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

Spacious & Classy 4br Los Gatos Villa: Jetted Tub & Foozball - San Jose
9.6 17 reviews
San Jose
24/06 – 28/06
SG$1368/nighttotal: SG$5472 (4 )

Spacious & Classy 4br Los Gatos Villa: Jetted Tub & Foozball

4 2
apartment , Los Gatos
This Los Gatos family home is situated within 3.2km of Vasona Lake County Park and 4.8km from Los Gatos' Old Town, offering easy access to outdoor recreation and local amenities.
Sleeping eight guests, this four-bedroom, two-bathroom property boasts a complete kitchen, jacuzzi, in-house laundry, fireplace and a terrace; nearby Good Samaritan Hospital in San Jose provides added peace of mind.
Lively Santana Row Loft Right On Main Sr Strip - San Jose
9.9 249 reviews
San Jose
08/10 – 29/10
SG$258/nighttotal: SG$5418 (21 )

Lively Santana Row Loft Right On Main Sr Strip

1 2
apartment , San Jose
This Santana Row apartment in San Jose offers a prime location, a short 16-kilometre drive from major Silicon Valley employers such as Apple and Google, and within 20 kilometres of Levi's Stadium and California's Great America theme park.
The 67-square-metre flat features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, and a private underground parking space; enjoy smart home integration and proximity to Santana Row's restaurants and shops.
Charming 4-bedroom House With Wifi, Ac In Delightful San Jose - San Jose
9.0 11 reviews
San Jose
07/01 – 11/01
SG$537/nighttotal: SG$2148 (4 )

Charming 4-bedroom House With Wifi, Ac In Delightful San Jose

4 5
apartment , San Jose
This detached house in South San Jose offers a peaceful base, situated within easy reach of Rancho San Antonio Preserve, the Rosicrucian Egyptian Museum, History Park, and California's Great America.
With four bedrooms accommodating up to eight guests, this pet-friendly property provides essential amenities including air conditioning, Wi-Fi, a fridge, microwave, and dishwasher, ideal for families seeking a comfortable stay.
Modern Retreat In The Heart Of Silicon Valley - San Jose
9.8 88 reviews
San Jose
15/07 – 26/07
SG$966/nighttotal: SG$10626 (11 )

Modern Retreat In The Heart Of Silicon Valley

1 4
apartment , Santa Clara
This apartment is situated in the Rivermark area of Santa Clara, within easy walking distance of Levi Stadium, the Santa Clara Convention Center and a range of tech companies. It has consistently received excellent ratings for location, cleanliness and overall experience from previous guests.
The property offers two living rooms, comfortably accommodating up to eight guests. It is fully furnished and includes modern amenities such as a well-equipped kitchen, air conditioning, a private garden, a swimming pool and a Jacuzzi, all within a secure gated community.

Best San Jose holiday rentals with parking

5 Mi To Levi’s Stadium: Pet-friendly Getaway! - San Jose
9.1 47 reviews
San Jose
17/07 – 20/07
SG$496/nighttotal: SG$1488 (3 )

5 Mi To Levi’s Stadium: Pet-friendly Getaway!

3 5
house , Santa Clara
This charming home is situated in Central Santa Clara, just a short distance from the Winchester Mystery House and within easy reach of other local attractions. With excellent user, location and cleanliness ratings, this property is a popular choice for travellers.
The house offers three bedrooms and two bathrooms, providing comfortable accommodation for up to six guests. A range of amenities are available, including a fully equipped kitchen, Wi-Fi, a patio and a garden, making it a great choice for families and groups.
Sj Luxe 4br Home | Sleeps 10 - San Jose
10 1 review
San Jose
22/07 – 27/07
SG$1546/nighttotal: SG$7730 (5 )

Sj Luxe 4br Home | Sleeps 10

1 3
apartment , San Jose
This East San Jose flat offers convenient access to Silicon Valley, just 500 metres away on foot, and Raging Waters, a 5-minute drive, with Winchester Mystery House, Westfield Valley Fair Shopping Centre, Santana Row Shopping Centre, Levi's Stadium, and California's Great America also nearby.
This 3-bathroom apartment accommodates up to 10 guests, featuring on-site parking, air conditioning, a fireplace, Wi-Fi, a television, a full kitchen with appliances including an oven and microwave, and an in-unit washer and dryer.
Morgan Hill Couple's Gem: 'Villa In The Vineyards' - San Jose
San Jose
24/07 – 27/07
SG$452/nighttotal: SG$1356 (3 )

Morgan Hill Couple's Gem: 'Villa In The Vineyards'

1 2
house , Morgan Hill
Guglielmo Winery Casetta, a self-catering property in Morgan Hill, California, is situated approximately 34-35km from San Jose attractions including Happy Hollow Park & Zoo and the San Jose Convention Center.
This 65 square metre house features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, air conditioning, a private patio, and free Wi-Fi; cycling opportunities are available nearby.
Fully Remodeled House | Free Parking | Fast Internet - San Jose
9.6 199 reviews
San Jose
31/07 – 02/08
SG$507/nighttotal: SG$1014 (2 )

Fully Remodeled House | Free Parking | Fast Internet

2 7
apartment , East Foothills
This smoke-free apartment in East San Jose is ideally located just 1.6 kilometres from the Regional Medical Center and 1.9 kilometres from Alum Rock Park, offering easy access to both medical facilities and outdoor recreation. This property has consistently received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to eight guests. The property offers a range of amenities including free Wi-Fi, a fully equipped kitchen, parking and air conditioning, ensuring a comfortable and convenient stay.

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

Nice House 4 Bedrooms 2 Baths, Free Wi-fi, Parking, Washer - San Jose
San Jose
23/06 – 24/06
SG$635/nightfor 1 night

Nice House 4 Bedrooms 2 Baths, Free Wi-fi, Parking, Washer

1 4
house , San Jose
This San Jose property is located approximately 13 kilometres from Norman Y. Mineta San José International Airport, its precise neighbourhood within San Jose unspecified.
This family-friendly house boasts 1000 square metres of floor space, offering four bedrooms, two bathrooms, and ample parking, accommodating up to 25 guests with amenities including a fully equipped kitchen, Wi-Fi, and a garden.
Comfortable Willow Glen Home W Central Ac&heater - San Jose
San Jose
16/08 – 18/08
SG$692/nighttotal: SG$1384 (2 )

Comfortable Willow Glen Home W Central Ac&heater

1 5
apartment , San Jose
This Willow Glen apartment in San José is conveniently located 8.5 km from the San José Convention Centre, 8.2 km from San José Caltrain station, and 10 km from Norman Y. Mineta San José International Airport.
This self-catering flat offers free Wi-Fi, parking, air conditioning, a terrace, a garden, and sleeps up to 17 guests, boasting a fully equipped kitchen and one bathroom.
Spacious Verdant 2br With Resident Lounge - San Jose
San Jose
01/08 – 31/08
SG$3854/nighttotal: SG$115620 (30 )

Spacious Verdant 2br With Resident Lounge

2 2
apartment , San Jose
This North San Jose flat offers convenient access, situated approximately 6.4 kilometres from San José Mineta International Airport and a 5-minute walk from the light rail, placing you within easy reach of attractions such as the Great Mall and Santana Row.
This two-bedroom, two-bathroom apartment accommodates up to four guests and features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, a Smart TV, a private outdoor space, on-site parking, a resort-style pool, a fitness centre, and a coworking lounge.
Modern Luxury Loft Facing Santana Row W/balcony - San Jose
10 1 review
San Jose
04/08 – 14/08
SG$575/nighttotal: SG$5750 (10 )

Modern Luxury Loft Facing Santana Row W/balcony

2 3
apartment , San Jose
This modern luxury loft is located in Burbank, offering convenient access to San Jose's attractions, with the San Jose Convention Centre 6.1 kilometres away and Caltrain San Jose 5.3 kilometres away.
This 102 square metre, two-bedroom flat accommodates up to seven guests and features a fully equipped kitchen, a private balcony with city views, air conditioning, and complimentary private parking and WiFi.

Best pet friendly San Jose holiday rentals

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

Downtown Sj L Silicon Valley L 3 Bedroom Home - San Jose
San Jose
07/07 – 17/07
SG$425/nighttotal: SG$4250 (10 )

Downtown Sj L Silicon Valley L 3 Bedroom Home

1 1
apartment , San Jose
This three-bedroom San Jose house, located in the Northside district, is less than 1.5km from San José State University and within 5km of the San Jose McEnery Convention Center and SAP Center.
The property sleeps six guests and offers a fully equipped kitchen, two bathrooms, in-unit laundry, and a garden, alongside convenient access to public transport links including Japantown - Ayer Station.
Bright Modern Home Near Santana Row, Apple - San Jose
9.9 126 reviews
San Jose
01/08 – 31/01
SG$470/nighttotal: SG$86010 (183 )

Bright Modern Home Near Santana Row, Apple

3 5
apartment , Santa Clara
This Santa Clara home is ideally located within 3 kilometres of Central Park, Santana Row Shopping Centre, and Santa Clara University, offering easy access to the city's attractions, restaurants, and shops. It has received excellent ratings for location, cleanliness, and overall user experience.
The property has 3 bedrooms and 2 bathrooms, spanning 121 square metres and comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Timeless Tudor W/ Game Room, Pool Table & Hot Tub - San Jose
10 27 reviews
San Jose
03/07 – 06/07
SG$1922/nighttotal: SG$5766 (3 )

Timeless Tudor W/ Game Room, Pool Table & Hot Tub

1 10
apartment , San Jose
This spacious San Jose residence is located in a coveted historic district, offering convenient access to various attractions.
The 350 square metre property boasts five bedrooms, three and a half bathrooms, a private office, basement recreation area with pool table and wet bar, a three-car garage game room, and extensive outdoor amenities including a hot tub, accommodating up to ten guests.
Bright Modern 2br Near Santana Row - San Jose
9.5 17 reviews
San Jose
17/07 – 30/07
SG$487/nighttotal: SG$6331 (13 )

Bright Modern 2br Near Santana Row

1 4
apartment , San Jose
This San Jose apartment, a short 0.6km walk from Santana Row and a 0.8km walk from Valley Fair shopping mall, offers easy access to Winchester Mystery House (5 mins drive), San Jose Airport (10 mins drive), and other Silicon Valley attractions.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with brand-new appliances, a dedicated workspace, a 58" Hisense Smart TV, two designated parking spaces, and permits one pet for a £60 fee.
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