Vacation rentals in San Jose

San Jose was founded in 1777 by the Spanish and is currently one of the most affluent cities in California. Considered the “heartbeat” of Silicon Valley and the epicenter of technological innovation on a world-wide scale, the city is ironically underrated and overshadowed by other nearby destinations like San Francisco and Napa Valley. The diverse and booming city, however, has so much to offer. It’s home to a vibrant food and restaurant scene, an abundant wine region, endless attractions for families, couples, and tourists, and home to a multitude of cultural events. There’s no better time to visit this up-and-coming city, and there are endless vacation rentals available throughout the city to ensure the perfect stay while you are here.

San Jose is nestled in a valley surrounded by grassy hills. It boasts nearly 300 days of sunshine per year and a Mediterranean climate, making it a suitable year-round destination. Whether you wish to stay in the central downtown district or closer to nature, there are plenty of accommodation options available throughout. Spacious, ultra-modern vacation rentals are available for larger groups and families. Indulge in a vacation rental with a private pool or jacuzzi. Vacation rentals in greener, more natural parts of the city often come equipped with private yard spaces, gardens, and patios. Pet-friendly accommodations are available for those traveling with pets.

Jose is conveniently located just 45-minutes south of San Francisco and an hour north of Monterey Bay. The city is home to San Jose International Airport. You can also reach the city via Caltrain, Amtrak, and Greyhound bus line.

San Jose isn’t known for being the most walkable city, it is America’s 10th largest city, after all, and the 3rd largest city in California. Having a private car isn’t required, as there are many public transportation options available. Getting around the city can be easily done via the VTA (city rail system) and BART (metro). Bike-share services, car-share services, and cabs are also available for getting around the city.

San Jose has a surprising amount of romantic activities on offer. Couples can enjoy an abundance of breweries and wineries in the area. There’s even a craft brew trail through downtown San Jose that you can spend the afternoon enjoying with your significant other. In the span of a 2.5-mile walk, you can enjoy 5 top-rated breweries: Strike Brewing Co. & Warehouse Taproom, Hermitage Brewing Company, Santa Clara Valley Brewing, Clandestine Brewing, and Uproar Brewing Company. If you prefer wine to brews, head to the stunning Santa Cruz Mountain wine region, which sits just a quick 25-minute drive south of San Jose. The wine region features over 150 wineries, each offering their own unique wine blends and stunning views. After a day of tastings and exploring, head to San Pedro Square Market for some delicious local cuisine. This urban public food market features more than twenty food vendors, a massive outdoor patio, and three market halls.

There are several family-friendly activities to enjoy in San Jose. Families with small children should head to the Children’s Discovery Museum of San Jose, which features endless hands-on activities and interactive galleries. In the warmer months, Raging Waters is a stellar, 23-acre water park in San Jose boasting attractions suited for families of all ages. A visit to Monopoly in the Park is another must-do for families. The park is home to a life-size monopoly game board and is the perfect family-friendly activity.

Rose Garden is one of the most popular neighborhoods in the city. It boasts several stunning 18th century homes with beautifully landscaped gardens and towering palm trees. It’s also home to what is considered “America’s Best Rose Garden,” and for good reason. The 5.5-acre rose garden features nearly 4,000 perfect rose shrubs. The perfect spot for a springtime walk and to snap some photos!

Santana Row is a chic, new shopping district filled with things to do. The colorful rows of buildings and European-style outdoor areas make it a lovely spot to spend an afternoon or evening. You’ll find top-rated eateries, designer boutiques, fantastic cafés, and some of the best nightlife establishments that California has to offer.

According to locals, no visit to San Jose is complete without a breakfast or brunch at The Breakfast Club at Midtown. The trendy eatery boasts an impressive menu filled with ultra-unique brunch dishes, including some memorable must-tries, like red velvet pancakes and breakfast nachos. The restaurant also serves up impressive cocktails and spiked coffees. Breakfast and brunch fans won’t want to miss out on this one!

This sprawling 161-room Victorian mansion is home to an ultra-spooky legends involving former homeowners being haunted by spirits that reside inside the home. For the full story, you’ll want to book a tour of the mansion.

Located in downtown San Jose on Market Street, the Cathedral Basilica of St. Joseph is an architectural masterpiece worth visiting. The large 19th century Roman Catholic Church draws crowds of tourists with its enchanting domes, stained-glass windows, peaceful atmosphere, and impressive structural elements.

How much do the vacation rentals in San José cost on average?

Considering the average cost of $334 per night, San José lies at the lower end of the price range for vacation rentals in the USA.

During which months are vacation rentals cheaper in San José?

If it is your aim to save as much as possible during your vacation to San José, travel in December ($254 per night on average), February ($259), or March ($277), to find the lowest prices for the whole year.

When does the price of vacation rentals in San José go up the most?

When it comes to looking for a vacation rental in San José, the months when you will pay the most are, in order of highest to lowest, May, April and July, with average prices per night of $429, $425, and $364, respectively.

Is it necessary to plan a trip to San José well in advance?

It's worthwhile if you can book your stay with plenty of time when visiting San José, as only 30% of our properties are usually available throughout the year.

What are the best months for a spontaneous getaway?

The most available months are, on average, May (with an availability of 86%), June (50%), and December (32%), according to the trends observed in the prior year.

When are fewer rentals available in San José?

The month with the highest average booked rental figures is October (only 14% of properties were available on average last year). Followed by September (14%), and then November (20%). During this period, the availability is very low (16%). It is therefore preferable to reserve early.

Are there many vacation rentals in San José?

Holidu offers around 410 properties in San José from 4 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!