
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.
Exclusive Private Sanctuary in the Heart of the Valley
Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

San Jose, Downtown, Cozy Craftsman Duplex
You will enjoy your own private living space. Duplex. Our place is a beautifully restored Craftsman home, spacious, clean, and wonderfully appointed for a very comfortable stay. I’m available on the premises next door if you need anything. Near the end of a leafy, quiet street close to downtown San Jose. We are close to San Jose Airport, Convection Center, Train/Bus station, highways 280, 101, and 87. NOTE: We are compliant with COVID-19 cleaning guidelines to keep our quest and ourselves safe.

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.

Private Large Suite A Private Entrance Heart of SJ
This is 1 unit of a Duplex house (2 units in total, shared backyard, all rooms are private). Very Large unit with 900 square feet of area, includes 1 bedroom, a large living room, bathroom, full kitchen and laundry room. It also has an exclusive entrance, driveway for parking, and a patio. It is conveniently located near downtown San Jose and Japantown. 2 min walk to the light rail station, great for people traveling or on a business trip. 2 Queen beds, 1 in bedroom and 1 in living room.

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.

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, 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.

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.

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.

Serene Casita in Backyard Garden (Stay at Flora's)
Our backyard bungalow is a fully furnished, one room studio with full bathroom. We have a coffee machine, microwave, and mini fridge in the bungalow for our guests. The comfy bed and workspace are perfect for a solo traveler or a couple. Our neighborhood is urban, yet peaceful. You *might* hear people, neighbors, parties, music, cars, sirens, trains, chickens, homeless people, etc.
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

Private Queen Suite-Pool & Hot Tub, private entry

Charming Willow Glen Home with Spacious Yard

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Cabana in Sierra Azul Open Space Preserve

Luxury Silicon Valley Work & Wellness Oasis

Gr8View-LrgDeck-BBQ-Spa-PoolTable-2xOven-Sleeps12
Family- and pet-friendly home rentals

Evergreen Valley Hillside retreat

Cozy Spanish Casita near SJSU

Cozy Suite, Private Entrance + Bath (Pets Welcome)

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

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

Charming Craftsman in Downtown SJ

Cottage - bedroom, living, bath and small kitchen

Private cottage in a garden
Family-friendly home rentals with a pool

Quiet Poolside Cottage for Solitude

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto w/Pool

Little Poolside House near Downtown Mountain View!

Lovely 1B1B condo with patio near downtown MTV

Luxe Apartment Downtown San Jose w/ Gym, Pool

Cozy BUS on Farm Animal Rescue with CITY VIEW

Quiet Santana Row LUXE with Mt 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 | $250 SGD | $253 SGD | $276 SGD | $247 SGD | $281 SGD | $298 SGD | $303 SGD | $267 SGD | $247 SGD | $254 SGD | $250 SGD | $256 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 $167 SGD per night before taxes and fees

Verified guest reviews
Over 4,070 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 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
- Pet-friendly rentals Downtown San Jose
- House rentals Downtown San Jose
- Rentals with a patio Downtown San Jose
- Rentals with a washing machine and dryer Downtown San Jose
- Rentals with pools Downtown San Jose
- Serviced apartment rentals Downtown San Jose
- Rentals with a firepit Downtown San Jose
- Rentals with outdoor seating Downtown San Jose
- Rentals with a hot tub Downtown San Jose
- Fitness-friendly rentals Downtown San Jose
- Flat rentals Downtown San Jose
- Guest house rentals Downtown San Jose
- Rentals with a fireplace Downtown San Jose
- Family-friendly rentals San Jose
- Family-friendly rentals Santa Clara County
- Family-friendly rentals California
- Family-friendly rentals United States
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- 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




