Villas and Holiday homes in San Jose, CA

1019 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
San Jose, CA holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1019 Villa rentals in San Jose, CA

Best San Jose, CA villas and holiday homes with a pool

Among the 1019 accommodations in San Jose, CA, here are the 4 best villas and holiday homes with a pool

Private Cottage In Orchard And Vineyard Setting - San Jose, CA
9.9 80 reviews

Private Cottage In Orchard And Vineyard Setting

house, Los Gatos
This charming cottage is situated in Los Gatos, just a short walk from Vasona Park and the town centre, with easy access to the 85 and 880 freeways. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
The cottage features one bedroom and one bathroom, comfortably accommodating up to two guests. Amenities include a private deck overlooking a large garden, a swimming pool, a fully equipped kitchen, and a BBQ area, perfect for enjoying the warm California weather.
Fun 3br With Pool & Slide, Pet Friendly In San Jose - San Jose, CA
No reviews

Fun 3br With Pool & Slide, Pet Friendly In San Jose

house, San Jose
This San José holiday home is conveniently located approximately 11 kilometres from Happy Hollow Park & Zoo, the San José Convention Center, and the Children's Discovery Museum.
Sleeping up to 11 guests, this property boasts a private pool with a slide, a fully equipped kitchen, free Wi-Fi, and a balcony plus garden; it's also pet-friendly and near Norman Y. Mineta San José International Airport (16km).
Tuscan Villa Nestled In The Vineyard - Villa Riposo - San Jose, CA
9.8 7 reviews

Tuscan Villa Nestled In The Vineyard - Villa Riposo

house, Morgan Hill
This Morgan Hill villa is centrally located, less than 1.1 kilometres from Guglielmo Winery and within 4.8 kilometres of the Morgan Hill Outdoor Sports Centre and Anderson Lake County Park.
This four-bedroom, four-bathroom property sleeps ten guests and boasts a private outdoor pool, hot tub, patio with barbecue, fireplace, and free Wi-Fi; enjoy nearby wine tasting and outdoor pursuits.
@ Marbella Lane - 4br Siliconvalley Gempool House - San Jose, CA
No reviews

@ Marbella Lane - 4br Siliconvalley Gempool House

cottage, San Jose
This detached dwelling in Berryessa, San Jose, is a short walk from Silicon Valley and Alum Rock Park, and within 9.6 kilometres of Regional Medical Centre.
This holiday home offers a private garden, a full kitchen with microwave and oven, air conditioning, a swimming pool, and free WiFi in communal areas.

Best family friendly San Jose, CA villas and holiday home

Among the 1019 accommodations in San Jose, CA, here are the 4 best family friendly villas and holiday homes

Business-friendly Escape With Smart Home Tech And Comfort - Charming Haven - San Jose, CA
9.8 14 reviews

Business-friendly Escape With Smart Home Tech And Comfort - Charming Haven

house, San Jose
This San Jose apartment is situated 1.9-2.4 kilometres from the SAP Centre, San Jose McEnery Convention Centre, and Downtown San Jose, making it ideal for business travellers and families.
This newly remodelled 60 square metre lower-level unit offers accommodation for up to six guests with a private entrance, a functional kitchen, free parking, and accepts pets for an additional fee, providing convenient access to over 120 tech companies including Google and Adobe.
Molivu Homes 1br | New Build | Pet Friendly | W/d - San Jose, CA
9.9 61 reviews

Molivu Homes 1br | New Build | Pet Friendly | W/d

house, San Jose
This San Jose guesthouse, near major freeways (101 and 280), offers easy access to Santana Row (within 6.4 km), San Jose city centre (within 6.4 km), and the SAP Centre (within 6.4 km), placing guests close to key attractions and tech companies.
The self-contained one-bedroom property sleeps four, featuring a fully equipped kitchen, king-size bed, sofa bed, 55" smart TV, high-speed Wi-Fi, and on-site laundry facilities; a shared, fully fenced backyard with BBQ is perfect for relaxation and pet owners.
Cozy Air-conditioned Garden House - San Jose, CA
9.6 164 reviews

Cozy Air-conditioned Garden House

house, Campbell
This studio apartment is conveniently located in the centre of Campbell, just 12 kilometres from San Jose Airport and within walking distance of restaurants and shops. The property has received excellent ratings for cleanliness, location and overall experience from previous guests.
This self-catering apartment has a private entrance, kitchen, bathroom and fully furnished living space. It can accommodate up to four guests and features modern amenities such as a private Wi-Fi connection, a refrigerator and two coffee machines.
Family Friendly Mini Putt Getaway W/fast Wi-fi - San Jose, CA
9.8 54 reviews

Family Friendly Mini Putt Getaway W/fast Wi-fi

house, San Jose
This detached dwelling is located in a sought-after San Jose district, offering excellent access to Downtown San Jose, key technology campuses, and San Jose International Airport (SJC), situated approximately 7 kilometres from the city centre.
This residence caters for up to 10 guests with 4 bedrooms and 4 bathrooms, featuring a private mini-golf course, high-speed internet, a fully equipped kitchen, an automatic rising work desk, and is situated in a quiet, family-friendly neighbourhood.

