1,086 San Jose Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare San Jose holiday rentals from 9 rental sites including HomeAway, Booking.com, HRS Holidays and more, ranging from $30 to $4000 a night.

Information about San Jose

About San Jose

San Jose may be known for being the hub of technology, however, it is also an extremely popular tourist destination. As the third-largest city in California, San Jose has a rich history and entertainment for the whole family. Whether you fly in or take a drive up the Pacific Coast, the beauty of the Silicon Valley will be worth the trip.

Things to Do in San Jose

There’s many activities to do outside with sunny weather over 300 days of the year. San Jose has better weather than San Francisco, as it isn’t surrounded by water and is between mountains. There are many fantastic hiking trails and picturesque landscape spots in the city known as “The Capital of Silicon Valley.” Catch a game at the San Jose Sharks, a popular team in National Hockey League. While in the area, check out The Tech Museum of Innovation, an interactive science museum for all ages. Around the block from that is the Children’s Discovery Museum of San Jose. If you’re looking to add some historical context as well as mystery to your trip, take a tour of The Winchester Mystery House, which is a famous Victorian mansion that has daily tours. San Jose is also full of great restaurants and nightlife hotspots, the best can be found at Santana Row, a shopping district near downtown San Jose.

San Jose Day Trips

San Francisco is only an hour and a half drive north, an easy day trip. There is also the Baby Bullet, a train that can get you to San Francisco in about an hour, giving you zero worries about parking while in The Golden Gate City. Popular destinations include San Francisco include Golden Gate Bridge and Chinatown. About 45 minutes from San Jose is Santa Cruz, where you can find great beaches such as Aptos beach. Santa Cruz beach has a boardwalk and amusement park for all day fun. There are also many berry farms within the area and wineries are plentiful. Napa Valley is a short hour and a half drive and is known as the wine capital of the country.

San Jose Accommodation

There are many options for places to stay in San Jose whether you want to stay in a hotel, vacation rental or go camping. We offer San Jose vacation rentals and short term rentals that will make your trip unforgettable. With options around the city, you can stay directly in the city or get closer to the beauty of the mountains. Staying in downtown San Jose will keep you close to the museums, convention center and sporting events. Or you can get to know San Jose’s historic side at Hayes Mansion Resort Hotel, a 100-year-old luxury resort.

San Jose Transportation

There are many convenient ways to get around San Jose whether it’s by bus, train, car or plane. The Caltrain can take you from the San Jose Airport to places around the city, and all the way up to San Francisco. It depends on how far you’d like to go, but day passes start at just $7.50. The Altamont Corridor Express is another option to get around the city. The San Jose International Airport flies to areas around the country and is conveniently located in the middle of the city giving the area an accessible edge.

Vacation Rentals in San Jose

Looking for the perfect vacation rental for your San Jose getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, San Jose offers 1083 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 851 properties with high-speed internet, 406 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $6288 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” San Jose has 1083 gorgeous homes with 364 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 9 rental sites in San Jose where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 405 HomeAway rentals, 295 Booking.com short term rentals and 147 HRS Holidays vacation rentals.