Vacation rentals in San Jose

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Top-rated vacation rentals in San Jose

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

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Top guest favourite
Guesthouse in Willow Glen
4.97 out of 5 average rating, 562 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!

Top guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.97 out of 5 average rating, 159 reviews

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

Top guest favourite
Condo in San Jose
4.99 out of 5 average rating, 110 reviews

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.

Top guest favourite
An open living area features a glass dining table surrounded by modern chairs. Natural light pours in through expansive windows, illuminating the airy space. A staircase with wooden steps and metal railing leads to the upper floor, while decorative accents enhance the contemporary design.
Loft in San Jose
4.94 out of 5 average rating, 526 reviews

Santana Row Luxury Executive 2 Story Loft

Beautiful, luxury and clean 2 story open plan loft on the top floor at Margo building right on Santana Row. 2 bedroom 1,5 bath. Panoramic view of the mountains, downtown San Jose and the planes landing at SJC. Your favorite restaurants and shops downstairs. Valley Fair Mall is across the street. Brand new king size bed in the Master Bedroom, walk-in closet, kitchen, Nespresso coffee, teas. Underground parking with EV/Tesla hookup. Security on site 24/7. Ideal for business travelers and families.

Guest favourite
The living area features a plush sectional sofa and a coffee table placed on a colorful rug. A flat-screen TV is mounted on the wall opposite a dining table set for four. The open kitchen is visible in the background, equipped with modern appliances.
Apartment in San Jose
4.88 out of 5 average rating, 130 reviews

2B2B APT in Downton SJ | Close to SAP, airport 404

Welcome to your cozy retreat in the heart of Downtown San Jose! This stylish 2-bedroom apartment is perfect for business travelers, traveling medical professionals, couples, solo adventurers, and interns! -> Very close to SJ Airport, SF Convention Center, SAP Center, SJ Downtown... -> Self-Check in with code -> Free private on-site parking spot in the gated garage -> Central A/C and heater -> In-unit washer and dryer -> High-Speed Wifi -> Comfortable King size bed -> Elevator in the building

Top guest favourite
A spacious and inviting living area is defined by a large sectional sofa and a glass coffee table atop a soft area rug. Natural light floods the space through sliding glass doors that lead to the outdoor deck, enhancing the open concept layout.
Home in Willow Glen
4.96 out of 5 average rating, 168 reviews

Airy Open Concept Modern Home: 3br/2bath + Office

Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Guest favourite
A light-filled living area features a spacious sofa with decorative pillows, a small dining table, and a workspace. A microwave is positioned on a countertop beside a plant. Natural light streams through the windows, enhancing the serene environment.
Loft in Rose Garden
4.85 out of 5 average rating, 691 reviews

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.

Top guest favourite
A spacious living area is highlighted by a comfortable sofa adorned with decorative pillows. The open kitchen is visible, featuring modern appliances and a dining table. Large windows allow natural light to fill the room, enhancing the airy atmosphere.
Guesthouse in Santa Clara
4.95 out of 5 average rating, 127 reviews

Santa Clara Guest House w/King Bed and Parking

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 yard and private drive-way parking included!

Top guest favourite
Guesthouse in San Jose
5 out of 5 average rating, 216 reviews

Stylish standalone guesthouse near Santana Rowing

Enjoy a stylish experience at this centrally-located guest house in West SJ. Modern finishes and well maintained backyard with gas fireplace for your enjoyment. Queen day bed with pull out twin trundle underneath to sleep up to 3 people. 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 quiet neighborhood. Minutes from SJ Airport, downtown SJ and Campbell, high tech companies and world class eateries.

Top guest favourite
A bright sleeping area features a spacious bed with white bedding and a decorative throw. Two bedside lamps illuminate the room, while colorful animal artwork adorns the wall above. A cozy sofa and a small side table complete the inviting atmosphere.
Guest suite in San Jose
4.95 out of 5 average rating, 674 reviews

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. Fujitsu split system for cooling and heating 0.3 mi to Santana Row 0.3 mi to Westfield/Valley Fair 3.1 mi to SJC Airport

Superhost
Condo in San Jose
4.81 out of 5 average rating, 472 reviews

Modern Luxury 2BR/2FL Loft Overlooking Santana Row

Treat yourself to this stunning & bright two-story loft in the heart of Silicon Valley. This inviting & spacious condo overlooks the world-renowned Santana Row, the premier luxury shopping and dining strip ("Rodeo Drive of Silicon Valley"). Enjoy two modern and airy floors and bedrooms, an open plan apartment with enormous windows onto The Row. This space is perfect for professionals, small groups, or individuals who appreciate the finer things in life.

Top guest favourite
An outdoor patio area is shown beneath a wooden pergola adorned with warm string lights, creating a cozy ambiance at night. A large 65-inch TV is mounted on the wall, while comfortable dining and lounging furniture is arranged for relaxation and socializing.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 134 reviews

Near Japantown & SJC ARPT, King Bed, Fast Internet

Our detached guesthouse near Japantown & DTSJ is designed for comfort and relaxation. Enjoy a king-sized ultra-comfy bed, A/C in both the bedroom and living room/kitchen, a fully equipped kitchen, in-unit washer and dryer, and a dedicated workstation with an ergonomic sit-stand desk. The private outdoor pergola space features a 65” Smart TV, ambient lighting, ceiling fan, propane fire pit, and dining/lounge area. Free and ample street parking included.

Popular amenities for San Jose vacation 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 vacation rentals in San Jose

  • Total vacation rentals

    Explore 6,700 vacation rentals in San Jose

  • Verified guest reviews

    Over 221,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,330 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,770 rentals that welcome pets

  • Vacation rentals with a pool

    1,360 properties feature pools

  • Rentals with dedicated workspaces

    3,830 properties have a dedicated workspace

  • Wifi availability

    6,670 of San Jose vacation 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

Destinations to explore