According to WalletHub, San Jose is one of the happiest cities in the USA. With a high standard of living, unique culture, 257 days of sun, and plenty of outdoor activities, it is easy to see how the city has become so happy. Be sure to pack your hiking boots to enjoy the many hiking routes in the area. If hiking isn’t your style, how about trying to unearth the riddles and secrets of the haunted Winchester House? One of the best things about San Jose is that is easy to get around, so have a look at what we consider to be the best vacation rentals in San Jose, California.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Bright contemporary house with parking (from USD 227)
With soft fairy lights highlighting the front of this property, you’ll adore the welcoming atmosphere. Walk up the steps to the front door and walk into a bright open-plan room with kitchen, living, and dining areas.
The large 6 ft (1.8 m) windows allow light to seep into the property and sparkle on the kitchen countertops. This is a unit located to the rear of the hosts’ house. Guests are welcome to bring two or three cars and there’s ample off-street parking available.
Top guest reviews
Amenities & Room:
beds and bedding are greatCleanliness:
very clean and well stockedclean comfortable and well equippedthe house exceptionally clean and was tastefully decoratedsuper clean property in a nice neighborhoodextraordinarily clean and very cozyHost:
access was easy and the owner promptly replied to the few questions we hadthe host was truly kind and helpful and extremely quick to respond to any question or correspondencethe check-in and out process was easy and the communication with tina was friendly helpful and always fastRead more reviewsLocation:
the location is perfect close to everything we wantedthis was a close location to both and the house is very clean with nice patio for visitingplace finished thoughtfully and tastefully
2. Radiant property with a Zen garden (from USD 163)
Nestled in the historic Hanchett Park, this exclusive property features Asian-inspired design elements. You’ll love the bamboo screen that separates different areas. There’s also a curved bamboo table. The stunning garden, with beautiful koi carp, is also worth admiring.
Built in 2010, this property is hidden away at the back of the main house and has its own private entrance. The kitchen is well-stocked and plenty of light floods in through the two glass window blocks and skylights.
Top guest reviews
Amenities & Room:
we enjoyed breakfast each day outside our room with the lovely hummingbirds lemon tree and orange dragonflysCleanliness:
the place was well equipped clean and very comfortableit was clean comfortable private and tastefully decoratedthe studio was beautiful comfortable clean and fully equippedthe property is meticulously clean organized and has such a beautiful vibeHost:
owners were friendly and helpfulcheers to our hosts grace and jeangrace is a wonderful hostthe hosts are welcoming and great communicatorswonderful experience lovely gardens hosts were very friendly knowledgeable and helpfulRead more reviewsLocation:
the location is great with restaurants public transportation and entertainment all within walking distanceyou could walk to many points of interestthis property is in a great area with walking access to downtown san jose
3. Light-filled condo with views of Tesla Motors and Gucci (from USD 193)
This condo on Santana Row for four people has a number of luxury features that perfectly match its high-end views of Tesla Motors and Gucci from the window. The metallic patterned wallpaper, plush seatings, and open plan design create a warm and welcoming property. The space is bright thanks to the unique floor-to-ceiling windows and classy lighting.
Additional amenities include a 65-inch HDTV, WiFi, and, for those of you hoping to finish off some work, a printer with paper.
Top guest reviews
Amenities & Room:
i slept like a lamb in the cozy bed and enjoyed coffee in the stylish living roomthe hosts even made sure there was coffee shampoo & conditioner laundry detergent plenty of paper towels etcCleanliness:
this property was excellent the condo was well-appointed clean welcoming comfortable quiet and beautifulthe loft itself was very clean organized well equipped with all the essentials and very nice estheticallyit was very clean modern johnny and maggie were very responsive and the location can’t be beatHost:
john was an excellent hostgreat host lovely property and enjoyable tripthe owner johnny lau made our stay relaxing and was very helpful and accommodating with our needsjohnny was very responsive with access and follow upjohnny lau was so helpfulRead more reviewsLocation:
walking distance to so much with easy freeway access if neededexcellent location with many restaurants to choose fromit is walking distance from lots of shopping excellent restaurants entertainment and even tesla superchargersit is in a great location and in a very safe and secure buildinggreat location and nice space for two
4. Spanish-style property with a balcony and piano (from USD 395)
An elegant property near the many amenities of Lincoln Avenue, you’ll love the Spanish design features of the house, especially the rounded doorways. There’s also a large balcony and a jetted tub. If it’s warm, open the French doors and decamp to the balcony that’s shaded by awnings.
