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Villa holiday rentals in San Jose

Find and book unique villas on Airbnb

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Popular amenities for San Jose villa rentals

Private villa rentals

Luxury villa rentals

Superhost
Villa in East San Jose
4.82 out of 5 average rating, 231 reviews

Entire Villa - Retreat - Refresh - Relax

BryanRating, 5 stars1 month ago
Very nice place to stay. It felt like a home away from home
Superhost
Villa in Ben Lomond
4.6 out of 5 average rating, 5 reviews

Santa Cruz Mountains Creek Villa

ElizabethRating, 5 stars8 months ago
Beautiful house in a quiet relaxing atmosphere. Sitting outside reading listening to the water flow past was wonderful. Would definitely stay again just to relax and read books all day.
Superhost
Villa in Oakland
4.33 out of 5 average rating, 9 reviews

Work teams! Nice2house9br5b Parking/WD SF OAK

nirajRating, 5 stars9 months ago
Great host and I had a good time there. It’s totally worth
Guest favourite
Villa in Los Gatos
4.94 out of 5 average rating, 47 reviews

Lovely 4 bedroom gated Villa with free parking

John & MardelleRating, 5 stars1 month ago
Really beautiful house that overlooks the Los Gatos / San Jose areas. Kitchen is well stocked, house has nice finishes and was clean. Great option to use for work get-togethers that are outside the San Jose madness.
Guest favourite
Villa in Monte Sereno
5 out of 5 average rating, 36 reviews

Los Gatos Villa: hot tub, sauna, pool, huge yard

LyndsayRating, 5 stars2 months ago
What a gem! We had a wonderful time at Steve’s house. The house is beautiful, functional and well decorated. The kitchen had everything we needed plus more. The property itself was incredible - private and peaceful with many activities for kids (and adults). The house is also ideally located close to downtown Los Gatos. Quick and kind responses from our host. We will definitely try and stay here again.
Superhost
Villa in Woodside
5 out of 5 average rating, 3 reviews

Camellia Cottage with Pool View

BetulRating, 5 stars5 months ago
Definitely five star quality of decor and architecture..Qian was super accommodating, absolutely amazing - so kind, and friendly. And the bed was super comfortable and atmosphere was very tranquil. We felt like we were in Tuscany. I would definitely stay again. Thank you Qian :)
Superhost
Villa in Boulder Creek
4.79 out of 5 average rating, 61 reviews

Family Retreat near South Bay and Santa Cruz Beach

NatalieRating, 5 stars2 months ago
Beautiful views! Our family enjoyed our stay and the main floor layout was perfect for our extended family's get together. The pool table, foosball table and games were loved by adults and kids alike. A few family members did get car sick on the way to the house though (not the fault of the house or host by any means), so just be aware that it is a windy road to get up there.
Guest favourite
Villa in San Mateo
5 out of 5 average rating, 46 reviews

Tesla EV Charger Basketball Pool Table Hot Tub Spa

JakeRating, 5 stars1 month ago
Jason was as wonderful of a host as his home was for our group. Jason's communication style and responsiveness was so appreciated by all of the guests. The home itself is comfortable, spacious, stylish, and very clean. Check in and check out was as easy as it gets. Jason, thanks for being a wonderful host. I'd recommend this place to any one in town for a vacation or a work trip. Great spot!

Villa rentals with a pool

Guest favourite
Villa in Castro Valley
4.82 out of 5 average rating, 28 reviews

By The Bay Retreat

MaireRating, 5 stars1 month ago
super comfy, well appointed house and great communication. thanks!
Villa in Hayward
4.95 out of 5 average rating, 40 reviews

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

MichaelRating, 5 stars7 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!
Private room in Palo Alto
4.68 out of 5 average rating, 19 reviews

#3| 4 min Drive to Stanford | Private Room

DmytroRating, 5 stars4 months ago
The room was clean and comfortable. Great location, nice and quiet place.
Superhost
Private room in Woodside
5 out of 5 average rating, 4 reviews

Hills View

RanikaRating, 5 stars54 months ago
What a hidden gem! This place is truly an oasis right in the middle of the Bay Area. The home is quiet, peaceful, serene, and enchanting in every way. My husband and I were delighted with Quan’s kindness and hospitality. We had a photoshoot in the garden. We relaxed by the pool. We walked around town like locals. We enjoyed brunch at a local restaurants a few blocks away. The house itself is a beautiful Spanish villa that you can get lost in the majesty of. We loved opening the windows to hear the water fountain and birds chirping. We also loved the luxurious small touches like linen sheets, down duvets and pillows, marble shower, perfect water pressure, lush towels and robes, Pellegrino, slippers, and toiletries. We also enjoyed just sitting peacefully in the garden and soaking in nature. We will definitely stay here again. What incredible memories. We love this place!
Guest favourite
Private room in Woodside
4.91 out of 5 average rating, 45 reviews

Estately Plausibility of Simplicity

AugustaRating, 5 stars10 months ago
We loved staying at this beautiful home. Everything was pristine. We would happily stay again.
Superhost
Private room in Woodside
5 out of 5 average rating, 4 reviews

Exquisite Crescent Suite

JulieRating, 5 stars7 months ago
Qian is a wonderful host and makes sure that her apartments are beautifully decorated as well as comfortable. The garden is gorgeous and the views are stunning. Woodside is a very nice and quiet small town, 20mn drive from Palo Alto / Stanford. We loved our stay.

Quick stats about villa rentals in San Jose

  • Total rentals

    60 properties

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore