A cityscape with autumn-colored trees, a large stadium, and various high-rise buildings.

San Jose Holiday Rentals

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Our top choices for San Jose holiday rentals

1. Newly remodeled home 3/2 baths/ free Wi-Fi/ washer/ dryers/ parking in San Jose

Newly remodeled home 3/2 baths/ free Wi-Fi/ washer/ dryers/ parking in San Jose
South San Jose
The price is NZ$686
includes taxes & fees
18 Aug - 19 Aug
Newly remodeled home 3/2 baths/ free Wi-Fi/ washer/ dryers/ parking in San Jose

2. Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

3. The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
Northside
9.8 out of 10, Exceptional, (31 reviews)
"Lovely house that for 3 adults perfectly in am excellent location. Excellent hosts, would highly recommend!"
United States
Cindy c.
The price is NZ$657
includes taxes & fees
23 Aug - 24 Aug
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

4. Downtown San Jose l 2 Bedroom l Convenient

Downtown San Jose l 2 Bedroom l Convenient
Northside
The price is NZ$1,002
includes taxes & fees
21 Aug - 22 Aug
Downtown San Jose l 2 Bedroom l Convenient

5. Spacious 4 Bd 4 Ba home close to all the best of San Jose

Spacious 4 Bd 4 Ba home close to all the best of San Jose
Buena Vista
9.8 out of 10, Exceptional, (66 reviews)
"It was a great place to stay."
United States
Jessica G.
The price is NZ$797
includes taxes & fees
31 Aug - 1 Sept
Spacious 4 Bd 4 Ba home close to all the best of San Jose

6. Central Location + Parking + AC + Kitchen + Wi-Fi 6

Central Location + Parking + AC + Kitchen + Wi-Fi 6
Willow Glen
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing time it was the perfect location for our vacation. Mr. Wong was very accommodating, made us feel at home and had all the amenities necessary to make our experience pleasant. "
United States
Dawn S.
The price is NZ$537
includes taxes & fees
8 Sept - 9 Sept
Central Location + Parking + AC + Kitchen + Wi-Fi 6

7. Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (3 reviews)
"Awesome spot!!"
United States
Kevin D.
The price is NZ$450
includes taxes & fees
23 Aug - 24 Aug
Downtown Gem: 2BR Historic Spanish Bungalow • Short Walk to SJSU + Parking

8. Beauty Home 3Br/2Bath Nearby Downtown in San Jose

Beauty Home 3Br/2Bath Nearby Downtown in San Jose
East San Jose
9.6 out of 10, Exceptional, (5 reviews)
"Clean and comfortable rooms. It is family friendly. Host is great."
United States
Sachin S.
The price is NZ$971
includes taxes & fees
17 Aug - 18 Aug
Beauty Home 3Br/2Bath Nearby Downtown in San Jose

9. Santana Row Properties #6 - Silicon Valley Getaway

Santana Row Properties #6 - Silicon Valley Getaway
San Jose
10.0 out of 10, Exceptional, (19 reviews)
"This apartment is in such a great location right on Santana Row where there is really nice shopping and restaurants. The bed was super comfortable and the amenities were great. I will definitely be staying here again."
United States
Wendy C.
The price is NZ$999
includes taxes & fees
16 Aug - 17 Aug
Santana Row Properties #6 - Silicon Valley Getaway

10. Charming Craftsman in Downtown SJ

Charming Craftsman in Downtown SJ
Downtown San Jose
10.0 out of 10, Exceptional, (3 reviews)
"Very cute spot in a good location. We stayed briefly for the Superbowl, but appreciated all of the finer touches that the place offered. It was very clean, quaint, and had everything you would need for a stay — the owner clearly has a keen eye for detail and is a great interior designer!"
United States
Robert G.
The price is NZ$731
includes taxes & fees
6 Sept - 7 Sept
Charming Craftsman in Downtown SJ

11. Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.8 out of 10, Excellent, (24 reviews)
"yes great stay"
United States
Alan G.
The price is NZ$269
includes taxes & fees
17 Aug - 18 Aug
Serene Guest Suite w/ Private Bath and Kitchenette

12. LOVELY HOUSE IN SAN JOSE

LOVELY HOUSE IN SAN JOSE
South San Jose
9.0 out of 10, Wonderful, (51 reviews)
"Perfect location. Comfortable house."
United States
Michelle H.
The price is NZ$701
includes taxes & fees
17 Aug - 18 Aug
LOVELY HOUSE IN SAN JOSE

13. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (73 reviews)
"great location in a lovely neighborhood close to nearby restaurants and shops"
United States
Denise J.
The price is NZ$353
includes taxes & fees
18 Aug - 19 Aug
Private Willow Glen Studio Guesthouse

14. Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (12 reviews)
"House is in an older area but well kept and perfect for a couple or solo traveler. "
United States
Dawn D.
The price is NZ$421
includes taxes & fees
23 Aug - 24 Aug
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

15. Stylish Central San Jose 3B2B w/crib Free Parking

Stylish Central San Jose 3B2B w/crib Free Parking
St. Leo's
9.6 out of 10, Exceptional, (8 reviews)
"Location was great and the home was nice. "
United States
Matt K.
The price is NZ$788
includes taxes & fees
30 Aug - 31 Aug
Stylish Central San Jose 3B2B w/crib Free Parking

16. @ Marbella Lane - NEW! 3BR CozyRetreat in DTWN SJ

@ Marbella Lane - NEW! 3BR CozyRetreat in DTWN SJ
Willow Glen
7.4 out of 10, Good, (13 reviews)
"Rental was clean and well equipped. It was perfect for our family. It was comfortable. The owner was great with communication, checking in to make sure we had everything we needed. Would definitely stay here again!"
United States
Goodwin G.
@ Marbella Lane - NEW! 3BR CozyRetreat in DTWN SJ

17. @ Marbella Lane -SiliconValley 3BR Gem in SJ

@ Marbella Lane -SiliconValley 3BR Gem in SJ
Willow Glen
8.8 out of 10, Excellent, (11 reviews)
"Bed comfortable close proximity to my job All good"
United States
Les H.
The price is NZ$832
includes taxes & fees
18 Aug - 19 Aug
@ Marbella Lane -SiliconValley 3BR Gem in SJ

18. Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (65 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is NZ$448
includes taxes & fees
17 Aug - 18 Aug
Luxury stay near Santana Row for vacation/business

19. Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance

Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
South San Jose
10.0 out of 10, Exceptional, (44 reviews)
"Pet friendly, has all the amenities, beautiful, cozy, feels like a welcoming home, very safe area, responsive host"
United States
Pierce
The price is NZ$538
includes taxes & fees
30 Aug - 31 Aug
Light Filled Newly Built Almaden Foothill ADU with Private yard and entrance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Jose Hotel Reviews

Find out more about San Jose

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Jose holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Jose. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Jose. Seeing all the best attractions is bound to make you fall in love with San Jose. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Jose short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in San Jose?

Yes, there are holiday rentals in San Jose close to The Tech Interactive, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give San Jose high marks for its acclaimed theatre scene and great live music. You can also check out the fascinating museums during your trip.

What are some of the best holiday rentals that San Jose has to offer?

COLORFUL HISTORIC VENETIAN COURT #8 ON CAPITOLA BEACH: This holiday home rental outside of San Jose is located on the beach, and has a balcony, a BBQ and free WiFi to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in San Jose?

Expedia has 382 holiday rentals for your stay in San Jose.

What’s there to see and do in San Jose?

Cultural attractions include The Tech Interactive and San Jose Civic Auditorium, whereas Plaza de Cesar Chavez and Silicon Valley are a couple of picturesque spots to enjoy the outdoors. You’ll find favourite places to visit such as SAP Center at San Jose and Levi's Stadium in the wider area.

What’s a holiday rental in San Jose like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Jose. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.