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 favorite
Guesthouse in Willow Glen
4.97 out of 5 average rating, 564 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 favorite
A dining area is set with a wooden table, featuring elegant place settings for six. A stylish woven basket and decorative bowl are placed centrally. A wall-mounted television is positioned above a modern console, with natural light filtering through a nearby window.
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 favorite
The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.
Guesthouse in Willow Glen
4.99 out of 5 average rating, 220 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, extended family, work travelers needing fast internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd bed set-up fee collected after booking. I'll message options. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Guest favorite
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, 357 reviews

Santana Row Loft | Luxe Stay in Silicon Valley

Amazing Loft with the View at Santana Row The Space 1,090 sq ft open-concept loft on the top floor with soaring ceilings, minimalist décor, and stunning views of Santana Row. 2 bed / 1.5 bath- perfect for couples, families, or business travelers. INCLUDED ∙King-size bed with premium Ghost mattress + full-size bed ∙NEST thermostat ∙Small library for light reading ∙New fridge and TV Access & Parking: Keyless entry +1 designated underground parking spot. Accessible via garage or lobby with key fob.

Top guest favorite
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.

Top guest favorite
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.

Top guest favorite
A modern kitchen with sleek white cabinetry is visible, featuring granite countertops and stainless steel appliances. A dining area can be seen in the background, with a table and chairs arranged near a window that allows natural light to illuminate the space.
Home in Downtown San Jose
4.97 out of 5 average rating, 611 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.

Guest favorite
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 San Jose
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.

Guest favorite
The studio layout is highlighted by a spacious queen bed against a light wall. A Smart TV is mounted above a minimalist shelving unit, adjacent to a fully equipped kitchen. A gray sofa with patterned pillows faces a glass coffee table, complemented by a geometric area rug.
Guesthouse in San Jose
4.97 out of 5 average rating, 414 reviews

Private unit close to Santa Clara University

Welcome to Cory Cottage, your private oasis in the heart of San Jose! Located less than a mile from Santana Row and Santa Clara University, this modern and stylish cottage is the perfect getaway for anyone looking to escape the hustle and bustle of everyday life. With a gated private entry and fully equipped kitchen, you can unwind and relax in complete privacy. Whether you're traveling for business or pleasure, Cory Cottage has everything you need to make your stay comfortable and cozy.

Top guest favorite
The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.
Guest suite in Willow Glen
4.96 out of 5 average rating, 185 reviews

Private Queen Suite-Pool & Hot Tub, private entry

This is your Getaway and World Cup spot! Enjoy your private suite, bathroom and large smart TV with all the action. Located within 3 miles of downtown Los Gatos and Campbell great food options. Levi's Stadium 9.5 miles, Mountain Winery Concerts 7.5 miles, San Jose International Airport 6.5 miles, SFO 35 miles, SAP Center/NCAA/Sharks 4.6 miles. We have professional cleaning. Check-out like a hotel, no starting laundry! Hot tub and Pool are a perfect way to relax and end the evening.

Top guest favorite
Home in San Jose
4.93 out of 5 average rating, 283 reviews

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.

Top guest favorite
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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,009 GYDG$25,100 GYDG$23,845 GYDG$21,545 GYDG$21,963 GYDG$22,800 GYDG$22,590 GYDG$22,800 GYDG$21,545 GYDG$21,963 GYDG$21,754 GYDG$21,963 GYD
Avg. temp10°C12°C13°C15°C17°C19°C20°C20°C20°C18°C13°C10°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 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 & 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

  • Wi-Fi availability

    6,670 of San Jose vacation rentals include wi-fi 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