Frequently asked questions about villa rentals in San Jose, CA

Popular destinations

Best San Jose, CA villas and holiday homes with parking

Large Poolside King Suite With Private Entrance-villa Riposo Winery - San Jose, CA
9.0 12 reviews

Large Poolside King Suite With Private Entrance-villa Riposo Winery

cottage, Morgan Hill
This Morgan Hill cottage, situated 1.1km from Guglielmo Winery and within 5km of both the Morgan Hill Outdoor Sports Centre and Anderson Lake County Park, offers a peaceful rural retreat near local attractions.
The 37 square metre self-catering property sleeps two guests in one bedroom and one bathroom, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a patio, barbecue, swimming pool, on-site laundry, and parking.
Greenwood Guest House, A Peaceful Oasis - San Jose, CA
9.8 238 reviews

Greenwood Guest House, A Peaceful Oasis

house, Monte Sereno
This private guesthouse is situated in Monte Sereno, a peaceful neighbourhood just 2 kilometres from downtown Los Gatos and Saratoga and 15 kilometres from San Jose Airport. The property has received excellent ratings for its cleanliness, location and user experience.
The self-catering property has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private pool and tennis court, a garden and parking.
Bay Area Views Retreat And Events @ Veranda Hills - San Jose, CA
10 6 reviews

Bay Area Views Retreat And Events @ Veranda Hills

house, San Jose
This spacious San Jose ranch estate, situated 14.5km from the San Jose Convention Centre and 16km from San Jose city centre, offers breathtaking panoramic Bay Area views and proximity to the SAP Centre, San Jose Airport, Great Mall of the Bay Area, and Westfield Valley Fair Shopping Mall.
This 372 square metre, six-bedroom, five-bathroom property sleeps twenty guests, boasting a newly remodelled open-plan layout, a tranquil garden, extensive outdoor amenities including a hot tub (seasonal), putting green, and a complimentary s'mores package, plus an exclusive event hosting package.
Designer Garden Retreat - San Jose, CA
No reviews

Designer Garden Retreat

house, San Jose
This detached house in San Jose offers a private villa experience, located 1.9 kilometres from the Convention Centre and 1.6 kilometres from Happy Hollow Park and Zoo, with convenient access to the San Jose Institute of Contemporary Art, Shoreline Amphitheatre, and Winchester Mystery House, and is 6 kilometres from Norman Y. Mineta San Jose International Airport.
This family-friendly property spans 112 square metres, accommodating up to 11 guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, free WiFi, air conditioning, a sun terrace, a balcony, a garden, and private on-site parking including an electric vehicle charging station.

Best San Jose, CA villas and holiday homes with a garden

#Marbella Lane 6br Duplex In Downtown Sj 10-min To Levi's - San Jose, CA
8.7 174 reviews

#Marbella Lane 6br Duplex In Downtown Sj 10-min To Levi's

house, San Jose
This three-bedroom house is situated in Downtown San Jose, just over a mile from the San Jose Convention Center and within walking distance of the San Jose Institute of Contemporary Art and the San Jose Diridon Amtrak Station. The property boasts excellent user, location and cleanliness ratings, making it a great choice for travellers.
The property offers a fully equipped kitchen with a dishwasher and oven, ensuring a comfortable stay for families or groups. The house also benefits from air conditioning, free Wi-Fi, and comfortable bedding, along with easy access to public transportation and local attractions.
Cabana In Sierra Azul Open Space Preserve - San Jose, CA
9.9 1034 reviews

Cabana In Sierra Azul Open Space Preserve

house, San Jose
This secluded property is situated in the Sierra Azul Mountain Range in Los Gatos, offering panoramic views of Silicon Valley, just 48 kilometres from San Jose. The property has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering accommodation sleeps two guests and features a private pool, hot tub, and a cabana with a kitchenette. Guests can enjoy a range of activities, including hiking, biking, and exploring the surrounding natural beauty.
Adorable 2 Bed Guesthouse Walk To Willow Glen Dwtn - San Jose, CA
9.9 114 reviews

Adorable 2 Bed Guesthouse Walk To Willow Glen Dwtn

B&B, San Jose
This modern two-bedroom guesthouse in San Jose's Willow Glen district is within walking distance of Willow Glen's town centre and a Safeway supermarket, and approximately 3.2 kilometres from San José State University, the SAP Center, and Google’s campus.
The self-contained property offers a full kitchen, washer-dryer, dedicated patio, and sleeps up to six guests in two bedrooms and a living room with two sofa beds.
Modern Casita - Private Entrance - Silicon Valley - San Jose, CA
8.7 6 reviews

Modern Casita - Private Entrance - Silicon Valley

house, San Jose
This San José guesthouse, conveniently located near Martial Cottle Park and within a 15-minute drive (approx. 16km) of major freeways (US-85 & US-87) and hospitals such as Kaiser Santa Teresa, offers easy access to local amenities including Safeway and High Five Pizza.
The self-contained property features one bedroom, one bathroom, sleeps two guests comfortably (with an additional pull-out bed), and includes a fully equipped kitchen, high-speed Wi-Fi, a private patio with gas grill, secure gated parking, and a swimming pool.
©2026 cozycozy.com