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San Jose, CA holiday homes
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709 Villa rentals in San Jose, CA

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

Among the 709 accommodations in San Jose, CA, here are the 4 best villas and holiday homes with a pool

The Studio At Sarahills Vineyards - San Jose, CA
10 92 reviews
San Jose, CA
19/07 – 23/08
NZ$229/nighttotal: NZ$8015 (35 )

The Studio At Sarahills Vineyards

1 1
house , Saratoga
This studio apartment is situated in the hills of Saratoga, just a short drive from the Mountain Winery and Concert Venue, offering a peaceful setting amidst vineyards. The property has received excellent ratings for location, cleanliness and overall experience.
The self-contained apartment is ideal for a couple, with a comfortable double bed, a fully equipped kitchen and a large desk. Guests can enjoy the private amenities including a swimming pool, a jacuzzi, a garden and a BBQ area, perfect for relaxing and enjoying the beautiful surroundings.
Tuscan Villa Nestled In The Vineyard - Villa Riposo - San Jose, CA
9.8 7 reviews
San Jose, CA
25/06 – 27/06
NZ$5877/nighttotal: NZ$11754 (2 )

Tuscan Villa Nestled In The Vineyard - Villa Riposo

4 3
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
San Jose, CA
08/10 – 29/10
NZ$1828/nighttotal: NZ$38388 (21 )

@ Marbella Lane - 4br Siliconvalley Gempool House

1 2
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.
Los Gatos Villa: Hot Tub, Sauna, Pool, Huge Yard - San Jose, CA
10 44 reviews
San Jose, CA
05/08 – 12/08
NZ$2079/nighttotal: NZ$14553 (7 )

Los Gatos Villa: Hot Tub, Sauna, Pool, Huge Yard

1 5
house , Monte Sereno
This executive home is situated in Los Gatos, just a short walk from the charming downtown area, offering easy access to restaurants, shops, and entertainment. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house offers two bedrooms and two bathrooms, accommodating up to four guests. Amenities include a fully equipped kitchen, a private swimming pool, a hot tub, a sauna, a garden, and a fitness centre, providing a comfortable and enjoyable stay.

Best family friendly San Jose, CA villas and holiday home

Among the 709 accommodations in San Jose, CA, here are the 4 best family friendly villas and holiday homes

70 M² House ∙ 5 Bedrooms ∙ 10 Guests - San Jose, CA
San Jose, CA
04/09 – 04/11
NZ$999/nighttotal: NZ$60939 (61 )

70 M² House ∙ 5 Bedrooms ∙ 10 Guests

5 1
house , San Jose
House rental for up to 10 guests. Your accommodation will be based in San Jose.
Facilities and services include free parking, a terrace and an access for persons with reduced mobility. Pets are allowed in this house.
Private Villa Estate Spanish Style -Levi’s Stadium - San Jose, CA
San Jose, CA
24/07 – 26/07
NZ$6870/nighttotal: NZ$13740 (2 )

Private Villa Estate Spanish Style -Levi’s Stadium

4 11
house , East Foothills
This European Spanish-style villa is located on a secluded 1.5-acre estate in East Foothills, offering a retreat-like atmosphere and convenient proximity to Levi's Stadium.
This spacious property accommodates up to 16 guests with four bedrooms and three bathrooms, featuring a private swimming pool, hot tub, playground, and ample parking for over 15 vehicles, alongside amenities like high-speed WiFi and karaoke for entertainment.
Heritage Hideaway - Downtown Los Gatos - San Jose, CA
San Jose, CA
29/08 – 13/12
NZ$544/nighttotal: NZ$57664 (106 )

Heritage Hideaway - Downtown Los Gatos

2 1
cottage , Los Gatos
This Los Gatos holiday home is conveniently located within a 1.6km walk of the Los Gatos Art Museum and Old Town, and under 3.2km from Testarossa Winery and Vasona Lake County Park.
The two-bedroom, one-bathroom property sleeps four guests and boasts a fully equipped kitchen, jacuzzi, private patio, on-site fitness centre, free Wi-Fi, and parking; barbecue facilities are also available for guests' use.
Villanola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure! - San Jose, CA
10 103 reviews
San Jose, CA
28/08 – 31/08
NZ$453/nighttotal: NZ$1359 (3 )

Villanola! Your Santa Cruz Mnts Abode Under Redwoods, No Crowds & All Adventure!

1 2
cottage , Lexington Hills
This charming cottage is situated in Los Gatos, a short 4-kilometre walk from the Santa Cruz Mountains and an 11-kilometre walk from the Villa del Monte Winery, offering easy access to the surrounding area's natural beauty and local attractions. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The cottage spans 46 square metres and comfortably accommodates up to four guests in one bedroom and one bathroom. It offers a range of amenities, including a fully equipped kitchen, a private garden, and a spa, making it a perfect choice for a relaxing getaway.

Frequently asked questions about villa rentals in San Jose, CA

  • What are the must-see attractions in San Jose, CA?

    You have to visit the Tech Museum of Innovation, it's a great place to learn about technology. The Winchester Mystery House is also a must-see, it's a mansion with some really unusual architecture. If you're interested in history, the San Jose Museum of Art is a good option.
  • What are the best villa rentals in San Jose, CA?

    Among the villa rentals in San Jose, CA, Cabana In Sierra Azul Open Space Preserve, Cabana With Warm Watsu Pool and Sanctuary In Sierra Azul Open Space Preserve are the most popular ones.

  • What indoor activities for families are available in San Jose, CA on rainy days?

    The Children's Discovery Museum is a great place for kids of all ages, they have interactive exhibits and play areas. The San Jose Museum of Art is also a good option for families, they have a variety of exhibits that are interesting for all ages. For something a little different, you can check out the San Jose Giants, the local minor league baseball team.
  • What are the best villa rentals with a pool in San Jose, CA?

  • What are the best activities in San Jose, CA?

    There are lots of things to do in San Jose, it depends on what you're interested in. If you like the outdoors, you can go hiking in the Santa Cruz Mountains or visit the Japanese Friendship Garden. If you're looking for something more cultural, you can visit the San Jose Museum of Art or the Tech Museum of Innovation.
  • What are the best villa rentals with a jacuzzi in San Jose, CA?

  • What are the advantages of renting a house or a villa in San Jose, CA

    Renting a house or villa gives you more space and privacy than a hotel, and you can often find rentals with amenities like a pool or a hot tub. It's also a good option if you're travelling with a large group or a family, as you can often find rentals that can accommodate more people than a hotel room.
  • What are the best villa rentals for families and kids in San Jose, CA?

  • What exclusive experiences are available when visiting San Jose, CA?

    You can take a behind-the-scenes tour of the Winchester Mystery House, where you can learn about the history of the mansion and see some of the unusual features. You can also take a private tour of the Tech Museum of Innovation, where you can learn about the history of technology and see some of the latest innovations.
  • What are the best pet friendly villa rentals in San Jose, CA?

  • Which part of San Jose, CA would be ideal for a villa rental?

    The Willow Glen neighbourhood is a popular choice for villa rentals, it's a quiet and residential area with lots of parks and green spaces. The Los Gatos area is also a good option, it's a more affluent area with a lot of luxury villas.
  • What are the best villa rentals with parking in San Jose, CA?

Destinations nearby

Best San Jose, CA villas and holiday homes with parking

Marbella Lane - 4br Siliconvalley Gem Pool House - San Jose, CA
San Jose, CA
27/07 – 08/08
NZ$1420/nighttotal: NZ$17040 (12 )

Marbella Lane - 4br Siliconvalley Gem Pool House

1 2
house , San Jose
This four-bedroom detached house in Wayne is located 11.6 kilometres from San Jose Convention Centre and 27.4 kilometres from Shoreline Amphitheatre.
This 46 square metre property accommodates up to 11 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a garden, and parking, with free WiFi and a washing machine for added convenience.
Fifa World Cup Stay In San Jose: Sleek Duplex! - San Jose, CA
San Jose, CA
03/07 – 06/07
NZ$637/nighttotal: NZ$1911 (3 )

Fifa World Cup Stay In San Jose: Sleek Duplex!

1 2
cottage , San Jose
This Willow Glen self-catering cottage in San Jose is situated within 5 kilometres of the SAP Centre, San Jose Convention Centre, and Tech CU Arena, offering easy access to public transport including Curtner and Tamien stations.
The property features a fully equipped kitchen with oven, hob, microwave, and dishwasher, plus a TV with cable channels, shower, iron and ironing board, free Wi-Fi and parking; it is a smoke-free environment.
@ Marbella Lane - Sj Designer Home 3br Ldry+p - San Jose, CA
9.7 165 reviews
San Jose, CA
10/08 – 18/08
NZ$803/nighttotal: NZ$6424 (8 )

@ Marbella Lane - Sj Designer Home 3br Ldry+p

3 2
house , San Jose
This house is located in San Jose, just a short walk from the Winchester Mystery House and 3 kilometres from the San Jose Diridon Amtrak Station, making it a convenient base for exploring the city. The property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
This home offers three bedrooms, providing space for a family or group of friends, and covers 111 square metres. Guests can enjoy a fully equipped kitchen, air conditioning, a terrace, a garden, and private parking, making it ideal for a relaxing and comfortable stay.
Comfy Studio For Remote Working And Studying - San Jose, CA
9.4 14 reviews
San Jose, CA
29/08 – 13/12
NZ$122/nighttotal: NZ$12932 (106 )

Comfy Studio For Remote Working And Studying

1 1
house , San Jose
This San Jose studio apartment offers excellent cleanliness and a very good location rating, although the precise address and proximity to specific landmarks are unavailable.
The self-contained apartment sleeps two, features a queen-size bed, a kitchenette with fridge and microwave, air conditioning, parking, and fast Wi-Fi, ideal for remote workers; on-site laundry facilities are also available.

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

Adorable 2 Bed Guesthouse Walk To Willow Glen Dwtn - San Jose, CA
9.9 108 reviews
San Jose, CA
27/06 – 04/07
NZ$515/nighttotal: NZ$3605 (7 )

Adorable 2 Bed Guesthouse Walk To Willow Glen Dwtn

1 2
house , 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.
The Lavender House - San Jose, CA
9.8 432 reviews
San Jose, CA
13/07 – 14/07
NZ$466/nightfor 1 night

The Lavender House

1 2
cabin , Lexington Hills
The Lavender House is a charming cottage located near Lexington Hills, just 1.6km from Nonno's Restaurant and an 8-minute drive from Los Gatos. This property has excellent user, location and cleanliness ratings.
The cottage can accommodate up to 3 guests and includes a queen-sized bed, a comfy day bed, a charming bathroom, and a wood-burning stove. Guests can enjoy modern amenities like Wi-Fi, a TV, and air conditioning, as well as a garden, parking, and the opportunity to interact with farm animals.
Bay Area Views Retreat And Events @ Veranda Hills - San Jose, CA
10 6 reviews
San Jose, CA
20/07 – 27/07
NZ$4220/nighttotal: NZ$29540 (7 )

Bay Area Views Retreat And Events @ Veranda Hills

6 2
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.
Narvaez Cozy Room With A Private Bathroom And Private Entrance - San Jose, CA
9.1 8 reviews
San Jose, CA
16/07 – 20/07
NZ$120/nighttotal: NZ$480 (4 )

Narvaez Cozy Room With A Private Bathroom And Private Entrance

1 1
house , San Jose
This Campbell dwelling is conveniently located near San Jose attractions, approximately 8-13 kilometres from Happy Hollow Park & Zoo, the San Jose Civic Auditorium, the Children's Discovery Museum, and the San Jose Convention Centre.
The 6 square metre self-catering property features a bedroom, bathroom, fully equipped kitchen, air conditioning, garden, and free Wi-Fi, comfortably accommodating one guest.
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