Holiday Rentals in San Jose

4217 available vacation rental offers

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San Jose holiday rentals
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Best Holiday rentals and Airbnb offers in San Jose

Best family friendly San Jose holiday rentals

Among the 4217 accommodations in San Jose, here are the 4 best family friendly rentals

Beautiful Setting Near Historic Alum Rock Park. - San Jose
9.9 98 reviews
San Jose
03/07 – 05/07
SG$377/nighttotal: SG$754 (2 )

Beautiful Setting Near Historic Alum Rock Park.

1 4
apartment , San Jose
This ground-floor flat, near Alum Rock Park and Penitencia Creek in San Jose, offers easy access to the freeway, Berryessa BART station (approximately 6.4km away), and is within a short drive (under 8km) of San Jose State University and the SAP Center.
The self-contained apartment features two bedrooms, one bathroom, sleeps seven guests, includes a private patio and garden, radiant heated floors, and provides seasonal access to homegrown produce; enjoy nearby hiking trails in Alum Rock Park and Penitencia Creek Ponds and Trail.
Balmoral - San Jose
9.6 53 reviews
San Jose
07/07 – 17/07
SG$446/nighttotal: SG$4460 (10 )

Balmoral

2 1
apartment , Santa Clara
This Santa Clara apartment is ideally situated just a short drive from California's Great America and Levi's Stadium, offering easy access to both entertainment and attractions. It has consistently received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom apartment is well-equipped with a modern kitchen, including a dishwasher and kettle, and a private bathroom with a bath and hair dryer. Guests can enjoy the garden, fitness centre, and free parking, as well as the convenience of a terrace or balcony.
Los Gatos Retreat - San Jose
9.5 4 reviews
San Jose
16/07 – 16/08
SG$158/nighttotal: SG$4898 (31 )

Los Gatos Retreat

1 2
apartment , Lexington Hills
This Los Gatos Lexington Hills apartment, situated 0.8km from Lexington Reservoir and 8km from downtown Los Gatos, offers easy access to walking, biking, and boating opportunities.
The self-catering flat features a queen-size bed, 55-inch TV, private patio with BBQ, dedicated parking, and accommodates up to three guests, perfect for exploring the nearby Santa Cruz beaches (32km away) and Silicon Valley.
Posh Home Near Santana Row For Vacation/business - San Jose
9.5 675 reviews
San Jose
28/07 – 04/08
SG$305/nighttotal: SG$2135 (7 )

Posh Home Near Santana Row For Vacation/business

2 2
apartment , San Jose
This apartment in San Jose is conveniently located near Santana Row, a popular shopping and dining district, and just a short walk from the Winchester Mystery House. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment has two bedrooms, one bathroom, and a floor area of 70 square metres, comfortably accommodating up to four guests. The apartment features a fully equipped kitchen, a garden, a spa, air conditioning, parking, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.

Best San Jose holiday rentals with parking

Central Location + Parking + Ac + Kitchen + Wi-fi 6 - San Jose
10 3 reviews
San Jose
26/06 – 28/06
SG$719/nighttotal: SG$1438 (2 )

Central Location + Parking + Ac + Kitchen + Wi-fi 6

2 4
apartment , San Jose
This San Jose flat in Willow Glen offers proximity to major routes including the I-880, I-280, Highway 87, and Highway 101, placing you within a 10-kilometre drive of the Caltrain station, SJC Airport, Convention Centre, SAP Centre, Levi's Stadium, SJSU, Santana Row, and downtown San Jose.
This 56-square-metre dwelling features two bedrooms and one bathroom, accommodating up to five guests with a fully equipped kitchen, high-speed internet, and air conditioning, alongside dedicated parking and professional cleaning for a comfortable stay.
#Marbella Lane - 3br Upper Level House In Downtown Sj 11-min To Levi's - San Jose
8.8 256 reviews
San Jose
14/08 – 16/08
SG$604/nighttotal: SG$1208 (2 )

