Downtown San Jose holiday lettings

We found 386 holiday rentals — enter your dates for availability

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Flexible dates

August 2025

September 2025

Discover a selection of 6 homes and other holiday rentals in Downtown San Jose that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Downtown San Jose

Showing deals for:7 Nov - 14 Nov

Exceptional

(21 reviews)

Posh place near Santana Row for vacation/business

San Jose, CA

8% off

£151 per night

includes taxes & fees

Library space w/ pull out couch (4th bedroom)

Exceptional

(26 reviews)

Spacious 3bed/3bath w/ Library Served as extra Bedroom Home in Willow Glen!

San Jose, CA

6% off

£285 per night

includes taxes & fees

Wonderful

(12 reviews)

Santana Row Penthouse. Sleeps 5, 4 beds. 2 bedroom, 2 bath. Faces the Row

San Jose, CA

5% off

£290 per night

includes taxes & fees

Exceptional

(7 reviews)

In the Heart of Santa Clara, Near Apple HQ & Santana Row: Modern 3-Bedroom Home

Santa Clara, CA

11% off

£199 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Downtown San Jose

San Jose McEnery Convention Center

Find the best place to stay - Downtown San Jose

Global Luxury Suites San Jose Downtown

Sleeps 3 · 1 bedroom

Top rated rentals - Downtown San Jose

Premier Host

Fantastic comfortable stay

Such a great stay. Perfect location right above a great variety of restaurants & shops. Very central San Jose. All completely modern amenities. Extremely comfortable. Host was amazingly accommodating. Very highly recommend.

Carolyn S.

Stayed Dec 2021

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

Frequently asked questions

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

The most desirable types of holiday rentals in Downtown San Jose are apartments. Prefer something different? Vrbo has many options to match our guests' requirements, so you'll see holiday homes in all sizes and shapes. The ideal fit is waiting for you — snap up yours today.

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

The average price for a holiday home in Downtown San Jose is determined by a number of factors, like property type, length of stay and season. Whether you're in search of a sprawling villa with a pool or a comfy cabin that's perfect for two, just enter your travel dates to view some great-value stays.

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

The average price for a holiday home by the beach in Downtown San Jose will depend on when you'll be there and the size and style of property you want. Find prices easily and quickly on Vrbo by entering your destination and travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.

Are there pet-friendly holiday rentals in Downtown San Jose?

There certainly are. You'll have your pick of 71 holiday homes that welcome pets in Downtown San Jose on Vrbo. Our furry best friends need a getaway too, so simply use our search function for pet-friendly holiday rentals to find a property where your pup can join in the fun.

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

Tick the "pool" box in our filter tool and pick from 32 houses with private pools in Downtown San Jose on Vrbo. Lazy soak or ball games and races? Leisure time is up to you when your holiday home has its own pool.

What are popular rental amenities in Downtown San Jose?

The most popular rental amenities people prefer in Downtown San Jose include a fireplace, a swimming pool and a garden. Whether you're hitting the road with family, buddies or even pets, Vrbo holiday properties feature the best amenities for making epic memories with your loved ones.

Are there large group holiday rentals in Downtown San Jose?

Take your pick of 17 Vrbo holiday rentals in Downtown San Jose that can host a group of five or more people. You'll enjoy all the space and privacy you need to relax with the people you're holidaying with — and nobody else.

Are there holiday rentals in Downtown San Jose that welcome kids?

Downtown San Jose has 70 family-friendly holiday homes. And discovering a stay that welcomes little ones is simple with our "Properties good for families" filter. As well as having the whole place to yourselves, you'll get amenities and perks such as dining rooms, full kitchens and yards.

What are the top attractions for families in Downtown San Jose?

There are tons of fabulous things to see and do with the family in Downtown San Jose, such as:

Raging Waters
Rosicrucian Egyptian Museum
The Tech Interactive

Are there one-bedroom holiday rentals in Downtown San Jose?

Yes, Downtown San Jose has 40 one-bedroom rentals available. Typically situated in prime areas because of their compact size, a one-bedroom property is perfect if you're travelling with your partner or a buddy. And with comforts such as air conditioning and more privacy than a standard hotel, you'll be able to kick back while enjoying this fantastic destination.

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

You can pick from 18 two-bedroom homes in Downtown San Jose. Put your little ones in the second room or maybe fill it with a couple of your besties. There's plenty of space for whoever's fortunate enough to be joining your adventure.

Are there holiday rentals with WiFi in Downtown San Jose?

Whether you want to keep up with the latest headlines, write a few emails or surf your social networks, there are eight holiday homes with WiFi in Downtown San Jose. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.

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

There are 71 holiday homes with air conditioning in Downtown San Jose giving you that cool, cool breeze and extra bit of comfort. Enter your chosen travel dates and then make use of our filters to help you locate stays with air conditioning.

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

The minimum age allowed can differ across properties on Vrbo, so check the rules of the holiday rental in Downtown San Jose you're considering. But normally, it's 16, 18 or 21.

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

The length of time you can book a holiday rental in Downtown San Jose depends on the property. Simply enter your desired travel dates to display a list of options offering extended stays. With tons of features like laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Downtown San Jose.