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San Jose, CA holiday homes
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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

Convenient Sj W/ Pool And Hot Tub By Hello Hideout - San Jose, CA
9.6 11 reviews

Convenient Sj W/ Pool And Hot Tub By Hello Hideout

house, San Jose
This two-bedroom, two-bathroom house in San José offers convenient access to Gran Paradiso Park and nearby grocery stores, its precise location within the city unspecified.
The property, sleeping four guests comfortably, features a fully equipped kitchen, private balcony, in-unit smart TVs, and access to a shared community gym, swimming pool, and hot tub; covered parking is also provided.
Spacious Pool House With Jacuzzi And Luxurious Workspace - Charming Retreat - San Jose, CA
9.4 55 reviews

Spacious Pool House With Jacuzzi And Luxurious Workspace - Charming Retreat

house, San Jose
This San Jose detached house is located in a quiet district, 300 metres from Alum Rock Park and a short drive to LEGOLAND Discovery Centre and California's Great America.
This spacious 269 square metre property accommodates up to 10 guests and features a swimming pool, Jacuzzi, and a workspace, with on-site parking available.
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.
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.

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

Modern Private House 1 Bed 1 Bath Laundry Parking - San Jose, CA
9.8 156 reviews

Modern Private House 1 Bed 1 Bath Laundry Parking

B&B, San Jose
This San Jose house, ideally located 3.4km from Santa Clara University and 8.4km from San José State University, offers easy access to Levi's Stadium, the SAP Center, and Santana Row.
The one-bedroom, one-bathroom property sleeps two guests and includes a fully equipped kitchen with stainless steel appliances, in-unit laundry, free Wi-Fi, and on-site EV charging; nearby attractions include Mineta San José International Airport (8km).
Family Favorite: Mickey Dream Loft & Tree House - San Jose, CA
9.8 99 reviews

Family Favorite: Mickey Dream Loft & Tree House

cabin, San Jose
This San Jose property, location unspecified but proximate to various family-friendly attractions, offers a unique three-bedroom, one-bathroom house rental sleeping up to six guests.
The 3-bedroom dwelling boasts a 16-foot high backyard loft, full kitchen with dishwasher and microwave, a game room with a 65” TV, and brand new construction (2024), all within easy reach of San Jose's attractions.
The Villa At The Ranch Almaden Beautiful Winery Location - San Jose, CA
9.9 55 reviews

The Villa At The Ranch Almaden Beautiful Winery Location

house, San Jose
This spacious villa is located in the Almaden Valley district of San Jose, just 2.8 miles from the New Almaden Quicksilver Mining Museum and Almaden Quicksilver County Park, offering a glimpse into the area's rich history. The property consistently receives excellent ratings for user experience, location, and cleanliness.
This six-bedroom property spans 929 square metres and comfortably accommodates up to 16 guests. The villa offers a range of amenities, including a private pool, a fully equipped kitchen, a fitness centre, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable stay.
Spacious Mountain View Dt 3br Gem - Great For Work & Family - San Jose, CA
No reviews

Spacious Mountain View Dt 3br Gem - Great For Work & Family

house, San Jose
This three-bedroom residence in Mountain View is located 2.25 kilometres from the San Jose Convention Centre and 1.77 kilometres from the Children's Discovery Museum of San Jose, offering convenient access to downtown attractions and major transport links including Caltrain San Jose and San Jose Diridon Amtrak Station.
This allergy-free property spans 93 square metres, accommodating up to 15 guests with its three bedrooms, a living room, and a fully equipped kitchen, complemented by modern amenities such as free WiFi, air conditioning, and private parking, all within 6 kilometres of Norman Y. Mineta San Jose International Airport.

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?

Popular destinations

Best San Jose, CA villas and holiday homes with parking

An Adventurer's Private Cottage Paradise - San Jose, CA
9.8 276 reviews

An Adventurer's Private Cottage Paradise

house, Los Gatos
This self-contained studio apartment is situated in Los Gatos, a short distance from both Lunardi's and Whole Foods supermarkets.
The studio features a private entrance, a fully equipped kitchen, a private bathroom with a shower, a private outdoor space with a BBQ grill, a washer and dryer, and bi-weekly cleaning services for longer stays.
Newly Built Guest House In Serene Willow Glen - San Jose, CA
10 9 reviews

Newly Built Guest House In Serene Willow Glen

house, San Jose
This Willow Glen guest house, near the junction of Willow Glen Avenue and Dry Creek Road, offers convenient access to downtown San Jose, Campbell, and Los Gatos, all within approximately 16km.
The self-contained property features two bedrooms (king-size and queen-size Murphy bed), two bathrooms, a fully equipped kitchen including dishwasher, gigabit internet, private parking, and a peaceful patio; sleeping up to two guests.
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.
Marbella Lane - Immaculate & Cozy 3br Home - San Jose, CA
No reviews

Marbella Lane - Immaculate & Cozy 3br Home

house, San Jose
This detached house in Burbank, San Jose, is a 19-minute walk from the Winchester Mystery House and 4.83 kilometres from Caltrain San Jose and San Jose Diridon Amtrak Station, with Norman Y. Mineta San Jose International Airport 5 kilometres away.
This 46 square metre dwelling offers one bedroom, a capacity for seven guests, free WiFi, a kitchen equipped with a fridge, microwave and dishwasher, and a garden with parking.

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

Marbella Lane - 6br Duplex Dtwn Sj Laundry P - San Jose, CA
No reviews

Marbella Lane - 6br Duplex Dtwn Sj Laundry P

house, San Jose
This 6-bedroom duplex in Willow Glen is situated within 2.1 kilometres of the San Jose Convention Centre, San Jose Institute of Contemporary Art, and Caltrain San Jose.
This spacious property offers accommodation for 15 guests with a fully equipped kitchen, on-site laundry, complimentary WiFi, and parking, located a 17-minute walk from the Children's Discovery Museum of San Jose.
#Marbella Lane - Immaculate & Cozy 3br Home 12-min To Levi's - San Jose, CA
10 1 review

#Marbella Lane - Immaculate & Cozy 3br Home 12-min To Levi's

house, San Jose
This three-bedroom San Jose house, a short 1.6km walk from the Winchester Mystery House and within 5km of San Jose Diridon Caltrain Station and Norman Y. Mineta San Jose International Airport, offers convenient access to major transport links and attractions.
The 102 square metre property features a fully equipped kitchen with dishwasher and microwave, two bathrooms, sleeps up to eleven guests, and includes free Wi-Fi and private parking.
Modern, Art-filled Silicon Valley Home W/ Gym Pod - San Jose, CA
10 55 reviews

Modern, Art-filled Silicon Valley Home W/ Gym Pod

house, San Jose
This peaceful guest house is situated in the Rose Garden neighbourhood of San Jose, just a short distance from the city centre and attractions like the Tech Museum of Innovation and the San Jose Museum of Art. This property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom property can comfortably accommodate up to five guests. The house is equipped with a fully equipped kitchen, a dedicated gym pod, a fire pit, and a rooftop yoga deck, offering a range of amenities and activities for a comfortable and enjoyable stay.
Cabana With Warm Watsu Pool - San Jose, CA
9.9 647 reviews

Cabana With Warm Watsu Pool

house, San Jose
This private cabana is located in downtown Willow Glen, a lively neighbourhood just a few kilometres from San Jose city centre, with easy access to shops, restaurants and other amenities. The accommodation has received excellent reviews for its cleanliness, location and overall experience.
The cabana offers a comfortable queen-size bed and a separate bathroom, ideal for couples or solo travellers. Guests can enjoy a range of features, including a watsu pool, a sauna, a hot plunge, and a private outdoor shower, as well as a kitchenette with a microwave and refrigerator.
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