Holiday houses in Fruitdale

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Top-rated holiday rentals in Fruitdale

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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.
Condo in San Jose
4.99 out of 5 average rating, 117 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
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
4.96 out of 5 average rating, 170 reviews

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 favourite
Guest suite in Willow Glen
4.95 out of 5 average rating, 193 reviews

Private Queen Suite-Pool & Hot Tub, private entry

This is your Getaway spot! Enjoy your private suite, bathroom and large smart TV, pool and hot tub outside your door. Located within 3 miles of downtown Los Gatos and Campbell with great food options. Levi's Stadium/49ers 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.

Guest favourite
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, 363 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 favourite
The spacious sleeping area features a queen bed with a memory foam mattress, enhanced by light-colored bedding and a warm ambient lamp. A smart TV is mounted on the wall. The kitchenette includes modern appliances, and a well-lit private bathroom is visible with contemporary fixtures. The private entrance showcases a welcoming patio space.
Guest suite in San Jose
4.96 out of 5 average rating, 103 reviews

Private entry studio suite 1B1B walk to SantanaRow

✨✨WALKING TO VALLEY FAIR AND SANTANA ROW✨✨ Enjoy your own private studio with a private entrance and bathroom, perfectly situated in West San Jose. This cozy, modern space is ideal for solo travelers, couples, or business guests seeking comfort and convenience. ✨ Highlights: • Newly remodeled with modern finishes • Private bathroom and private entrance for full independence • Kitchenette for light cooking and snacks • Private AC & heating for year-round comfort • 1 driveway parking space

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, 171 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
Guest suite in Willow Glen
4.97 out of 5 average rating, 36 reviews

Cozy Suite+Pool by Santana Row, Silicon Valley Gem

Spacious(650 Sq.Ft) suite and beautiful backyard w/lots of natural light. *Centrally located, walk to Santana Row, Winchester Mystery House, Westfield Mall *Levi’s 10-20min to Stadium (49er), PayP@l Park, Apple Park, Nvidia HQ, Caltrain Station, Santa Clara Convention Center, SAP Center/Downtown SJ, SJ Mineta Airport, Shoreline *Minutes to Cupertino, Sunnyvale, Mountain View, Palo Alto. *Easy access to 280/880 Highways *Enjoy strolling tree lined streets *Ask for Party/Event Pricing

Top Guest favourite
The modern kitchen features dark cabinetry and a central island with a rich countertop. Pendant lights hang above, illuminating the preparation area. Stainless steel appliances and a backsplash with a sleek design enhance the functionality and style of the space.
Home in San Jose
4.97 out of 5 average rating, 289 reviews

Contemporary open floor plan home near Santana Row

Centrally-located single family home in West San Jose. Well maintained shared backyard with gas fireplace for your enjoyment. 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 quite neighborhood, so you get the best of both worlds. Minutes from SJ Airport, downtown SJ and Campbell, numerous high tech companies and world class eateries. **NO LARGE GATHERINGS, EVENTS or PARTIES** **NO SMOKING ON PROPERTY**

Guest favourite
A cozy living area is characterized by a light-colored sectional sofa and a round coffee table with greenery. Natural light enters through multiple windows, illuminating the space. A lamp and decorative items are positioned next to a door leading outside.
Loft in San Jose
4.85 out of 5 average rating, 695 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 favourite
Guest suite in Willow Glen
5 out of 5 average rating, 28 reviews

Private Home | Near Willow Glen, Stadiums, & Work

Our guest suite offers a quiet home base with complete privacy and a separate entrance! Close to: Work: 2 min to Valley Medical Center, 5 min to eBay HQ, & 4 min to San Jose City College. Retail: 8 min to Santana Row, Downtown Willow Glen, Valley Fair Mall, Downtown Campbell. Sports/Travel: 8 min to SAP Center, 14 min to Levi’s Stadium, & 9 min to SJC Airport. Transit: Short walk to Light Rail (Green Line drops off at SAP Center & Levi’s stadium) & 25 Bus (De Anza College/Alum Rock)

Top Guest favourite
Home in Santa Clara
4.99 out of 5 average rating, 150 reviews

The most charming and private guesthouse.

Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Guest favourite
Home in Willow Glen
4.92 out of 5 average rating, 50 reviews

Cozy 1BR|Private Unit | 5 Min to Santana Row |WiFi

🌿 Welcome to our cozy boutique 1-bedroom retreat, a fully private unit offering comfort and style in a prime San Jose location without unnecessary space. Enjoy your own home private entrances—just you and your companion or work in a welcoming environment designed for relaxation. Ideal for couples on a getaway or solo business travelers in Silicon Valley, this charming retreat provides a quiet, comfortable escape in a fantastic setting. 🌟 Find peace and convenience here!

Popular amenities for Fruitdale holiday rentals