Holiday rentals in Fruitdale

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Top-rated holiday rentals in Fruitdale

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Top guest favourite
Guest house in Willow Glen
4.97 out of 5 average rating, 544 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
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.
Apartment in San Jose
4.99 out of 5 average rating, 90 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
Guest house in Willow Glen
5 out of 5 average rating, 19 reviews

Private modern guest house with its own entrance.

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.

Top guest favourite
The backyard features a lush green lawn, surrounded by string lights overhead that create a warm ambiance. A gazebo provides shaded outdoor seating, while flowers and succulents add natural decor. The space is well-maintained and offers privacy for guest enjoyment.
Guest house in San Jose
4.91 out of 5 average rating, 186 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.

Guest favourite
Guest suite in San Jose
4.93 out of 5 average rating, 87 reviews

Cozy Private Studio in Central San Jose

This detached private studio is located only five minutes from Santana Row and ten minutes from Downtown San Jose. It comes with a private entrance to a private studio furnished with a queen-sized bed and work desk. AT&T wifi has 1 gigabyte speed and is dialed in for remote work. It has a private bathroom and walk-in shower. The small kitchen is equipped for light cooking. Note: I deliberately have not added a TV. Please do not book this place expecting a television.

Guest favourite
Guest suite in San Jose
4.91 out of 5 average rating, 105 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
Home in San Jose
5 out of 5 average rating, 19 reviews

Cozy Retreat in San Jose

Welcome to your home away from home! This cozy 3-bedroom, 2-bath retreat in San Jose is close to major tech companies, shopping, and top dining. Enjoy bright, comfortable bedrooms, modern bathrooms, and a private covered patio—perfect for morning coffee or evening relaxation. Nestled in a peaceful, quiet, and safe neighborhood, this home offers the ideal blend of comfort and convenience for both business and leisure travelers.

Top guest favourite
A well-lit living space features a comfortable sofa and a dining table set for two. The kitchen showcases modern appliances, including a stainless steel refrigerator and oven. Skylights enhance the airiness, while wooden cabinetry adds warmth. Sliding glass doors open to a secluded outdoor area.
Guest house in San Jose
4.98 out of 5 average rating, 293 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

Guest favourite
Home in San Jose
4.9 out of 5 average rating, 505 reviews

Cosy private place in midtown San Jose

Dedicated parking right at your front door. Full privacy, self checkin/checkout. Fluffy queen bed + sleeper sofa, sparkling bathroom with European shower, full kitchen, TV, in-unit washer/dryer. The property is front house of a duplex. Quiet location in walkable urban village area - walk to eat and shop. Close to Santana Row restaurants and mall, SAP center, Caltrain, SJC Airport, Rose Garden, SJSU.

Top guest favourite
The exterior entrance features double glass doors inviting guests into the suite. A small patio area contains a bistro table with two chairs, complemented by potted plants that add a touch of greenery. Pebbled pathways lead to the entrance, enhancing the welcoming appearance.
Home in San Jose
5 out of 5 average rating, 17 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.
Flat in San Jose
4.65 out of 5 average rating, 139 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..

Guest favourite
A comfortable seating area features a vibrant orange sofa adorned with textured pillows. A simple coffee table rests in front, positioned on a patterned area rug. Soft lighting enhances the warm ambiance, while curtains frame the nearby window.
Flat in San Jose
4.87 out of 5 average rating, 236 reviews

Amazing apartment in the heart of San Jose!

Enjoy cooking a gourmet meal in the full kitchen with stove, microwave or a nice cuppa coffee! Enjoy a movie on Netflix or Amazon prime in the Smart TV we provide! Have to work from home? The dining table can become a work table! We provide a queen bed and a sofa that converts into a queen size for your needs. Needless to say with comfortable linen!

Popular amenities for Fruitdale holiday rentals