Holiday rentals with outdoor seating in San Jose

Guesthouse in Willow Glen

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.

4.97 out of 5 average rating, 533 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!

4.96 out of 5 average rating, 115 reviews

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

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

4.98 out of 5 average rating, 144 reviews

A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.

Campervan/RV in San Jose

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.

Guesthouse in Santa Clara

A cozy guestroom features a spacious bed covered with a vibrant teal bedspread. A white kitchenette is visible, equipped with essential appliances, while a small dining area is present nearby. Natural light filters through sheer curtains, illuminating the modern decor.

4.93 out of 5 average rating, 164 reviews

Entire guesthouse Santa Clara smart lock entrance.

New remodeled clean and cozy guesthouse in a prime location of Silicon Valley. You will be close to everything when you stay here. Minutes drive to the best Bay Area shopping and dining experiences Santana row and Westfield Valley Fair. Nividia 7min. drive, Apple Park 11 min. drive, Google headquarters Mountain View 15min. Sap center, Levi’s Stadium, and Great America are all nearby. Walk to shops, restaurants and Target shopping center. A close 10 minute drive to San Jose International Airport.

Guesthouse in Almaden Valley

A modern living area is showcased with a light-colored sofa adorned with blue decorative pillows and a patterned armchair. A round coffee table sits in front, surrounded by hardwood flooring. Natural light enters through large windows with sheer white curtains, illuminating the space.

5 out of 5 average rating, 114 reviews

Newly Built | Modern 1BR/1BA Private Cottage

Welcome to this private newly built modern Guesthouse in Silicon Valley, nestled in San Jose, with a view of Santa Cruz Mountains. Close to all major highways in the South Bay, San Jose Downtown (9 miles), San Jose Airport (12 miles), SAP Center (9 miles), Levi's Stadium (16 miles), Santa Cruz Beach (32 miles), Great America Parkway (16 miles), Santana Row (12 miles), Apple (16 miles), Netflix (8 miles) and major tech companies in Sunnyvale, Santa Clara, Mountain View, Cupertino and Palo Alto.

4.95 out of 5 average rating, 112 reviews

A spacious bed is positioned centrally, featuring crisp white linens and an orange accent pillow. The wall behind showcases a graphic design of palm leaves, creating a calming focal point. Soft lighting is provided by a small lamp on a bedside table and another on the opposite side.

Home in San Jose

Zen Retreat‧1777sqft‧4B2.5B‧AC‧Fruitful Backyard

Time is of the essence! Our discount, starting at 30% off Sep 2025 - Dec 2025, is filling up. If you're interested, consider adding our house to your wishlist and securing your reservation. Experience the ultimate peace and safety in San Jose. Our sanctuary has welcomed countless group travelers, workers, families, and anniversary gatherings. 20+ restaurants, Westfield Oakridge, 2 Costcos nearby, Cheesecake Factory, movies, Ranch 99, and the Apple Store are all within 5-8 minutes of driving.

Guesthouse in Downtown San Jose

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.

5 out of 5 average rating, 105 reviews

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.

4.93 out of 5 average rating, 364 reviews

A spacious bedroom features a comfortable bed with crisp white linens. A large artwork depicting bamboo decorates the wall. Natural light enters through the open door leading to a front porch, where outdoor seating is visible.

Guest suite in Hensley

Your San Jose Home

Just steps from San Jose's historic Japantown, this comfy suite with private entrance has everything you need. We recently updated the room, and you'll feel right at home in this comfortable and clean room. There is free street parking, and many restaurants and public transportation are within walking distance. It's also an easy drive from SJC airport, SJSU, downtown San Jose, Convention Center, SAP Center, and other parts of Silicon Valley. We look forward to welcoming you to San Jose!

Guesthouse in Willow Glen

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.

4.99 out of 5 average rating, 212 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. 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!

4.92 out of 5 average rating, 266 reviews

A cozy living area features a light blue sofa and a stylish lounge chair, complemented by a decorative area rug. Wall art is displayed above a low table, while houseplants adorn the space. Warm, orange accent walls provide a welcoming touch.

Home in San Jose

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.

