
Holiday rentals in Downtown San Jose
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Top-rated holiday rentals in Downtown San Jose
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New Modern Craftsman Guest House with Bay Windows
Close to all the actions downtown San Jose has to offer, our newly renovated guest suite is uniquely designed just for the space. You'll have a private entrance and front porch all to yourself. This modern/luxurious home featuring a large living room/dining/kitchen/work area combo, dramatic bay windows, textured stone wall/fireplace, fully stocked kitchen, modern amenities, cozy bedroom, specially commissioned artworks, laundry, and spa-like bathroom, this suite offers you a home away from home.

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.

Modern luxury suite in Downtown San Jose
Welcome to your contactless stay in downtown San Jose! Self check-in + check-out with private gated entrance ensures your health and safety during your stay. There's a large living space, full kitchen, and luxurious bathroom with washer/dryer. A/C and heated floors provide comfort just like home. This guest suite is part of a Victorian home built in 1892 within San Jose's historic Lakehouse district. We created this space specifically to host family and guests and hope you enjoy your stay.

Private Large Suite A Private Entrance Heart of SJ
This is 1 unit of a Duplex house (2 units in total, shared backyard, all rooms are private). Very Large unit with 900 square feet of area, includes 1 bedroom, a large living room, bathroom, full kitchen and laundry room. It also has an exclusive entrance, driveway for parking, and a patio. It is conveniently located near downtown San Jose and Japantown. 2 min walk to the light rail station, great for people traveling or on a business trip. 2 Queen beds, 1 in bedroom and 1 in living room.

Your San Jose Home
Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently updated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

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.

Bright, Stylish Suite in Central Silicon Valley
Newly remodeled guest suite, only steps away from SJSU. The main house hosts a boutique architect firm, adding creative energy by day while evenings stay quiet. This retreat offers modern comforts in a prime Silicon Valley location. With quick access to I-280, Hwy 87, and Hwy 101, you’re minutes from Caltrain, SJC Airport, the Convention Center, SAP Center, Levi’s Stadium, and downtown San Jose. Ideal for business or leisure, the suite blends style and convenience for a comfortable stay.

Lovely Downtown Modern New-Build, w/Secure Parking
Our lovingly designed cozy but SMALL studio is perfect for solo traveler(too snuggle for 2). Modern design, upscale European stone/tile work in kitchen and bath. Private patio, parking w/ secure gate, laundry, electric fireplace, rainfall shower, LED vanity mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. close to SJC Airport, SJSU campus, SAP Center, Convention Center, Downtown SJ, HWY-87, tech companies like Zoom, Adobe, PWC, EY. Walk to Japantown.

Private, stylish, clean detached studio
Our charming SOFA District Victorian (on 2nd St.) is 5 - 10 minutes walking distance to San Jose McEnery convention center, center for performing arts, SJSU, restaurants, Tech Museum, rock climbing, Ritz & bars. SAP (Sharks & concerts) is a 15 minute walk. (We are in the real downtown perimeter.) This reservation is for our fully-loaded, newly remodeled detached unit bedroom studio in the back of the home. To add guests beyond 2, requires approval.

Charming Craftsman in Downtown SJ
Amazing 2 Bedroom home in the middle of everything great in downtown San Jose. New AC! Custom details throughout including pergola, barn door, redwood shelving and remodeled kitchen. Walking distance to SAP center, downtown San Jose, San Pedro square, Diridon Caltrain station, restaurants on the Alameda, and the wonderful Whole Foods and attached brewery (Floodcraft). Right next to the beautiful Guadalupe trail for great bike rides and walks.

Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Unique Home 1 bed 1 bath Kitchen Parking Laundry
Welcome to a modern, spacious 1-bedroom guest home in San Jose! Relax in the large living room, cook in the fully equipped kitchen, and sleep soundly in the cozy queen bed. Enjoy fun extras like a foosball table, PS4, and LED lighting ambiance. Large driveway with onsite parking means no hassle. Minutes from SAP Center, CEFCU Stadium, and Levi’s Stadium — perfect for sports fans and visitors. Book your stay today!
Popular amenities for Downtown San Jose holiday rentals
Stay near Downtown San Jose's top sights
Other great holiday rentals in Downtown San Jose

Private Room 2 – Modern Stay

#8New cozy and private carpet AC room

4 Newly Remodeled Private Bedroom Shared Bathroom

5~Victorian downtown share home~AC~parking~SJSU

Private Bedroom and Washroom with Workstation

Mini Studio in a downtown House

Budget J6: Monthly Savings, Near Town Center, SJSU

Private BedRoom #1 one bed/ Wifi/ Parking
When is the best time to visit Downtown San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £77 | £83 | £81 | £81 | £85 | £88 | £80 | £88 | £77 | £81 | £77 | £77 |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Quick stats about holiday rentals in Downtown San Jose

Total holiday rentals
Explore 370 holiday rentals in Downtown San Jose

Verified guest reviews
Over 18,790 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
350 of Downtown San Jose holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Downtown San Jose rentals

4.7 Average rating
Downtown San Jose stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Downtown San Jose’s top spots include SAP Center, The Tech Interactive and San Jose Diridon Station
Destinations to explore
- Pet-friendly rentals Downtown San Jose
- Family-friendly rentals Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Serviced apartment rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with a firepit Downtown San Jose
- Rentals with a patio Downtown San Jose
- House rentals Downtown San Jose
- Flat rentals Downtown San Jose
- Rentals with a hot tub Downtown San Jose
- Fitness-friendly rentals Downtown San Jose
- Rentals with pools Downtown San Jose
- Guest house rentals Downtown San Jose
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