
Holiday rentals in San Jose
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Top-rated holiday rentals in San Jose
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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, 1 PERSON ONLY.

Treehouse , San Jose
250 sq ft treehouse with stairs leading to 2 lofts with beds overlooking the most gorgeous view of the Silicon Valley. The treehouse opens to a deck 14 foot high nestled in between 3 sycamore trees.Custom made stained glass window and spiral staircase leads up into the tree. Includes full functioning bathroom , kitchenette w sink , cooking stove, mini fridge . Sleeps 4 people. ( 1 queen bed in each open loft) You are living with a live tree in nature so think glamping - an amazing experience .

Guest House w/King Bed and Parking in Santa Clara
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 private yard and private drive-way parking included!

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.

Entire Home - Cozy Near Downtown | Fast WIFI
Welcome to your downtown San Jose retreat! This 2-bed, 2-bath home is perfect for business trips or family getaways. Located minutes from Santana Row, SAP Center, and top dining spots, you'll enjoy easy access to local attractions. Relax in cozy, modern bedrooms, cook in a fully equipped kitchen, and unwind in a peaceful, flower-filled backyard. With convenient parking and close airport access, your stay will be effortless and memorable. Let us know if you need anything during your visit!

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.

A) twin bed, private entry and bathroom, 1 person
Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

Newly Remodel Private Entire Unit in San Jose
- Fully Furnished NEELY REMODELED Private MASTER SUITE 1 BATH 1 BED WITH YOUR OWN ENTRANCE and BATHROOM in SAN JOSE; including kitchen, bathroom, comfort queen bed, lounge, dinning area, and central heat & AC. - Shared laundry in a laundry room next to your unit. - 1 Parking spot on drive way IN FRONT OF THE UNIT. - Private entrance - No smoking No pets - 7-Eleven: 0.3 miles - Chick-Fil-A: 1 mile - Jack in the Box: 1.7 miles - Walmart: 2.6 miles - Target: 2.3 miles

Private Entrance Studio with in-unit bathroom
Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Private Modern Spacious 1B1B 2 beds|Prime Location
Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

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.

Walk to Santana Row + Valley Fair | 6min drive SJC
Private guest suite with it's own front door, bedroom and bathroom. There is no kitchen but we provide a mini fridge, microwave and kettle. It is a short walk to Santana row and Valley Fair Mall and a 5 minute drive to SJC Airport. This suite is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport
Popular amenities for San Jose holiday rentals
Other great holiday rentals in San Jose

San Jose Nest @ Bird Ave | Private Suit #9

Great House Good People 2

Z7# Cozy and elegant room in the villa, quiet community, convenient transportation, close to BTS and business district

