
Holiday houses in Downtown San Jose
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Top-rated holiday rentals in Downtown San Jose
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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!

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.

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.

Cozy Private Studio in Downtown San Jose
Our studio is a private dedicated space attached to our home with tons of natural light and a private entrance. We're a quiet couple with adult college age kids. We're looking to host a couple or single individual who is looking for a quiet escape for vacation or business. The studio is tiny but complete with a new queen bed, couch, full kitchenette with fridge, microwave, induction cooktop, coffee, tea, electric kettle, water filter and all kitchen essentials.

Luxe Apartment Downtown San Jose w/ Gym, Pool
Experience San Jose in a modern luxe apartment with great vibes and amenities → Lightning Fast Wi-Fi → Comfortable Queen Bed → Dedicated Office Workspace → Fully Stocked Kitchen → 55" Smart TV → Washer+Dryer → Private Parking Amenities: → Clubhouse+Lounge → Dedicated Corporate Office Workplace → Rooftop Courtyard with BBQ → Pool+Hot Tub → Full-Size Gym Ideal for business travelers, travel nurses & corporate clients looking to experience San Jose in style.

Private Entrance Studio with in-unit bathroom
Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Private Modern Spacious 1B1B 2 beds|Prime Location
Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

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.

Walk to Santana Row + Valley Fair | 6min drive SJC
Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Private Cottage nearby Airport/SAP/SJ Downtown/SCU
The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

New Modern Hideaway Suite
Modern, newly built 1BR/1BA private suite with its own entrance—no shared spaces. Located near Santana Row, Valley Fair, and 10–15 mins to Apple Park. Enjoy a bright, quiet space with a queen bed, workspace, fast Wi-Fi, and cozy patio. Walk to dining and shops. Ideal for business travelers - close to Apple and Google shuttle stops. Enjoy a peaceful, modern retreat all to yourself.
Popular amenities for Downtown San Jose holiday rentals
Stay near Downtown San Jose's top sights
Other great holiday rentals in Downtown San Jose

#9 new cozy carpet AC private room

Deluxe Room in Oasis w/ Private Dedicated Bath

3~Victorian downtown shared home~A/C~near SJSU

Private Room 2 – Modern Stay

Sudo++Family Home,Private RmB, San Jose,WillowGlen

Silicon Valley private furnished room Downtown SJ

Cozy, convenient room with great views!

Mini Studio in a downtown House
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 | $178 NZD | $192 NZD | $187 NZD | $187 NZD | $197 NZD | $202 NZD | $183 NZD | $202 NZD | $178 NZD | $187 NZD | $178 NZD | $178 NZD |
| 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
350 of Downtown San Jose holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Family-friendly rentals Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with a patio Downtown San Jose
- Rentals with pools Downtown San Jose
- House rentals Downtown San Jose
- Apartment rentals Downtown San Jose
- Rentals with a fire pit Downtown San Jose
- Guesthouse rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Rentals with a hot tub Downtown San Jose
- Pet-friendly rentals Downtown San Jose
- Fitness-friendly rentals Downtown San Jose
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
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- Baker Beach
- Monterey Bay Aquarium
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- Montara Beach
- Palace of Fine Arts
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House
- California’S Great America
- Berkeley Repertory Theatre
- Painted Ladies




