Holiday rentals in San Jose

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Top-rated holiday rentals in San Jose

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Guest favourite

Guest house in San Jose

4.97 out of 5 average rating, 432 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

7–14 Sep

$218 SGD per night

Guest favourite

Home in Sunnyvale

4.97 out of 5 average rating, 274 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

14–21 Aug

$182 SGD per night

Guest favourite

Guest house in San Jose

4.98 out of 5 average rating, 106 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

Welcome to our new, 480 sq. ft. backyard cottage, in a quiet neighborhood in downtown West. Walking distance to SAP Center; to Caltrain, Amtrak and VTA station; to restaurants, cafes, breweries, parks, bike/scooter rental, Whole Foods, laundromat, and other amenities. Close to SJ airport, Santana Row, the Rose Garden, the Egyptian Museum, San Pedro Square, Willow Glen, SC convention,SCSU and SJSU. Street parking is plenty n free w/a virtual permit. Pls send ur license plate no. upon arrival.

14–21 Jul

$196 SGD per night

Guest favourite

Flat in San Jose

4.92 out of 5 average rating, 184 reviews

❤️of Downtown San Jose Cozy Studio Free Parking

Our cozy studio is at heart of downtown San Jose and features onsite parking, washer/dryer, and fully stocked kitchenette (NO STOVE) with a toaster oven, microwave, Keurig, electric kettle, mini fridge, strong WiFi. Enjoy the quality linens & cozy touches. Walk to Convention Center, 5 min drive to SAP Center, Diridon Station, SJC & Japantown. next to I-280/87. Wi-Fi TV, Youtube TV subscription only, login to your own Netflix, Hulu etc. Sorry, no portable hotplate can be brought in,1 person only

25 Aug – 1 Sep

$143 SGD per night

Guest favourite

Home in San Jose

4.88 out of 5 average rating, 207 reviews

San Jose, Downtown, Cozy Craftsman Duplex

You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

6–13 Oct

$137 SGD per night

Guest favourite

Guest suite in San Jose

4.98 out of 5 average rating, 112 reviews

Private Queen Suite: Private entry, self check-in

Enjoy our newly remodeled private suite and bathroom. Located within a mile of eBay and Netflix plus downtown Campbell and Willow Glen. We follow all cleaning guidelines to protect the health of all guests. We have a professional cleaning crew, so just relax and enjoy. Check-out like a hotel, no starting laundry!You will enjoy a well designed private room with queen bed, private entrance and connected private bathroom in our serene and safe neighborhood. Very high speed internet is included.

17–24 Sep

$163 SGD per night

Guest favourite

Guest suite in Los Gatos

4.93 out of 5 average rating, 254 reviews

Remote Mountain Suite with Hot Tub

One-bedroom attached in-law suite with private entrance- relaxing den with large leather couch, flat screen tv (Roku/no cable) kitchenette w/hot plate and private bath. Supplied with bottle of wine and breakfast essentials. Mountain location 2.5 miles down a very narrow scenic ridge-top road on 6 beautiful acres of lush vegetation and towering redwood trees. Ideal for a couple or small family looking to explore the Santa Cruz county Mountains, Bay Area and coast without breaking the bank.

8–15 Oct

$164 SGD per night

Guest favourite

Loft in San Jose

4.87 out of 5 average rating, 566 reviews

Rose Garden Cottage

A private free standing guest cottage on our property in San Jose's historic Rose Garden. 5 min to SJC airport, 1.5 miles to Diridon Station and VTA light rail. Walkable to restaurants, coffee shops, nightlife, parks and public transit. One mile to the SAP Center (Shark Tank) and Santa Clara University. 2 miles to Santana Row and Westfield Shopping Center. You’ll love our place because of it's tranquil setting. Kuerig coffee maker, Britta water filter small refrigerator and microwave.

29 Aug – 5 Sep

$186 SGD per night

Guest favourite

Home in San Jose

4.99 out of 5 average rating, 157 reviews

Fat Squirrel Cottage in downtown San Jose

The Fat Squirrel is a peaceful farmhouse cottage tucked securely behind our home near the tree-lined Rose Garden neighborhood offering business travelers easy access to SJC and downtown. The cottage, with its private entrance, has high speed fiber optic wifi, a complete living room, bedroom with queen size bed, closet and additional storage. French doors open to a fully equipped kitchen leading to outdoor dining and coffee-or wine- in the garden.

18–25 Apr

$221 SGD per night

Guest favourite

Guest suite in Campbell

4.99 out of 5 average rating, 139 reviews

Walk to downtown Campbell- Newly renovated suite!

Enjoy our newly remodeled one bedroom suite located next to Downtown Campbell. Whether you're in town for work or leisure, the suite has everything you need including a Queen bed, kitchenette and bathroom. The area is secure, private and safe. This suite is 1 of 2 Airbnbs hosted on the property. 1 Parking spot on the driveway. 0.2 mi to Downtown Campbell (4 min walk!) 3.4 mi to SJC Airport

19–26 Oct

$156 SGD per night

Guest favourite

Guest suite in San Jose

4.98 out of 5 average rating, 181 reviews

Efficiency close to SJSU & SJ Convention Center

This small efficiency of about 200 sf (< 20 sq. meters) is fully furnished, has a separate entrance and a little deck patio. It consists of a kitchenette, a large closet, a living/sleeping area with a day bed (twin-size) - suitable for ONE PERSON ONLY - and a bathroom incl. a shower, sink, commode and ample cupboard space.

7–14 Sep

$98 SGD per night

Guest favourite

Guest house in Sunnyvale

4.96 out of 5 average rating, 387 reviews

Private cottage in a garden

Charming, private backyard studio cottage nestled in a fenced garden in a quiet Sunnyvale neighborhood. Private, clean and cozy, this 240-sq ft space has a kitchenette, bathroom with shower, full-size bed, Wifi, A/C. Short walk to cafes, groceries. Ample parking.

27 Dec – 3 Jan

$162 SGD per night