Private Room – Elegant Stay @ SJ

New Cozy Room

New house -Cal King w/private bathroom in San Jose

Berryessa cozy room

#10 Private Room | Kitchen, Laundry & Ensuite Bath
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 SGD | $137 SGD | $137 SGD | $134 SGD | $137 SGD | $142 SGD | $141 SGD | $142 SGD | $134 SGD | $134 SGD | $134 SGD | $136 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 |
Frequently Asked Questions
What are the best places to stay in San Jose?
San Jose has lively downtown neighborhoods with proximity to cultural sites, as well as quieter areas like Willow Glen, known for tree-lined streets and local dining. Neighborhoods around Japantown and Rose Garden are often sought out for their character and access to parks.
What are the best things to do in San Jose with kids?
Explore hands-on exhibits at the Children's Discovery Museum, enjoy animal encounters at Happy Hollow Park and Zoo, or experience science and technology at The Tech Interactive. These places often provide interactive experiences for a variety of ages.
What are some of the best things to do in San Jose?
San Jose has vibrant museums such as the San Jose Museum of Art and The Tech Interactive, historic sites like the Winchester Mystery House, and local markets around Japantown. Community parks and botanical gardens are frequently suggested for relaxing afternoons.
How is the weather in San Jose?
San Jose has mild winters near 42–59°F (6–15°C) with wetter months, and dry summers that typically reach 76–77°F (24–25°C). Light layers are useful, especially due to cooler evenings and a sunny, low-rain climate through summer.
What are the best places to visit in San Jose?
Explore the storied Winchester Mystery House, view contemporary works at San Jose Museum of Art, and stroll through the Municipal Rose Garden. Japantown is a popular area for local food and cultural experiences.
What are some hiking trails in San Jose?
San Jose has trails in Alum Rock Park, Los Gatos Creek Trail, and the foothills around Sierra Vista Open Space Preserve. These areas feature varied terrain, wildlife spotting opportunities, and scenic overlooks.
What are some family activities we can do in San Jose?
Families can enjoy outdoor play at the Municipal Rose Garden, hands-on exhibits at The Tech Interactive, and park outings at Guadalupe River Park. Seasonal events and farmers markets often have activities suitable for all ages.
What are some of the best day trip ideas from San Jose?
Around San Jose, you can explore redwood forests, coastal beaches, or wine regions. Santa Cruz, the Santa Clara Valley, and nearby state parks are frequently suggested for day outings with varied outdoor and cultural experiences.
Are there any pet friendly accommodations available in San Jose?
Several vacation rentals in neighborhoods like Willow Glen, Downtown, and Rose Garden welcome pets. Community parks and trails make it comfortable to explore San Jose alongside your dog.
What are some local tips for visiting San Jose?
Consider using public transit or bikes for easy access to neighborhoods and markets. Locals often spend weekends at parks or farmers markets, and lightweight layers are helpful due to temperature changes throughout the day.
What is San Jose known for?
San Jose is known as the heart of Silicon Valley, home to innovative technology companies, vibrant cultural institutions, and distinct neighborhoods like Japantown. Its Mediterranean climate and culinary diversity also make it a frequently suggested destination.
What are the best hidden gems to explore in San Jose?
Discover art installations at the Japanese Friendship Garden, explore local makers at the San Jose Flea Market, and visit Bernal-Gulnac-Joice Ranch for a glimpse of agricultural history. Less-traveled parks and small galleries are also worth exploring.
What are the best foods to try in San Jose?
San Jose has distinct Vietnamese, Mexican, and Japanese food traditions, with pho, tacos, and sushi among the most popular local eats. Farmers markets and food halls around the city also serve inventive dishes rooted in local produce.
What should I bring for a trip to San Jose?
Pack comfortable walking shoes, light layers for sunny afternoons and cool evenings, and a reusable water bottle. Sunglasses and sunscreen are helpful due to frequent clear skies, especially in summer months.
What is the nightlife in San Jose like?
San Jose’s nightlife includes vibrant bars, live music venues, and relaxed lounges, especially around downtown and SoFA District. Local breweries and performance spaces combine cultural experiences and evening entertainment.
What are the most popular events or festivals in San Jose?
San Jose frequently hosts cultural festivals in Japantown, music events in downtown, and food celebrations throughout the area. The San Jose Jazz Summer Fest and Christmas in the Park are two of the most popular recurring events.
Are there family friendly vacation rentals in San Jose?
San Jose has many family-friendly rentals in neighborhoods like Willow Glen, Rose Garden, and areas close to parks. These locations provide easy access to outdoor spaces and community attractions for a comfortable family visit.
When is the best time to visit San Jose?
Late spring through early fall is often recommended for outdoor activities, as temperatures are generally warmer and rain is minimal. Festivals and special events are most frequent during these months.
Quick stats about holiday rentals in San Jose

Total holiday rentals
Explore 6,770 holiday rentals in San Jose

Verified guest reviews
Over 211,410 verified reviews to help you choose

Family-friendly holiday rentals
2,220 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,650 rentals that welcome pets

Holiday rentals with a pool
1,450 properties feature pools

Rentals with dedicated workspaces
3,810 properties have a dedicated workspace

Wifi availability
6,590 of San Jose holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across San Jose rentals

4.8 Average rating
San Jose stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
San Jose’s top spots include SAP Center, Winchester Mystery House and Rosicrucian Egyptian Museum
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- Santa Cruz Beach
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