
Holiday rentals in Downtown San Jose
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Quick stats about holiday rentals in Downtown San Jose

Total holiday rentals
Explore 390 holiday rentals in Downtown San Jose

Nightly prices starting at
Downtown San Jose holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 18,950 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
380 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
Top-rated holiday rentals in Downtown San Jose
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

A Modern, Cozy & Private Suite in the Heart of SJ
Come in out of the cold, rain, or heat for relaxation. Close to many attractions and colleges. 9 mins Downtown SJ, SAP, Civic Center, 11 mins to Levi’s, 4 mins to Japantown. Lively Japantown is known for its mom & pops ramen, poki, mochi, shaved ice, sushi, and souvenir shops. Our rental has its own private entrance, full dimmable lighting, heating & cooling, living rm w/ entertainment system, projector, dining area, breakfast nook, bedroom, and bathroom that converts into a steam room.

Private entry studio suite 1B1B walk to SantanaRow
✨✨WALKING TO VALLEY FAIR AND SANTANA ROW✨✨ Enjoy your own private studio with a private entrance and bathroom, perfectly situated in West San Jose. This cozy, modern space is ideal for solo travelers, couples, or business guests seeking comfort and convenience. ✨ Highlights: • Newly remodeled with modern finishes • Private bathroom and private entrance for full independence • Kitchenette for light cooking and snacks • Private AC & heating for year-round comfort • 1 driveway parking space

Charming Home nearby Airport/San Jose Downtown/SAP
Centrally located to explore the heart of Silicon Valley. This beautiful home has all the conveniences and is a ideal location to experience all of activities. About 7 to 15 minutes drive from most attractions: SJC airport,SAP center,SJ downtown,Hi-tech companies, Santana Row,Valley Fair Mall, Levi’s stadium,Avaya stadiums,Rose Garden, Great mall outlets,Museums and Restaurants..Santa Cruz 35 minutes. Stanford 25 minutes. San Francisco 45 minutes. Close to major freeways I-280, I- 880, US-101.

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.

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.

Downtown San Jose Cozy Studio Free Parking
Our cozy studio is at heart of downtown San Jose and features gated 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.

2B2B Apt Oversized Unit Close to SAP Center 212 Ha
Spacious 2BR/2BA Apt with Corner View - One of our biggest 2 bedrooms unit! This apartment is perfect for business travelers, traveling medical professionals, families and interns! -> Very close to SJ Airport, SF Convention Center, SAP Center, SJ Downtown... -> Self-Check in with code -> Free private on-site parking spot in the gated garage -> Central A/C and heater -> In-unit washer and dryer -> High-Speed Wifi -> Comfortable King size bed -> Elevator in the building

#01 small 1 bedroom apartment downtown San Jose
Great location in San Jose's downtown commercial core. Our beautiful historical mansion is a non-residential commercial historical large guesthouse for stays less than 21 continuous nights in each unit. Walk to anywhere downtown. #1 is a small complete apartment used exclusively by the booked guest. #1 has a bedroom with a full size bed, a full bathroom and a kitchen/family room with a sofa/full size bed. #1 has no common areas, but #1 has full access to all common areas.

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.

New Modern Craftsman Guest House with Bay Windows
Close to all the action downtown San Jose has to offer, our renovated suite was designed with beauty and comfort in mind. You'll have a private entrance and a front porch all to yourself. This modern/luxurious home features a large living room/dining/kitchen/work area combo, dramatic bay windows, a textured stone wall fireplace, modern amenities, a cozy bedroom, specially commissioned artwork, laundry, and spa-like bathroom - a home away from home.

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.
Popular amenities for Downtown San Jose holiday rentals
Stay near Downtown San Jose's top sights
Other great holiday rentals in Downtown San Jose

Bright, Stylish Suite in Central Silicon Valley

SJ Downtown Nest with Private Entrance

Luxe Apartment Downtown San Jose w/ Gym, Pool

Entire Home - Cozy Near Downtown | Fast WIFI

Naglee Park , Downtown San Jose, Blue room

456A SJ Downtown TV/AC/Parking/Laundry

Luxury 3BR Retreat Pool View Balcony Downtown SJ

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP
When is the best time to visit Downtown San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $160 SGD | $149 SGD | $141 SGD | $149 SGD | $153 SGD | $138 SGD | $153 SGD | $134 SGD | $137 SGD | $158 SGD | $142 SGD |
| 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 |
Destinations to explore
- Fitness-friendly rentals Downtown San Jose
- Rentals with a patio Downtown San Jose
- Serviced apartment rentals Downtown San Jose
- Rentals with pools Downtown San Jose
- Guest house rentals Downtown San Jose
- Pet-friendly rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Flat rentals Downtown San Jose
- Rentals with an EV charger Downtown San Jose
- Rentals with a hot tub Downtown San Jose
- Family-friendly rentals Downtown San Jose
- House rentals Downtown San Jose
- Rentals with a firepit Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Stanford University
- Monterey Bay Aquarium
- Golden Gate Park
- Santa Cruz Beach
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Chase Center
- California’S Great America
- University of California San Francisco
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies





