Holiday rentals in San Jose

4.89 out of 5 average rating, 324 reviews

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

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.

Guest house 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, 536 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, 119 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

Guest house 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, 109 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.

4.98 out of 5 average rating, 379 reviews

The entrance of the cottage features a welcoming white door with a clear window, flanked by decorative plants in a variety of pots. A wooden bench sits beneath the windows, adding a functional touch to the inviting exterior.

Guest house in San Jose

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.

4.98 out of 5 average rating, 58 reviews

A private gated entrance leads to a spacious yard, bordered by wooden fencing. The concrete area is outlined with neat rows of grass, providing a balanced design. Two garbage bins are positioned beside the building, which features a large window allowing natural light to enter.

Home in Santa Clara

Clean & Cozy House | Santa Clara

Nestled in the heart of Silicon Valley, this charming house offers both privacy and comfort, making it the perfect retreat for business travelers or anyone seeking a quiet escape. Park right on the driveway and enter through your private gated entrance. Cook in your fully stocked kitchen and also wash your clothes with your full size washer and dryer. This private guest house has a full bathroom and a queen bed in the bedroom. Air conditioning (A/C), heating, and wifi are included.

4.85 out of 5 average rating, 126 reviews

Flat in San Jose

1B1B Top Floor | Downtown | Convention Cntr 403 Ji

Welcome to your cozy retreat in the heart of Silicon Valley! This stylish 1-bedroom apartment is ideal for business travelers, medical professionals on the go, 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

4.92 out of 5 average rating, 99 reviews

A small brown exterior structure features a solid black door with two decorative lights on either side. A stone pathway leads to the entrance, surrounded by lush green grass and two flowering plants on either side, enhancing the inviting entryway.

Tiny home in Brigadoon

A) twin bed, private entry and bathroom, 1 person

Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

4.99 out of 5 average rating, 196 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.

Guest house in San Jose

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 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.

4.99 out of 5 average rating, 120 reviews

Guest suite in San Jose

1BR/1BA Modern Private Entire Suite near Downtown

- Fully Furnished NEELY REMODELED Private MASTER SUITE 1 BATH 1 BED WITH YOUR OWN ENTRANCE and BATHROOM in SAN JOSE; including kitchen, bathroom, comfort queen bed, lounge, dinning area, and central heat & AC. - Shared laundry in a laundry room next to your unit. - 1 Parking spot on drive way IN FRONT OF THE UNIT. - Private entrance - No smoking No pets - 7-Eleven: 0.3 miles - Chick-Fil-A: 1 mile - Jack in the Box: 1.7 miles - Walmart: 2.6 miles - Target: 2.3 miles

5 out of 5 average rating, 65 reviews

A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.

Guest house in San Jose

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

4.98 out of 5 average rating, 234 reviews

A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.

Guest house in Hensley

Private Abodu Guesthouse in Downtown San Jose

Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

Popular amenities for San Jose holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in San Jose

A cozy bedroom features a queen bed with soft, dotted bedding and decorative pillows. A pastel yellow blanket is draped over the foot of the bed. A bedside table hosts a vase with dried flowers. A desk and chair are positioned near a window, providing natural light.

4.91 out of 5 average rating, 81 reviews

Family Home Near Downtown-Room B

Private room in Downtown San Jose

A vibrant living area features a mural of a coastal landscape on one wall. Plush red seating is arranged around a circular table, complemented by decorative pillows. Natural light filters through ornate curtains, illuminating a blend of indoor plants and decorative items on nearby surfaces.

4.79 out of 5 average rating, 200 reviews

Central location in downtown San Jose

4.89 out of 5 average rating, 203 reviews

A sleeping area features a spacious bed with dark bedding and two plush pillows. A small blue desk with a chair is positioned nearby. Natural light filters through a window covered by sheer curtains, creating a calm ambiance.

Private room in Milpitas

Cozy private room in bay area.

Private room in Willow Glen

A white door with the number '3' prominently displayed is framed by a soft beige wall. In the foreground, a vase holds pink flowers, adding a touch of colour. A staircase is partially visible on the right side, enhancing the inviting entrance.

4.88 out of 5 average rating, 112 reviews

Cozy, comfortable, room #3

Superhost

5 out of 5 average rating, 15 reviews

4 Newly Remodeled Private Bedroom Shared Bathroom

Superhost

A bright and clean bedroom features a spacious bed covered with a patterned grey blanket. A small bedside table with a lamp is positioned beside the bed. A framed artwork of a tree is displayed on the wall, complementing the light-colored walls and dark flooring.

4.78 out of 5 average rating, 106 reviews

Room with Private Entry #2

A two-story house with a light-colored exterior is framed by lush greenery and colorful flower beds. A paved driveway leads up to the entrance, while white shutters adorn the windows. A balcony overlooks the front yard, enhancing the overall charm of the home.

4.96 out of 5 average rating, 56 reviews

Quiet Retreat in SJ, Private Bath, Movie Night