On cold days, relax in front of the fireplace and enjoy a movie on the television. Or, if you are musically gifted, you can wow everyone with a tune on the stand-up piano.
Top guest reviews
Amenities & Room:
we were very comfortable and enjoyed having the back yard and grillalso i was very impressed with the amount of items in the kitchenthe house is lovely with plenty of room for our familythis house is amazing and was comfortable enough to accommodate 7 people in our group easilythe bedrooms down stairs were comfortable and each had its own flat screen (master had one also)Cleanliness:
nice outdoor space clean housethe house is clean comfortable & well stockedthe house was clean and plenty of room for a large familythis is a beautiful home well stocked with supplies and immaculately cleanthe house was so cute and very cleanHost:
the owner was very responsive when we had questionskudos to the ownerthe property contact was very responsive he went above and beyond to make sure our stay was excellentthe steam shower was cool really helpful for unclogging stuffy allergy nosesit’s a great property in a great area…and an excellent value friendly responsive managementRead more reviewsLocation:
wonderful location - close to everythingthe location was perfect being so close to downtown wggreat house in a great locationthis house and it's location were ideal for our staythe house was very conveniently located on a lovely street
5. Stylish luxe property with 4K television (from USD 199)
With lots of parking both private and on street, there is space for about seven guests. Inside, the soft leather sofa is ideal for relaxing. Spend time together and enjoy a movie on the 55-inch 4K television while making fresh drinks at the coffee and tea bar.
You can also expect to find designer names throughout, with even the bedsheets being Calvin Klein and DKNY. Everything at this property is of the highest quality. Interestingly, the house’s front portion was built in 1906, with the back being built in 1979.
Top guest reviews
Amenities & Room:
the luxury bedding gourmet coffee options and amazing bath products were the icing on the cakeCleanliness:
clean and well stockedclean home great for business or family get awaysthe place was super cleanwe really enjoyed our stay the house was clean quiet and incredibly well-equipped for anything we might needi would highly recommend to anyone the home was very clean & comfortable had all amenitiesHost:
tina is a wonderful host who was truly accommodatingtina was very communicative and easy to work withthe host was very accommodating in decorating the house to ensure our holiday was perfectthe house is well maintained and the owner is super nice and very fast to respondthe house was beautiful tina was so nice and helpful with everything we neededRead more reviewsLocation:
parking is also a challenge and you might need to park down the street like we didit is by far one of the nicest homes on the street
6. Beautifully decorated condo on Santana Row (from USD 233)
This artistic condo is located on Santana Row and features mesmerizing artwork on the walls. You’ll love the Parisian-style framed posters in the sitting room, and the unique furnishings such as the cow-pattern seat.
Towards the back of the stairs, you’re taken into a more industrial design zone, with visible wooden beams and metal pipings. Upstairs, you’ll find the contemporary bedroom.
Top guest reviews
Amenities & Room:
beds were very comfortableCleanliness:
very clean and modern unitthe condo is always clean and tidyspotless condo and amazingly comfortable bedsnice and clean condo in the center of everythingHost:
great host who was very helpfulowner has taken such care over every detailthank you for hosting usthat said it was perfect for us johnny was a great host everything was easy to figure outRead more reviewsLocation:
beautiful condo in a great locationloved staying at this property in a great location walking distance to restaurants and shoppinggorgeous condo in an outstanding locationthis is a beautiful apartment in a great locationcomfortable and clean great location within walking distance to shops and restaurants
7. Family-friendly property near Willow Glen (from USD 133)
This studio is styled with a blend of deep mahogany and monochrome colors and is perfect for four people looking to stay near Willow Glen. Sleeping arrangements include a standard queen bed and an additional inflatable queen bed that is suitable for youngsters.