#Marbella Lane - 3br Upper Level House In Downtown Sj 11-min To Levi's

3 5
apartment , San Jose
This apartment is situated in Downtown San Jose, conveniently close to major attractions such as the San Jose Civic Auditorium and the San Jose Diridon Amtrak Station, making it ideal for exploring the city. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This spacious three-bedroom flat offers comfortable accommodation for families or groups of friends. Guests can enjoy amenities such as free Wi-Fi, a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a garden and parking.
Stylish Central San Jose 3b2b W/crib Free Parking - San Jose
9.7 72 reviews
San Jose
20/09 – 26/09
SG$426/nighttotal: SG$2556 (6 )

Stylish Central San Jose 3b2b W/crib Free Parking

1 4
apartment , San Jose
This three-bedroom, two-bathroom house is situated near downtown San Jose, California, within walking distance of restaurants and entertainment, and 8 kilometres from San Jose International Airport, offering convenient access to the SAP Center and numerous tech companies.
The single-storey property sleeps seven guests, features a fully equipped kitchen with dishwasher, air conditioning, free driveway parking, and external security cameras; nearby activities include exploring the city centre and visiting local businesses.
Launch Deal! Cozy 3br Home Near Downtown - San Jose
9.4 6 reviews
San Jose
27/06 – 04/07
SG$418/nighttotal: SG$2926 (7 )

Launch Deal! Cozy 3br Home Near Downtown

3 2
apartment , San Jose
This three-bedroom, two-bathroom apartment in East San Jose offers convenient access to Story & Capitol, with major freeways easily reachable for exploring the wider San Jose area.
Sleeping eight guests comfortably, the property features a fully equipped kitchen including a fridge, microwave, and dishwasher, plus air conditioning, parking, and fast Wi-Fi.

Frequently asked questions about holiday rentals in San Jose

  • What should a first-time visitor not miss in San Jose, CA?

    For a first-time visit to San Jose, you should definitely check out the Tech Museum of Innovation. It's a great place to learn about science and technology in an interactive way. The Winchester Mystery House is also a must-see, with its unusual architecture and intriguing history. And don't forget to visit the San Jose Museum of Art, which showcases contemporary and modern art.
  • What are the best Airbnb and vacation rentals in San Jose?

  • Which neighborhood in San Jose, CA should you consider for a vacation rental?

    For a vacation rental, the Willow Glen neighbourhood is a popular choice. It's known for its charming Victorian architecture, tree-lined streets, and family-friendly atmosphere. There are plenty of restaurants, shops, and parks within walking distance. Another good option is the Santana Row area, which offers a more upscale and modern vibe with stylish boutiques, trendy restaurants, and a lively atmosphere.
  • What are the most popular Airbnbs in San Jose?

  • What are the top family-friendly attractions in San Jose, CA?

    The Children's Discovery Museum is a great place for kids of all ages, with interactive exhibits and hands-on learning opportunities. The San Jose Giants, a minor league baseball team, offer a fun and affordable family outing at Excite Ballpark. And for a day of outdoor fun, head to the Vasona Lake County Park, where you can go boating, fishing, and enjoy picnic areas.
  • What are the best vacation rentals with a pool in San Jose?

  • When is the best time to book a vacation rental in San Jose, CA?

    The best time to book a vacation rental in San Jose is in the shoulder seasons, like spring (April-May) or autumn (September-October). You'll find lower prices and fewer crowds compared to the peak summer months (June-August). However, if you're looking for warmer weather, summer is the best time to visit.
  • What are the best rentals for families and kids in San Jose?

  • What events or festivals should visitors check out in and around San Jose, CA?

    San Jose has a vibrant calendar of events throughout the year. The San Jose Jazz Summer Fest is a highlight, featuring world-class musicians and performances. The Gilroy Garlic Festival is another famous event, celebrating all things garlic with food, music, and entertainment. And if you're visiting in December, the Christmas in the Park at Plaza de Cesar Chavez is a magical experience with festive lights and decorations.
  • What are the best rentals or Airbnbs with a jacuzzi in San Jose?

  • What are the best restaurants with local dishes in San Jose, CA?

    For authentic San Jose cuisine, you can try the Vietnamese dishes at Pho Hoa Noodle Soup, the Mexican food at La Costena, or the Filipino cuisine at The Original Sinangag. These restaurants offer a taste of the diverse culinary scene in San Jose.
  • What are the best walking or cycling routes in San Jose, CA?

    The Los Gatos Creek Trail is a popular choice for walking or cycling, offering scenic views and a relaxing atmosphere. The Guadalupe River Trail is another great option, running along the river and offering access to several parks and gardens. For a more challenging ride, you can try the Almaden Expressway Bike Trail, which winds through the hills and offers panoramic views of the city.
  • Are there pet-friendly attractions in San Jose, CA?

    Many parks in San Jose are pet-friendly, including the Vasona Lake County Park and the Los Gatos Creek Trail. You can also find pet-friendly restaurants and cafes in the city, making it easy to enjoy a day out with your furry friend.
  • What are the benefits of choosing a vacation rental in San Jose, CA?

    Vacation rentals offer more space and privacy compared to hotels, making them ideal for families or groups. They often come with kitchen facilities, allowing you to prepare your own meals and save on dining costs. Some rentals also offer unique and local experiences, like a backyard garden or a view of the city skyline.
  • What are the top sports attractions and facilities in San Jose, CA?

    San Jose is home to the San Jose Sharks, an NHL hockey team that plays at the SAP Center. The city also has a minor league baseball team, the San Jose Giants, who play at Excite Ballpark. For other sporting activities, you can visit the numerous parks and recreation facilities in the city, including the San Jose Municipal Rose Garden and the Vasona Lake County Park.

Destinations nearby

Best San Jose holiday rentals with a balcony

@ Marbella Lane - Spacious 2br Home Near Westgate - San Jose
San Jose
22/07 – 27/07
SG$886/nighttotal: SG$4430 (5 )

@ Marbella Lane - Spacious 2br Home Near Westgate

1 3
cottage , Cambrian Park
This Cambrian Park holiday let is situated near Silicon Valley, offering convenient access to Good Samaritan Hospital - San Jose, Orchid Beauty & Spa, Pruneyard Shopping Centre, and Vasona Lake County Park, all within 4.8 kilometres.
This detached property includes a private garden, a fully equipped kitchen with a fridge, microwave, and oven, plus complimentary WiFi in public areas and air conditioning.
888 New Remodel Luxury Apt Saratoga, Cupertino, Sunnyvale, Campbell, Santa Clara - San Jose
9.3 300 reviews
San Jose
01/08 – 28/11
SG$155/nighttotal: SG$18445 (119 )

888 New Remodel Luxury Apt Saratoga, Cupertino, Sunnyvale, Campbell, Santa Clara

1 2
apartment , San Jose
This apartment is situated in southwest San Jose, close to Westgate Center and within easy reach of Westfield Valley Fair and Santana Row, offering a convenient location for exploring the city. The apartment has received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers.
The flat has a modern design with wood floors, honey maple cabinetry, and plenty of natural light. It offers a well-equipped kitchen, comfortable living space, and access to a communal swimming pool and garden, providing everything you need for a relaxing stay.
Marbella Lane - 4br Siliconvalley Gem Pool House - San Jose
San Jose
04/08 – 14/08
SG$1001/nighttotal: SG$10010 (10 )

Marbella Lane - 4br Siliconvalley Gem Pool House

4 3
apartment , San Jose
This Berryessa, San Jose flat is situated a mere 100 metres from Silicon Valley and 720 metres from Alum Rock Park, offering convenient access to local attractions.
This 46 square metre flat accommodates up to 10 guests, featuring four bedrooms, two bathrooms, a private balcony, a shared garden, a swimming pool, and on-site parking, with air conditioning and Wi-Fi provided for your comfort.
The Great Escape 5 Bedrooms -Pool, Sauna, Private Acreage . - San Jose
10 3 reviews
San Jose
08/11 – 19/12
SG$643/nighttotal: SG$26363 (41 )

The Great Escape 5 Bedrooms -Pool, Sauna, Private Acreage .

5 1
apartment , San Jose
This expansive private villa, situated on over 2 acres in San Jose, offers a secluded retreat within easy reach of Winchester Mystery House, History Park, and the Provident Credit Union Event Center, with shopping and urban amenities just minutes away.
This family-friendly property accommodates up to 10 guests with 5 bedrooms and 3 bathrooms, featuring a swimming pool, hot tub, BBQ facilities, and an electric car charger, providing a perfect base for exploring San Jose.

Best pet friendly San Jose holiday rentals

Among the 4217 accommodations in San Jose, here are the 4 best pet friendly rentals

Home 2 | 4bd/2ba Santa Clara Home Near Apple Park - San Jose
9.9 41 reviews
San Jose
09/07 – 13/07
SG$679/nighttotal: SG$2716 (4 )

Home 2 | 4bd/2ba Santa Clara Home Near Apple Park

1 7
apartment , Santa Clara
This Santa Clara house, near Apple Park, Nvidia, and Google (1.5 to 17km away), offers convenient access to Levi's Stadium (9.7km) and Silicon Valley businesses.
The four-bedroom, two-bathroom property sleeps eight, features a fully equipped kitchen, garden, parking for five cars, and high-speed Wi-Fi; nearby parks and restaurants are within a 10-minute drive.
Silicon Valley Lux Apple Stanford Santa Clara Univ - San Jose
9.5 25 reviews
San Jose
15/07 – 26/07
SG$1487/nighttotal: SG$16357 (11 )

Silicon Valley Lux Apple Stanford Santa Clara Univ

1 4
apartment , Cupertino
This Cupertino home, near major freeways, provides easy access to Apple Park, Santana Row shopping centre, and Valley Fair Mall within a 16km radius, with Levi's Stadium and Stanford University approximately 32km away.
This three-bedroom, three-bathroom property sleeps six guests and boasts a fully equipped kitchen, separate living and family rooms, a studio, and a large garden with covered patio; multiple Smart TVs and proximity to Silicon Valley employers add to its appeal.
Cozy Studio Suite W/ Kitchen + Plush Bedding & Outdoor Fire Pit - Pets Welcome - San Jose
San Jose
29/06 – 16/08
SG$306/nighttotal: SG$14688 (48 )

Cozy Studio Suite W/ Kitchen + Plush Bedding & Outdoor Fire Pit - Pets Welcome

1 2
studio , Sunnyvale
This Sunnyvale studio apartment, a 4-minute drive (approx. 2.4km) from Moffett Federal Airfield and Twin Creeks Sports Complex, offers convenient access to Santana Row and Historic Murphy Avenue.
The 28-square-metre self-contained unit sleeps two, boasting a fully equipped kitchen, private terrace with fire pit, in-unit laundry, and access to an on-site fitness centre and barbecue facilities.
4b/2.5b / Office Space / Open Plan / Huge Backyard - San Jose
9.9 206 reviews
San Jose
27/06 – 29/06
SG$525/nighttotal: SG$1050 (2 )

4b/2.5b / Office Space / Open Plan / Huge Backyard

4 6
apartment , Santa Clara
This spacious apartment is situated in a residential area of Santa Clara, just 2 kilometres from Santa Clara University and a 15-minute drive from Downtown San Jose and San Jose International Airport. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It offers a fully equipped kitchen, a large backyard with a patio and BBQ, and a dedicated workspace, making it perfect for families, large groups, or business travellers.
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