Holiday rentals in Downtown San Jose

Guest house in Willow Glen

The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.

4.97 out of 5 average rating, 576 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!

4.97 out of 5 average rating, 624 reviews

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.

4.99 out of 5 average rating, 261 reviews

An open living area features a leather sofa paired with a small side table. A dining table is situated nearby, with a view of the modern kitchen that includes sleek cabinetry and ample lighting, creating a welcoming space for relaxation and dining.

Guest suite in San Jose

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.

Guest house in Downtown San Jose

Sliding glass doors open to a private patio featuring a round table surrounded by chairs. Soft light filters through the outdoor umbrellas, highlighting the greenery and flowers in the garden. A spacious bed is visible in the foreground, with a neutral-colored comforter.

4.98 out of 5 average rating, 118 reviews

Romantic Cottage Oasis in Historic SJ Near SJSU

Wine & chocolates await you in our quiet, lovely cottage with artwork & period decor. Meticulously maintained. NON-SMOKERS ONLY. Private entrance, patio and garden views. Kitchenette with microwave, refrigerator, & coffee maker. Located in a lovely neighborhood 3 blocks from SJSU. Walkable to downtown's cultural, dining, & museum scene. 20-min. drive to Levi Stadium. Near public transportation to SAP Center, or CalTrain to S.F. (Santa Cruz & 3 wine regions 30 min. away. 2 hrs. to Napa.)

Superhost

4.9 out of 5 average rating, 97 reviews

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.

Guest house in Santa Clara

A spacious living area is highlighted by a comfortable sofa adorned with decorative pillows. The open kitchen is visible, featuring modern appliances and a dining table. Large windows allow natural light to fill the room, enhancing the airy atmosphere.

4.95 out of 5 average rating, 132 reviews

Santa Clara Guest House w/King Bed and Parking

Newly updated guest house centrally located in the Silicon Valley. Easy access to everything! Close to San Jose Int. Airport, Downtown San Jose, Santa Row, Valley Fair Shopping Center, and more! This stylish guest house will meet all your needs. Fully equipped kitchen with refrigerator, oven/stove, Keurig coffee pot, and dish essentials. Large bedroom with comfortable King bed, en-suite bathroom, laundry, and lots of closet space. Beautiful yard and private drive-way parking included!

Guest suite in Downtown San Jose

4.93 out of 5 average rating, 170 reviews

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.

4.86 out of 5 average rating, 132 reviews

Flat in San Jose

1B1B Top Floor | Downtown | Convention Cntr 403 Ji

Welcome to your cozy retreat in the heart of Silicon Valley! This stylish 1-bedroom apartment is ideal for business travelers, medical professionals on the go, couples, solo adventurers, 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

The exterior of a historical mansion is visible, showcasing traditional architectural features such as a gabled roof and decorative trim. A well-maintained white facade complements the large windows. Several parked cars are seen in front, contributing to the urban atmosphere of the downtown area.

4.83 out of 5 average rating, 449 reviews

#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.

Guest house in Downtown San Jose

The kitchen features dark wood cabinetry complemented by a light grey tile backsplash. A white electric stove and microwave are positioned above a spacious countertop with a sink. A mini-dishwasher and coffee maker are also present, providing essential appliances for convenience.

4.91 out of 5 average rating, 134 reviews

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.

Flat in Downtown San Jose

The living room features a comfortable teal sofa adorned with a cozy white throw. A modern glass coffee table sits on a textured area rug. Large bay windows allow ample natural light, and a custom-made work desk is visible, complemented by elegant artwork on the walls.

4.95 out of 5 average rating, 115 reviews

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.

The living area features a blue sofa and a wooden coffee table positioned on a dark rug. A flat-screen television is mounted above a white brick fireplace. Natural light enters through large windows, framed with light green blinds, and a decorative plant is situated in the corner.