
Vacation rentals in Fruitdale
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Top-rated vacation rentals in Fruitdale
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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.
4.99 out of 5 average rating, 125 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.
4.94 out of 5 average rating, 529 reviews
Fascinating 7bd/5ba home, Heart of Silicon Valley!
This stylish 3050 Square Feet single family house will be a memorable part of your journey to the Silicon Valley and San Francisco. The house is in a central location: near San Jose downtown and convention center, San Jose Airport, CalTrain/BART stations, shopping at Valley Fair/Santana Row, Rose Garden, Levi's stadium, Nvidia, Apple, Google, Meta, Tesla .. and many companies. There are 7 bedrooms, 10 beds, 5 full baths, 2 kitchens & 3 living areas, 2 patios, Japanese Garden, and gated parking.
4.99 out of 5 average rating, 146 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.
4.88 out of 5 average rating, 377 reviews
Walk to Valley Fair/Santana Row|1 mile to O’Connor
✨✨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
4.96 out of 5 average rating, 111 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.
4.88 out of 5 average rating, 175 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
4.98 out of 5 average rating, 42 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)
5.0 out of 5 average rating, 43 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!
4.91 out of 5 average rating, 66 reviews
Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.
4.99 out of 5 average rating, 246 reviews
Prime Location 1BR Near Santana Row & SJC
Centrally located in the heart of Silicon Valley, this modern 1BR guest house is just a short walk (under 10 minutes) to top-rated restaurants and the beautiful Municipal Rose Garden. Within a 10-minute drive, you’ll reach I-880, I-280, Hwy 17, Santana Row, Westfield Mall, The Alameda, Downtown San Jose, Campbell, Willow Glen, SJC Airport, and Caltrain—perfect for both business and leisure stays.
4.81 out of 5 average rating, 67 reviews
Private modern suite near Apple/Levi's
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.
4.95 out of 5 average rating, 40 reviewsPopular amenities for Fruitdale vacation rentals
Other great vacation rentals in Fruitdale

5 Star Loft in Santana Row!
4.98 out of 5 average rating, 99 reviews
Charming Apartment in the heart of Silicon Valley
4.77 out of 5 average rating, 154 reviews
Modern style Santana Row loft
4.84 out of 5 average rating, 56 reviews
San Jose Guest Cottage
4.93 out of 5 average rating, 118 reviews
The Olive House 3BR | Garden Retreat | Sleeps 10
5.0 out of 5 average rating, 13 reviews
Next to SantanaRow + Valley Fair | 6 min drive SJC
4.92 out of 5 average rating, 13 reviews
Modern, bright guest house in west Willow Glen
5.0 out of 5 average rating, 7 reviews
Santana Row Luxury Executive Loft with Large Patio
5.0 out of 5 average rating, 3 reviewsDestinations to explore
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