
Family-friendly holiday rentals in Downtown San Jose
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Downtown San Jose
Guests agree: these family-friendly homes 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!

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.

Near Japantown & SJC ARPT, King Bed, Fast Internet
Our detached guesthouse is centrally located in DTSJ near Japantown, features a king-sized, ultra-comfortable bed and cold mini split A/C system in the bedroom that guarantees a restful night's sleep. A fully equipped kitchen for chefs and for those who need to work during their stay, an automatic ergonomic sit-stand desk. The outdoor oasis includes a huge 65 inch Smart TV, ambient lighting, outdoor ceiling fan, propane fire pit, and dining and lounging area. Street parking is free and ample.

Winter Sales! 1 Bed Cottage w/Kitchenette + yard
Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

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.

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.)

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!

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.

#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 Abodu Guesthouse in Downtown San Jose
Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

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.

Cosy private place in midtown San Jose
Dedicated parking right at your front door. Full privacy, self checkin/checkout. Fluffy queen bed + sleeper sofa, sparkling bathroom with European shower, full kitchen, TV, in-unit washer/dryer. The property is front house of a duplex. Quiet location in walkable urban village area - walk to eat and shop. Close to Santana Row restaurants and mall, SAP center, Caltrain, SJC Airport, Rose Garden, SJSU.
Popular amenities for Downtown San Jose family-friendly rentals
Family-friendly home rentals with a hot tub

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

Epic Santa Cruz Mountain Views in Rustic Home

Private Queen Suite-Pool & Hot Tub, private entry

Garden Cottage w/ Hot Tub • 3 miles to SJC

Cabana in Sierra Azul Open Space Preserve

Quiet Santana Row LUXE with Mt View

Luxury Silicon Valley Wellness and Work Oasis
Family- and pet-friendly home rentals

Evergreen Valley Hillside retreat

3B/2.5B + Office/1 block to SCU /Sunny Patio / BBQ

4B/2.5B / Office Space / Open Plan / Huge Backyard

Private Spanish Casita near SJSU-2B/1B & Backyard

Cozy Suite, Private Entrance + Bath (Pets Welcome)

Sweet Home Sleep 6/ 2 Bath/ AC+Parking +Laundry

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

Cottage - bedroom, living, bath and small kitchen
Family-friendly home rentals with a pool

Luxurious Ritz Suite w fireplace, Business retreat

Quiet Poolside Cottage for Solitude

Beautiful Large 4BR Home with POOL

Private & Quiet Garden Cottage

Little Poolside House near Downtown Mountain View!

Luxe Apartment Downtown San Jose w/ Gym, Pool

Beautiful Spacious Living w/Resort Like Feel

Cozy BUS on Farm Animal Rescue with CITY VIEW
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 | $246 SGD | $249 SGD | $271 SGD | $242 SGD | $277 SGD | $293 SGD | $298 SGD | $263 SGD | $242 SGD | $253 SGD | $271 SGD | $259 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 |
Quick stats about holiday rentals that are family-friendly in Downtown San Jose

Total holiday rentals
Explore 90 holiday rentals in Downtown San Jose

Nightly prices starting at
Downtown San Jose holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 4,340 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 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
- 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 patio Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Flat rentals Downtown San Jose
- Rentals with a hot tub 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
- Fitness-friendly rentals Downtown San Jose
- House rentals Downtown San Jose
- Family-friendly rentals San Jose
- Family-friendly rentals Santa Clara County
- Family-friendly rentals California
- Family-friendly rentals United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Monterey Bay Aquarium
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Levi's Stadium
- Rio Del Mar Beach
- Seacliff State Beach
- SAP Center
- Twin Peaks
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Palace of Fine Arts
- Montara Beach
- Winchester Mystery House
- California’S Great America
- Davenport Beach
- Baker Beach