Guests will enjoy the smart television, DVD player and WiFi access. If you are taking infants, be sure to take advantage of the Pack ‘n Play set.
Top guest reviews
Amenities & Room:
wifi music movies nice kitchen all you need during covid too felt safe relaxed and contentCleanliness:
the studio was clean and cozyit was clean comfortable and had everything we needednice comfortable clean cottage with an enclosed yardHost:
awesome hosts perfect sized place with great private outdoor spaceteri was great to work with very kindthe hosts added some nice personal touches with snacks water and drinksRead more reviewsLocation:
the location is excellentit was a short walk to willow street where we found good restaurants and storesreally nice private place walking distance to the willow glen areawe were there for a tennis tournament which was super close by
8. Exclusive rental with an outdoor pool (from USD 1050)
Designed for larger groups of up to 10 people, this house near Willow Glen is an excellent vacation rental. There is a wide range of amenities, including a long outdoor pool, a deluxe pool table, and a spa whirlpool.
This property is family oriented and the four bedrooms are matched with four bathrooms, so there’ll be no arguments over space. Come together to dine in the evening at the six-seater table or on the plush black leather seating in the living room.
Top guest reviews
Amenities & Room:
this house was immaculate extremely comfortable beds and the backyard was so relaxingthe master bed was so comfortable that my husband and i both fell asleep quickly and slept wellCleanliness:
second the home is incredibly beautiful well-maintained clean and sereneHost:
cynthia was a wonderful hostjackie the owner is truly a spectacular hostall of the instructions given to us by our hosts were clear and easy to followcynthis is a fabulous host and was available immediately for questionscynthia was always responsive and helpfulRead more reviewsLocation:
walking distance to a small town with many great restaurants etcgreat place and excellent locationit is walking distance to willow glen downtown where there are fantastic restaurants shops and cafes
9. Remodeled house with laundry machines (from USD 250)
This property is 3.2 km (2 mi) from downtown San Jose and has a collection of shops and restaurants in close vicinity. This standalone property does have shared laundry facilities with additional rental space in the back.
You’ll love the interior design conceived with white and neutral colors alongside polished wooden floors. The open plan design and these colors merge to create a bright and airy space. Up to eight people can stay here and there are parking spaces available.
Spacious remodeled home close to all the best of San Jose! - Spacious Home in Bay Area near the bestTop guest reviews
Cleanliness:
it was very clean and beautifulvery clean newly renovated wonderful stayvery clean and great locationwe stayed a week and the property was very clean and spaciousnice location and clean propertyRead more reviewsHost:
linda and her son we're amazing hoststhey were accessible attentive and felt that they cared which is so importantlinda was absolutely pleasant to work with and was very accommodating
10. Child-friendly property with bunk beds and bicycles
Originally built in 1896, the property was remodeled into a luxurious vacation rental adequate for up to six people. Guests are welcome to use the free parking spot and free laundry services. The host also provides three bicycles so that you can explore the local area on wheels, which would be a great way to keep children happy.
Kids will also love that each of the rooms has its own name. Will you stay in the Cactus Room or Sundeck Room? The Cactus Room is fitted with bunk beds, while a king bed awaits in the Sundeck Room.
San Jose, CA, US
Follow the sun to San Jose
It’s time to explore the delights of San Jose and these vacation rentals are the best bases to explore from. Whether you want to stay in the hubbub of downtown or the more quiet residential areas, this list is the best of the best. So, make California your next vacation destination and book one of these vacation rentals in San Jose, California, today.
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