4.99 out of 5 average rating, 194 reviews

A spacious backyard is showcased, featuring lounge chairs arranged on manicured grass. A modern guesthouse with large windows and a bar area is set against lush greenery. Pathways of stone slabs lead to various outdoor seating areas beneath umbrellas, enhancing the space's inviting quality.

Guesthouse in San Jose

Stylish standalone guesthouse near Santana Row

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 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.

Guesthouse in Almaden Valley

An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.

4.97 out of 5 average rating, 1,002 reviews

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Popular amenities for San Jose outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.89 out of 5 average rating, 104 reviews

The living room features a brown leather sofa accompanied by two side lamps on metal tables. A coffee table sits atop a patterned rug, while a fireplace with a stone surround adds warmth. Natural light is provided through windows adorned with blinds.

Home in Santa Clara

3B/2.5B + Office/1 block to SCU /Sunny Patio / BBQ

Home in Downtown San Jose

A spacious living room features two red tufted sofas set against a light grey wall. A patterned blue area rug anchors the seating arrangement, complemented by a coffee table with a decorative centerpiece. Natural light filters through a window, highlighting the room's modern artwork and greenery.

4.97 out of 5 average rating, 134 reviews

NewLuxHome!PoolTable!HotTub!Heart of Downtown SJ

4.96 out of 5 average rating, 157 reviews

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

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

Home in Downtown San Jose

A spacious living room is equipped with a large sectional sofa adorned with colorful cushions. A glass coffee table sits centrally, complemented by a decorative plant. Natural light is welcomed through multiple windows, and a sleek electric fireplace is featured against a textured accent wall.

4.85 out of 5 average rating, 371 reviews

3Br/2BaCentralDowntownSanJose-StunningCraftsmanSAP

4.81 out of 5 average rating, 506 reviews

A modern kitchen showcases gray cabinetry and stainless steel appliances. A wooden island with two high stools stands against the wall, offering a functional space. Ample overhead lighting creates a bright atmosphere, while a floral artwork hangs on the wall, adding a touch of warmth.

Home in San Jose

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

4.96 out of 5 average rating, 27 reviews

A spacious deck is furnished with a wooden table and seating area featuring comfortable couches, all offering unobstructed views of the surrounding landscape. Lush greenery and vibrant skies provide a serene backdrop, while tall trees provide partial shade for relaxation.

Home in Evergreen

Stunning Valley View! 2B2B sleeps 8

5 out of 5 average rating, 28 reviews

A modern home is positioned on a hillside, showcasing a spacious outdoor deck and well-maintained landscaping. The structure and patio area are bathed in soft golden light from the sunset, highlighting the surrounding greenery and distant views of the Bay Area.

Home in Noble

Stunning Modern Home with Amazing Views of Valley

4.98 out of 5 average rating, 56 reviews

A modern kitchen and dining area is visible, featuring a round table surrounded by four brown chairs. Colorful artwork is displayed on the cabinetry, complementing the light wood flooring. Natural light illuminates the space through multiple windows, enhancing the inviting and spacious environment.

Home in Calero

San Jose Guest House

Apartment rentals with outdoor seating

4.85 out of 5 average rating, 183 reviews

A cozy living area is displayed, featuring a grey sofa adorned with patterned cushions. A coffee table sits in front of a multi-colored area rug, with a television mounted on a wooden media console. Two pets are seen, one on the couch and the other on the floor.

Apartment in Millsmont

Beautiful private 1 bedroom apartment w/ Bay views

4.82 out of 5 average rating, 205 reviews

The spacious bedroom features a tall ceiling and natural light filtering in through the window with blinds. A plush bed is centered against the wall, complemented by a sleek dresser and vintage cabinet. A modern TV is mounted opposite the bed for entertainment.

Apartment in Campbell

"Queens Palace" Studio Apt Business Ready-San Jose

4.82 out of 5 average rating, 240 reviews

A private studio apartment is presented with a spacious bed covered in a navy blue quilt. The room features a mirrored closet, a mini kitchenette with a microwave and mini fridge, and a small work desk. A flat-screen TV stands on a simple black table.

