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Holiday houses in Fruitdale

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Top-rated holiday rentals in Fruitdale

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

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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.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 538 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
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
4.93 out of 5 average rating, 513 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 favourite
Guesthouse in Willow Glen
5 out of 5 average rating, 16 reviews

Entire Guest house to make you feel at home

Detached, private, updated guest house (400 sq ft) Just 18 minutes from The Big Game at Levi’s Stadium! Kitchen is equipped with refrigerator, microwave, sink, dishwasher, oven, toaster oven, air fryer, coffee maker and kettle. Dining table for two. Work Station. Large couch, TV with Firestick and highspeed WIFI internet. Full bath with all the essentials. Huge bedroom with queen bed and comfortable mattress. Bedroom and living space have their own heating and cooling systems for your comfort.

Guest favourite
A modern living area features a sectional leather sofa and a contemporary glass coffee table. A sleek entertainment unit displays decorative items against a muted gray wall. Large windows allow natural light to flood the space, showcasing the view of the surrounding area.
Condo in San Jose
4.98 out of 5 average rating, 60 reviews

Santana Row Condo #2 Super Host, Silicon Valley SJ

One bedroom studio style open floor plan condo is perfect for working professionals. We are committed to Airbnb's enhanced cleaning protocols and taking extra care to disinfect the unit between reservations and fully equip with amenities. Condo is furnished with 1 Q size bed, Air Mattress provided upon request, full kitchen, bathroom. SR is an upscale and trendy Urban Village for the Out-of-Towners with it's European charm, great restaurants, shops and people watching without having a car.

Guest favourite
A welcoming living area features a marble coffee table with a cheerful yellow decorative sign. Comfortable seating includes a large sofa and an accent chair, with the open-concept kitchen visible in the background, illuminated by natural light from a skylight.
Home in Willow Glen
4.88 out of 5 average rating, 154 reviews

Luxury Entire 2BRs house /Large yard/Santana Row

You will love this remodeled spacious single-family home with 2b/1b and private yard! The open floor plan, the bright living room with large window and 55-inch TV, and modern kitchen with island and SS appliances. High ceilings with skylight, recessed light, new floors. Washer and dryer in unit. Central heating and AC. Close to major freeways - 280 and 880. Near the eBay campus. Close to Whole Foods, Santana Row, Valley Fair Mall as well as the Pruneyard Shopping Center and downtown Campbell.

Top Guest favourite
A spacious backyard area features lush green grass and charming flowers, illuminated by string lights overhead. A gazebo with outdoor seating is visible, surrounded by a neatly maintained garden. The detached cottage appears inviting in the background, evoking a serene setting during twilight.
Guesthouse in San Jose
4.91 out of 5 average rating, 181 reviews

Winter Sales! 1 Bed Cottage w/Kitchenette + yard

Enjoy this cozy 450sqft cottage centrally located between Campbell & Downtown San Jose, close to Santa Row & Valley Fair Mall. This studio will meet your needs for an enjoyable stay in a great area. Kitchenette fully equipped with refrigerator, toaster-oven, electric cook-top, coffee maker & dish essentials. Bedroom w/ spacious closet. Comfortable Full size bed, sofa bed for additional sleeping, an a flat screen tv. Netflix and other streaming networks availablel-log in w/your credentials.

Top Guest favourite
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
4.99 out of 5 average rating, 197 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 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.

Superhost
Condo in San Jose
4.81 out of 5 average rating, 447 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.

Guest favourite
A cozy studio layout is seen, featuring two spacious beds with soft pink bedding. A well-equipped kitchenette is visible in the background, complemented by light-colored cabinetry and modern appliances. Warm lighting from the fixtures creates a peaceful ambiance throughout the room.
Guest suite in San Jose
4.91 out of 5 average rating, 100 reviews

Cozy Studio w/ Private Entrance and bathroom

Cozy Studio within walking distance to Valley Fair & Santana Row! This charming space offers comfort & privacy with its private entrance. Ideal for solo travelers, professionals, or couples, it features a bedroom with two beds. The proximity to O'Connor Hospital makes it perfect for those needing accommodation close to medical facilities. On-premise parking ensures convenience, and the attached private full bathroom guarantees comfort during your stay.

Top Guest favourite
A spacious living area features large windows allowing natural light to fill the room. A comfortable sectional sofa is complemented by a glass coffee table and a flat-screen television mounted on the wall, creating an inviting space for relaxation.
Condo in San Jose
5 out of 5 average rating, 31 reviews

Santana Row - 1 BR/1BTH - Entire Place w/parking

European lifestyle meets Silicon Valley. Santana Row referred to as the Rodeo Dr. of Silicon Valley is a turnkey destination hub for business and social events. This unit overlooks Santana Row providing a lively stay directly across stores such as Vuori, Ted Baker and Straits Restaurant. WestField Mall and Mastro's Steakhouse are a walk away. Into fitness? Santana Row offers Barrys, Yoga8 and OrangeTheory.

Top Guest favourite
A bright bedroom features a spacious bed dressed in neutral linens and accented by two cushions. A mirror wardrobe reflects the room's simplicity. Soft lighting is provided by two bedside lamps on matching nightstands, ensuring a calm and welcoming environment.
Home in San Jose
5 out of 5 average rating, 13 reviews

New Modern Hideaway Suite

Modern, newly built 1BR/1BA private suite with its own entrance—no shared spaces. Located near Santana Row, Valley Fair, and 10–15 mins to Apple Park. Enjoy a bright, quiet space with a queen bed, workspace, fast Wi-Fi, and cozy patio. Walk to dining and shops. Ideal for business travelers - close to Apple and Google shuttle stops. Enjoy a peaceful, modern retreat all to yourself.

Superhost
A cozy studio features a spacious bed against a muted wall. A small gray couch and a white coffee table are positioned nearby. Two artworks adorn the walls, and a doorway leads to a bathroom. Soft overhead lighting enhances the room's inviting atmosphere.
Apartment in San Jose
4.64 out of 5 average rating, 137 reviews

Charming Studio # 5

This is a cozy Studio in a 4 Flex Apartment. It has separate reserved parking. It’s a downstairs studio.. Close to Santana Row and Valley Fair Shopping center. Only 5 minutes walk. There are plenty of All cuisines nearby. Close to O Connor hospital and Santa Clara Valley Hospital.. Close to freeway 880, 280, 101.. Easy access to anywhere around the Bay Area..

Popular amenities for Fruitdale holiday rentals