91 out of 5 average rating, 22 reviews

A Gem! Executive 4B2.5B 2019 SQFT House J-Town

NormaRating, 5 stars4 weeks ago
The best part of this place was the room in the back. It really was like an Executive Director suite. So of course my ED took advantage and took the room for himself. lol. We appreciate the extra blankets and we each had our own room.
Villa in Castro Valley
4.97 out of 5 average rating, 33 reviews

Clean And Classy 3 Bed Villa, Great Family Retreat

WilliamRating, 5 stars32 months ago
Beautiful place to stay.
Villa in Menlo Park
4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

MicheleRating, 5 stars10 months ago
This was just the respite we needed from San Francisco. Spending almost a week hanging out by the pool, close to restaurants when we didn’t want to cook, and with enough space for my entire family to stretch out was absolutely amazing and super relaxing. We felt right at home. Thank you, Azadeh!

Villa rentals with a pool

Guest favourite
Villa in Castro Valley
4.84 out of 5 average rating, 38 reviews

By The Bay Retreat

MilindRating, 5 stars4 weeks ago
We booked this place for a family staycation to spend a long weekend doing nothing but relaxing. This place exactly fit the bill. The hot tub was amazing, the pool was lovely and clean. Our little daughter thoroughly enjoyed the hot tub. The place was clean and well appointed with amenities. Best of all, when we realized we might end up arriving earlier then check in time, Alex promptly set us up to arrive a while hour and a half before time!
Villa in Foster City
4.75 out of 5 average rating, 4 reviews

elegant two-story home in a resort-style community

MarjorieRating, 5 stars26 months ago
Beautiful neighborhood. Many walkable trails and parks with access to the Bay Trail. House is large and comfortable (great beds) and spotlessly clean. Large private backyard and very close to the tennis/pickle ball courts and pool. Only complaint is that the kitchen was not well stocked for our two week stay. We needed to borrow cooking implements and equipment from our son who lives in the area. But overall, a wonderful property and would not hesitate to return.
Villa in Hayward
4.95 out of 5 average rating, 40 reviews

5BR, 400sf Studio, Indoor Warm Pool, A/V, Gardens

MichaelRating, 5 stars11 months ago
We had an absolutely fantastic time staying at Lior’s place. From start to finish, everything exceeded our expectations. The communication with Lior’s was smooth and prompt. Upon arrival, we were warmly greeted and given a thorough tour of the property. The pool was amazing it was heated all the days of our stay regardless of the weather it was great going in , space was immaculately clean and beautifully decorated, providing a cozy and welcoming atmosphere. The amenities provided were top-notch, ensuring that we had everything we needed for a comfortable stay. Thank you!
Guest favourite
Private room in Woodside
4.92 out of 5 average rating, 48 reviews

Estately Plausibility of Simplicity

AimeeRating, 5 stars2 months ago
I recommend this beautiful home! It’s extremely private and everything you’d need …. and more!! The inside is luxurious and the outside grounds are beautiful and relaxing. It’s truly a gem getaway!
Villa in Piedmont
5 out of 5 average rating, 18 reviews

Family sized 4BR, 3 Bath.

DaveRating, 5 stars3 weeks ago
Michael’s place was perfect for our family gathering and Michael and Joanie were super hosts—warm, thoughtful, very communicative. The backyard cabana and pool area are wonderful. It felt like we were at a tropical beach and made lots of family memories there. Thanks again for letting us stay in your home!
Villa in Menlo Park
4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

MicheleRating, 5 stars10 months ago
This was just the respite we needed from San Francisco. Spending almost a week hanging out by the pool, close to restaurants when we didn’t want to cook, and with enough space for my entire family to stretch out was absolutely amazing and super relaxing. We felt right at home. Thank you, Azadeh!
Guest favourite
Private room in Woodside
5 out of 5 average rating, 5 reviews

Exquisite Crescent Suite

KRating, 5 stars5 days ago
Qian has such vision. I’m inspired by her. It’s fascinating to stay here & quite difficult to return to my own reality.
Guest favourite
Private room in Woodside
5 out of 5 average rating, 53 reviews

Strikingly elegant, exquisite & estately Villa!

ChandlerRating, 5 stars1 month ago
Beautiful, peaceful and amazing place. Great location too.

Quick stats about villa rentals in San Jose

  • Total rentals

    60 properties

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore