San Jose holiday lettings

We found 2,085 holiday rentals — enter your dates for availability

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May 2025

June 2025

Select from 427 houses, 203 apartments and other holiday rentals to find the perfect place for your stay in San Jose. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include parking and a pool. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - San Jose

Showing deals for:22 Aug - 29 Aug

Exceptional

(6 reviews)

The Villa at The Ranch Almaden beautiful winery location

San Jose, CA

8% off

£2,930 per night

includes taxes & fees

Exceptional

(10 reviews)

Luxurious Design Palo Alto/ Stanford/ Silicon Valley/ South of San Francisco

Menlo Park, CA

8% off

£772 per night

includes taxes & fees

Exceptional

(5 reviews)

CUTE NEW CASITA with HUGE Balcony overlooking downtown Willow Glen • Calm Quiet

San Jose, CA

7% off

£275 per night

includes taxes & fees

Stately living room with sofa, fireplace and piano

Exceptional

(58 reviews)

Impressive Exec. Luxury Home. Pool & SPA. Beautiful, Clean, Spacious, Convenient

Union City, CA

12% off

£407 per night

includes taxes & fees

Exceptional

(9 reviews)

Luxury Villa: Silicon Valley's 30-Acre Eden of Paradise:Lake Views & Events

Gilroy, CA

12% off

£1,467 per night

includes taxes & fees

Arrive and depart anytime, at your convenience - No more waiting in line at the check-in desk

Exceptional

(5 reviews)

Kasa | Steps to Local Dining + Near San Jose Airport | Santa Clara

Santa Clara, California

16% off

£169 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in San Jose

Santana Row Shopping Center

Find the best place to stay - San Jose

SJ Landmark The Hensley House Master Suite with Bathtub Unit 1

Sleeps 3 · 1 bedroom · 1 bathroom

Top rated rentals - San Jose

Premier Host

Fantastic comfortable stay

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Travel to lively San Jose

Take a holiday to San Jose and enjoy the area's live music, theatre scene and museums. Renowned for its sporting events, bird watching and art, this city welcomes all visitors. Santana Row Shopping Center and Levi's Stadium are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in San Jose

Are you hoping to discover top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that San Jose has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Santa Cruz Beach Boardwalk (26.5 mi / 42.7 km)
Tesla Motors (11.2 mi / 18.1 km)
Happy Hollow Park and Zoo (1.7 mi / 2.8 km)
Raging Waters (4.3 mi / 7 km)
LEGOLAND® Discovery Center (5.6 mi / 9.1 km)
California's Great America (6.1 mi / 9.8 km)

Exploring the natural landscape of San Jose

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, San Jose is a great place to spend some time outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

Plaza de Cesar Chavez (0.3 mi / 0.4 km)
San Jose Municipal Rose Garden (2 mi / 3.3 km)
Central Park (4.6 mi / 7.4 km)
Alum Rock Park (6.6 mi / 10.7 km)
Vasona Lake County Park (7.6 mi / 12.2 km)
Hakone Gardens (10.1 mi / 16.2 km)

How to get to and around San Jose

The nearest airport is in San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), located 3.1 mi (5 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into San Carlos, CA (SQL), which is 23.3 mi (37.4 km) away.

If you prefer to travel by train, San Jose Diridon Station, San Jose College Park Station and Tamien Station (Caltrain) are the main stations in the city. It's easy to get around San Jose by jumping on the metro at Santa Clara Station, St James Station or San Antonio Station.

Frequently asked questions

What is the best area to stay in San Jose when booking a holiday rental?

Stay in a holiday home in West San Jose and you’ll be based in one of San Jose’s most renowned neighbourhoods. Winchester Mystery House and Santana Row Shopping Centre are much-loved attractions here that’ll keep you entertained during your visit.

What is the most popular type of holiday rental accommodation in San Jose?

According to our research, houses are the most desirable property type in San Jose. But of course, everyone’s idea of an awesome trip can differ. Vrbo has holiday rentals of all sizes and shapes, so you’re bound to find the perfect fit.

How much does it cost to rent a holiday rental in San Jose?

Different factors affect what you’ll pay for a holiday rental in San Jose, like the time of year, length of stay and property type. However, all our holiday homes have something in common — amazing value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in San Jose?

The average price for a holiday rental close to the beach in San Jose will depend on when you’re going and the type and size of property you’re searching for. You can easily and quickly find prices on Vrbo by entering your preferred travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.

Are there pet-friendly holiday rentals in San Jose?

Yes. There are. You’ll have a choice of 429 holiday rentals that allow pets in San Jose. Lots of our pet-friendly holiday rentals have space outdoors for your four-legged pal to run around in, dog beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.

Can I rent a house with a pool in San Jose?

Tick the “pool” box in our filter tool and you can choose from 149 houses with private pools in San Jose on Vrbo. Morning soak, afternoon splash or midnight swim? Leisure time is your call when your Vrbo holiday property boasts its own swimming pool.

What are popular rental amenities in San Jose?

When it comes to rental amenities that people are on the lookout for in San Jose, tennis, a garden and a nearby river are at the top of the list. With Vrbo holiday homes, you’ll enjoy options to suit your style and taste, whether you’re going on a holiday with friends, family or even pets.

Are there large group holiday rentals in San Jose?

Pick from 38 holiday properties in San Jose that can accommodate a group of 10 or more guests. Whether you’re organising a trip with extended family or a special event like a birthday party, there’s ample room to get your loved ones together under the same roof.

Are there holiday rentals in San Jose that welcome kids?

Bring the entire group together for an adventure in San Jose at one of our 428 family-friendly holiday homes. These stays provide conveniences that are great for getaways with the kids, such as laundry facilities, extra bedrooms and pools. Simply click on the “Properties good for families” filter and pick your favourite.

What are the top attractions for families in San Jose?

Keeping the kids happy during your holiday in San Jose is simple with these cool family-friendly attractions:

Californias Great America
Raging Waters
Rosicrucian Egyptian Museum

Are there one-bedroom holiday rentals in San Jose?

You’ll find 177 one-bedroom properties in San Jose to select from. A one-bedroom holiday property is an excellent option if it’s only the two of you or if you’re travelling solo. Toss in more convenience, privacy and space than a standard hotel, and you’re sure to have a memorable getaway.

Can I find two-bedroom holiday rentals in San Jose?

Select from 96 two-bedroom rentals in San Jose. Put the kids in the second room or maybe fill it with a couple of your besties. There’s a spot for whoever’s lucky enough to be joining your adventure.

Are there holiday rentals with WiFi in San Jose?

Take your pick of 147 holiday rentals with WiFi in San Jose. If you’d like to disconnect from the world while on holiday, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find holiday rentals with air conditioning in San Jose?

You’ll have your pick of 393 holiday rentals with air conditioning in San Jose providing that cool, cool breeze and extra comfort level. Enter your preferred travel dates and then use our handy filter tool to search for properties with air conditioning.

How old do you have to be to rent a holiday rental in San Jose?

The minimum age allowed can vary across properties on Vrbo, so look at the rules of the holiday home in San Jose you’re considering. But normally, it’s 16, 18 or 21.

How long can I rent a holiday rental in San Jose for?

The amount of time you can stay in a San Jose holiday home for is up to the property. Simply enter your preferred travel dates to browse available options offering extended stays. They have all you require to make your extended getaway more enjoyable and comfortable, like kitchens and air conditioning. Some Vrbo holiday properties may also offer weekly or monthly discounted prices, so you can have a longer stay for less.