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Villa holiday rentals in San Jose

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Popular amenities for villa rentals in San Jose

Private villa rentals

Villa in East San Jose
4.67 out of 5 average rating, 21 reviews

Warm 2BR/1BA house Silicon W/D parkin near SJ town

NateRating, 5 starstoday
I stayed for 3 months and couldn’t have been happier with my choice to stay here. Close to downtown, amazing food all around. The gate in front and the fact it was at the very end of a cul de sac made the place feel extra private. Would definitely recommend!!
Villa in Castro Valley
4.93 out of 5 average rating, 90 reviews

Private Terraced Garden Suite - #1 Favorite ★★★★★

StevenRating, 5 stars30 months ago
Great host, great location. Property is a gem, clean and quiet. We will stay there again.
Guest favourite
Villa in North Oakland
4.95 out of 5 average rating, 19 reviews

FirePit|BBQ|Outdoor Dining|Near UC|Spacious & Lux

SteveRating, 5 stars3 months ago
This was the perfect place for us to visit with our three adult children, since there was plenty of space for everyone. It’s a fairly central location in Oakland with many walkable areas between 15 and 30 minutes away. Not really in any specific neighborhood but close to many. Large attractive, outdoor space and plenty of privacy. Alli was a great host and extremely responsive when an issue came up.
Villa in Downtown San Jose
4.67 out of 5 average rating, 191 reviews

SJ Downtown Hensley House Private 3rd Floor

HarshadRating, 5 stars1 month ago
Overall very nice and unique place to stay! We had the upper floor area and were 2 of us so was plenty of space. The reclining bed was a nice surprise! Slight issues were that the entry metallic gate’s sliding lock came off at the slightest touch, and the stairway light switch had a loose connection and the button needs replacement. But these are very minor things which did not really affect the quality of our stay. Plenty of street parking was a definite plus! 5 stars!!
Guest favourite
Villa in Palo Alto
4.94 out of 5 average rating, 17 reviews

Abby‘s Home|Studio w Kitchen/Bath/AC/private entry

UmeshRating, 5 stars3 days ago
Nice cozy place - great neighborhood with lots of Eichler homes. Bedroom is spacious, kitchen a bit tight but fully functional. Bathroom is closeby but not attached to bedroom. Overall good, quiet and funtional experience for my 3 day stay - mainly nights.

Luxury villa rentals

Villa in Downtown San Jose
4.88 out of 5 average rating, 16 reviews

100 Executive 4B2.5B 2019 SQFT House J-Town

LuisRating, 5 stars1 month ago
Great cozy house!
Superhost
Villa in Oakland
4.33 out of 5 average rating, 9 reviews

Easy commute/big team/Nice2house9br5b Parkings/WD

nirajRating, 5 stars10 months ago
Great host and I had a good time there. It’s totally worth
Villa in Half Moon Bay
4.97 out of 5 average rating, 32 reviews

Luxury stay with stunning ocean views.

PatrickRating, 5 stars12 months ago
Beautiful views, comfortable and clean, very responsive and flexible host.
Villa in Pacifica
4.59 out of 5 average rating, 37 reviews

Great Ocean Mountain View SFO Pacifica Beach Villa

RaghavaRating, 5 stars3 months ago
We will definitely be back to stay at Nana’s home. She was extremely responsive and was even willing to ship an item we left at the house. Very kind person and highly recommend her for your stay in the Bay Area!
Villa in Millbrae
3.5 out of 5 average rating, 6 reviews

Millbrae Luxury Residential Area Near San Francisco Airport, Comfortable 5 Suite 10 Bed 5 Private Bathroom Villa

WinnieRating, 5 stars44 months ago
Thé room and space is friendly and spacious for family size group. and the room is clean and comfy~ However, for us, a corporate group of 15 ppl, working together in the kitchen area is very tight. We would have to go work separate in rooms. Overall, it’s a good experience and the host is friendly and easy to contact!

Villa rentals with a pool

Guest favourite
Villa in Castro Valley
4.84 out of 5 average rating, 32 reviews

By The Bay Retreat

Christopher JohnRating, 5 stars2 days ago
A wonderful home in a quite par of town..
Villa in Hayward
4.95 out of 5 average rating, 40 reviews

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

MichaelRating, 5 stars8 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!
Superhost
Private room in Woodside
5 out of 5 average rating, 4 reviews

Hills View

RanikaRating, 5 stars55 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!
Superhost
Private room in Woodside
4.91 out of 5 average rating, 45 reviews

Estately Plausibility of Simplicity

AugustaRating, 5 stars11 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 stars8 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.
Villa in Menlo Park
4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

MicheleRating, 5 stars8 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 in Piedmont
5 out of 5 average rating, 17 reviews

Family sized 4BR, 3 Bath.

CarrieRating, 5 stars8 months ago
We needed a place to stay close by our home while movers were packing up. Michael & Joanie’s home provided a great place to rest and recuperate. This is their family home (which was accurately described in the listing) and they ensured it was comfortable, clean, & welcoming. The backyard was amazing & the kids loved the trampoline. Joanie was so kind to leave a box of legos for the kids to play with. Very thoughtful & gracious hosts! Would recommend their space for families. Thank you!

Quick stats about villa rentals in San Jose

  • Total rentals

    60 properties

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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