Apartment in Old Oakland

Downtown Modern Studio! Nearby Bart!

4.93 out of 5 average rating, 511 reviews

A charming blue Victorian duplex is displayed from the front, showcasing a welcoming yellow door. Stairs lead to a covered porch flanked by plants and trees, while bright green landscaping complements the exterior. The second floor offers a balcony view of the lower entrance.

Apartment in Alameda

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

4.96 out of 5 average rating, 161 reviews

The living area is organized around a dark wood coffee table and features a blue sofa with yellow accent pillows. A vibrant orange accent wall complements a mounted smart TV. A small desk is situated nearby, alongside a colorful patterned chair.

Apartment in Sunnyvale

🌟Cheerful 2B2B in prime location 🌲Redwood Pl Apt 3

4.98 out of 5 average rating, 478 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Apartment in Felton

Private Suite in the Redwoods with a View

4.82 out of 5 average rating, 105 reviews

A bright living space features large windows that allow natural light to fill the room. A comfortable blue sofa bed is positioned near a round wooden dining table with two chairs. A workspace with a desk and ergonomic chair is also visible.

Apartment in San Leandro

Lovely 1 Bed 1 Bath 2nd Floor Private Apt w/ View

4.9 out of 5 average rating, 260 reviews

An inviting Victorian-style home features a charming front yard with vibrant greenery and colorful flowers. The entrance is framed by red doors and decorative architecture. A wooden fence with blue pickets lines the property, enhancing the welcoming atmosphere of this historic residence.

Apartment in Campbell

Victorian Paradise Downtown Campbell intelliBed

Condo rentals with outdoor seating

4.82 out of 5 average rating, 277 reviews

A spacious living area is designed with a large sectional sofa and a coffee table, accompanied by a flat-screen TV mounted on the wall. A dining table with bright red chairs sits beside large windows, allowing natural light to fill the room. Artwork adorns the walls.

Condo in College Terrace

Modern condo, Palo Alto, 1 Block to Stanford 2337

4.93 out of 5 average rating, 82 reviews

A contemporary living area is showcased, featuring a large sectional sofa with decorative cushions. A wooden coffee table occupies the center space, complemented by a small plant. Framed artwork depicting a bridge scene adds visual interest to the wall, while a floor lamp provides additional lighting.

Condo in San Jose

Gated 1BR Condo! AC, Parking, W/D near Santana Row

4.79 out of 5 average rating, 75 reviews

A bright and airy living space is highlighted by large windows that allow natural light to fill the area. Modern furnishings, including chic beds and a functional kitchen, create a welcoming atmosphere. An outdoor seating area is visible, perfect for relaxation.

Condo in Santa Clara

Cozy & Bright Japanese Inspired Modern Home

4.7 out of 5 average rating, 27 reviews

A bright living area showcases wood flooring and an open layout. A dining table is positioned near the kitchen, which is equipped with modern appliances. A cozy sofa adds seating, while bookshelves and decorative items enhance the comfort of the space.

Condo in Mountain View

Lovely 1B1B condo with patio near downtown MTV

4.93 out of 5 average rating, 60 reviews

An aerial view captures a bright and airy living space with large windows allowing natural light. A stylish couch and chairs are arranged around a coffee table on a textured rug. A dining area is visible, featuring a long table surrounded by chairs, under modern lighting.

Condo in San Jose

Stylish Santana Row Condo

4.98 out of 5 average rating, 169 reviews

A modern kitchen features stainless steel appliances, including a large refrigerator and a five-burner gas stove. White cabinetry and light wood counters provide a bright atmosphere. Ample workspace is available, along with under-cabinet lighting that highlights the tiled backsplash.

Condo in Alameda

Cozy condo in the heart of Alameda

4.98 out of 5 average rating, 48 reviews

A spacious sleeping area features a dark wood bed adorned with a patterned duvet and decorative pillows. A soft area rug with floral designs lies beneath the bed. A light-colored sofa and bedside tables with lamps complete the inviting space, illuminated by recessed lighting.

Condo in San Ramon

580/680 private studio & fast wifi