Family-friendly holiday rentals in Downtown San Jose

4Br/3BaHeartDtownSJGemCraftsmanFireplaceSAPAriport

No Party, event This uniquely designed modern Craftsman home is in the heart of downtown SJ &features two units: front & rear.The rear unit offers 4 bedrooms, 3 full bathrooms&1,400 sq ft of stylish living space. Every bedroom includes a TV for your comfort.Guests have full access to the backyard,with a patio set, fruit trees, driveway carport for 2 cars. Conveniently, located near shops, markets, CityHall, museums, SAP Center,airport&major companies like eBay, Adobe, Netflix, Intel, Apple,SJSU.

Family · Indoor spaces · Layout

New! Stylish Condo on Santana Row

Enjoy an indulgent experience at this stylish and centrally-located condo in the heart of Santana Row. "The Row" is a premium blend of residential, retail, and dining spaces in the center of Silicon Valley. Revel in gourmet restaurants, upscale shops, cinemas and a lively atmosphere with outdoor concerts and seasonal festivals. Take a short stroll to Westfield Valley Fair to continue your journey in fine dining, entertainment and shopping venues Located right off of highways 17, 280, and 880.

Family · Kitchen · Location

Brand New Kawaii Downtown Studio w/ Secure Parking

Our lovingly newly designed modern, but SMALL cozy studio is perfect for 1 (too snuggle for 2). Small private patio, parking w/secure gate, electric fireplace, bidet, rainfall shower, upscale tile, LED mirror, Keurig, desk, strong Wi-Fi, fully stocked kitchen w/ utensils and cookware. 8 min drive from SJC Airport, 7 min walk from Japantown restaurants/bars, 13 min walk from SJSU & City Hall, close to HWY 87, SAP Center, San Jose McEnery Convention Center, San Pedro Square and heart of downtown.

Kitchen · Indoor spaces · Walkability

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.

Kitchen · Indoor spaces · Access

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.

Indoor spaces · Family · Check-in

#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.

Indoor spaces · Family · Laundry

Cozy 2BR Bungalow | Garden Vibes in Downtown SJ

Welcome to our sunny 2BR California bungalow with a private backyard featuring fruit trees (kumquat, lime, pomegranate), string lights, and a dining table for six. Enjoy fast WiFi 6, in-unit washer/dryer, and dedicated parking. Centrally located in Silicon Valley with easy access to I-280, Hwy 87, and 101. Less than 10 minutes to SJC Airport, Caltrain, downtown San Jose, SAP Center, Levi’s Stadium & more. We’re here to ensure a smooth, comfortable stay—reach out anytime!

Family · Kitchen · Decor

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.

Indoor spaces · Kitchen · Getting around

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.

Kitchen · Family · Comfort

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.

Kitchen · Indoor spaces · Bathroom

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.

Family · Indoor spaces · Heating

1-Bedroom Cottage in Downtown San Jose

Welcome to our private detached guest house located in the heart of downtown San Jose. Although small (about 250 sqft), it is well-equipped with queen-sized bed, full kitchen (oven, range, mini fridge, microwave, Keurig coffee maker), bathroom, washer/dryer and patio. This mini-home comes with basic wifi and a parking permit to park on the street (permit only). A beautiful, cozy, private place. Comfortable, Convenient!

Kitchen · Indoor spaces · Checkout