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Holiday rentals in San Jose

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Jose

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
The living area is bathed in natural light, showcasing a spacious orange sectional sofa positioned alongside a geometric area rug. A decorative ottoman sits in the center, while a small side table and floor lamp are observed. Tall windows provide a view of palm trees outside.
Loft in San Jose
4.88 out of 5 average rating, 345 reviews

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.

Top guest favourite
The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.
Guest house in Willow Glen
4.97 out of 5 average rating, 550 reviews

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!

Guest favourite
Flat in Downtown San Jose
4.94 out of 5 average rating, 252 reviews

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.

Guest favourite
The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.
Home in Mountain View
4.92 out of 5 average rating, 181 reviews

Upscale Modern House Near Mountain View Downtown

Our modern 3B2B house is located just minutes away from downtown Mountain View, G00gle, Faceb00k, Apple, Stanford University, NASA, Caltrain station and many others! It's newly fully renovated and offers high-end interior, premium appliances (Viking, Monogram.....) & quality beddings, etc. We are new hosts who've been working for high tech companies for years and are still learning about hosting. Any of your suggestions and special accommodation needs would be more than welcome and appreciated.

Guest favourite
Home in Downtown San Jose
4.97 out of 5 average rating, 599 reviews

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.

Top guest favourite
An open living area features a leather sofa paired with a small side table. A dining table is situated nearby, with a view of the modern kitchen that includes sleek cabinetry and ample lighting, creating a welcoming space for relaxation and dining.
Guest suite in Lakehouse
5 out of 5 average rating, 237 reviews

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.

Top guest favourite
The modern kitchen features dark cabinetry and a central island with a rich countertop. Pendant lights hang above, illuminating the preparation area. Stainless steel appliances and a backsplash with a sleek design enhance the functionality and style of the space.
Home in San Jose
4.97 out of 5 average rating, 273 reviews

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**

Guest favourite
A spacious bed is centered in the room, flanked by two modern bedside lamps on wooden nightstands. A textured gray throw blanket drapes over the bed, while a geometric wall art piece adds a contemporary touch. Natural light filters through a window, with a view of a wooden fence.
Guest suite in San Jose
4.84 out of 5 average rating, 353 reviews

Modern Dream

Welcome to South San Jose, 95123 located in Silicon Valley. Close to HWY 85, 87, 101, Downtown SJ convention centers, SJC Airport, SAP Center, Levi Stadium, 49’ers, SJ Sharks, SF Giants, Golden State Warriors, Great America, Mountain Winery, Shoreline Amphitheater, Redwood Forests, The Beach Boardwalk, Santa Cruz (40 mins), Monterey (1hr) San Francisco (1hr), Stanford University, San Jose State University, Santa Clara University. We hope you enjoy your stay in the Bay in our Modern Dre

Guest favourite
A spacious studio features a large bed adorned with a red and white blanket, complemented by soft lighting from bedside lamps. A comfortable sofa with decorative pillows sits nearby, and large windows allow natural light to fill the room, enhancing its inviting ambiance.
Guest house in Campbell
4.78 out of 5 average rating, 153 reviews

Air Condition Cozy garden house.

A great studio in the Heart of Campbell, with walking distance to many restaurants and many boutiques in downtown Campbell. Only 12 min. to San Jose airport with out trafic. 20 min away from Levi Stadium and Six Flags Great America theme park. The famous Santana Row shopping and delicious restaurants is like a 7 min drive, and right by it we have one of the biggest malls of the bay area Westfield Valley Fair. We also have the Winchester mystery house museum across from Santana Row.

Top guest favourite
An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.
Home in San Jose
4.92 out of 5 average rating, 438 reviews

Comfortable Whole Home on two house lot

This home has lots of light, new appliances and furniture. You are renting the entire home in the rear of the property. This is in an older, diverse neighborhood, with friendly Hispanic, Portuguese, Viet, Black and White neighbors, and a low crime rate. The pets in the listing are actually in the front house. The back house is pet friendly, but cleaned after each visit. There are neighborhood cats outside. Easy access to bus lines, and two major highways (101 and 280).

Top guest favourite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guest house in Downtown San Jose
4.99 out of 5 average rating, 174 reviews

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.

Top guest favourite
A well-lit living space features a comfortable sofa and a dining table set for two. The kitchen showcases modern appliances, including a stainless steel refrigerator and oven. Skylights enhance the airiness, while wooden cabinetry adds warmth. Sliding glass doors open to a secluded outdoor area.
Guest house in Lynhaven
4.98 out of 5 average rating, 293 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

Popular amenities for San Jose holiday rentals

When is the best time to visit San Jose?

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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 The Tech Interactive

Destinations to explore