
Holiday rentals in San Jose
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Top-rated holiday rentals in San Jose
Guests agree: these stays are highly rated for location, cleanliness and more.

Santana Row Loft | Luxe Stay in Silicon Valley
*AIRBNB PLUS ON SANTANA ROW* *Vetted in person by AirBnb* *Creme de la creme of AirBnb* The very spacious open concept condo is over 1090 sq feet of space to enjoy the view from below. This loft unit includes 1 parking spot and a key less door entrance for your convenience and safety. Tall airy ceiling and minimalist decor, VIP guests can unwind after a long day of work/entertainment. The 8 people dining table serves as conference area and work space for remote workers. Enhanced cleaning protocol is implemented between each visit. Some furniture may have moved around the house. Open spacious floor plan. 2 bed/1.5 bath loft condo on top floor with designated parking space below building. Overlooking Santana Row's trendy restaurants and high end shops. The perfect location to spend a weekend of shopping and entertainment. Also, the condo is equipped with office amenities for business travelers - printer, office desk, cable TV, a touch screen computer ( upon request ). We offer name brand king size bed with new Ghost mattress, new fridge and TV in media room/ NEST/ Bluetooth speaker. In addition, we have a small eclectic library for light reading -Coffee/tea - and filtered water for your enjoyment- just send any request in advance and we will try to arrange. If you have a business meeting - the conference table can accommodate up to 8 person. Condo is accessible via underground garage or lobby by key fob. I am available via sms for any questions. I live 40 minutes away - my co host is only 10 minutes away if you need anything. The loft faces the upscale Santana Row shopping district, which is decorated with flowers and a manicured garden. It has a great feel with live bands in the summer, and it's magical in the festive season. Choose from plenty of upscale restaurants. You can walk to the most prestigious shopping center - Westfield Mall - and grocery shop and pharmacy. Spa and restaurants and bar and shopping are only couple of feet away. You may never need to drive. If you have an estimated arrival time later than midnight, please let us know beforehand and we are willing to accommodate your late check-in.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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.

Airstream With Gorgeous Views of Silicon Valley
Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Private Guest-House in the Redwoods
Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

1 bedroom 1 bath house w/parking
This stylish private home is perfect for visiting and working close to downtown San Jose . There is large living room and a kitchen. There is pool table and workout area in the garage. Beautiful ambience LED lights in the living room and Game/ GYM Room. Centrally Located close to San Jose downtown , Tech companies (Silicon Valley), Levi's Stadium, Concert Arenas, San Jose State University, San Jose Airport, Amusement Parks, Many late night taco stands that you can walk to. Tesla EV Charging.

Contemporary open floor plan home near Santana Row
Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. About a 10 minute walk to Santana Row and Valley Fair Mall. Enjoy the booming night life at Santana Row and come back to sleep in a quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

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.

The most desirable & beautiful guesthouse
Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Convenient 1BR Home Near SJ Airport & Santa Clara
Clean, charming, private home close to Santa Clara University with easy access to the entire Silicon Valley. One exit from San Jose Airport! Get comfortable and spread out when you travel. This clean, centrally located home will allow you easy access to all the sights with all the conveniences of home. Reviews consistently describe a restful home with clean, comfortable furnishings, and an unusual attention to your individual needs that takes the experience to another level.

Lively Santana Row Loft for Business or Leisure
A Silicon Valley hot spot. Right on the main Santana Row strip by Tesla Show Room, Straits Restaurant, and Yard House. It's central for business in Silicon Valley or for the traveler visiting for leisure. 12 min* from SJC 13 min* to Apple HQ 16 min* to G00GLE HQ 14 min* to Cisco HQ 15 min* to LinkedIn HQ 10 min* to Adobe HQ 13 min* to Levi's Stadium 15 min* to Great America Theme Park Walking distance to many amazing restaurants and shops.
Popular amenities for San Jose holiday rentals
Other great holiday rentals in San Jose

Sunwoods Mtn. House

Private Modern Spacious 1B1B 2 beds|Prime Location

Upscale Bay Area themed place near Santana Row

Santana Row Garden Retreat Executive Residence

Luxurious Silicon Valley Retreat

Modern Silicon Valley Oasis | 2BR Chef Kitchen EV

3 bed Home-Large backyard +firepit in Santa Clara!

Santana Row Modern Executive Loft with Large Patio
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $131 SGD | $134 SGD | $134 SGD | $131 SGD | $134 SGD | $139 SGD | $138 SGD | $139 SGD | $131 SGD | $134 SGD | $133 SGD | $134 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 6,910 holiday rentals in San Jose

Verified guest reviews
Over 217,800 verified reviews to help you choose

Family-friendly holiday rentals
2,280 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,710 rentals that welcome pets

Holiday rentals with a pool
1,410 properties feature pools

Rentals with dedicated workspaces
3,970 properties have a dedicated workspace

Wifi availability
6,760 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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- Moscone Center
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Monterey Bay Aquarium
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
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- Pier 39
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- Twin Peaks
- University of California-Berkeley
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- California’S Great America
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