Vacation rentals in Fruitdale

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Top-rated vacation rentals in Fruitdale

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Top guest favorite

Condo in San Jose

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.

ValueFamilyWalkability

4.99 out of 5 average rating, 125 reviews

Guest favorite

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

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.

FamilyValueCheck-in

4.94 out of 5 average rating, 530 reviews

Top guest favorite

The exterior of the property is presented with a well-maintained lawn and a modern metal gate. A spacious driveway leads to a two-car garage. The house features a light exterior with decorative elements above the entrance, framed by neatly arranged landscaping.

Home in San Jose

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.

FamilyLocationWifi

4.99 out of 5 average rating, 146 reviews

Guest favorite

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

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.

ValueFamilySleep quality

4.88 out of 5 average rating, 377 reviews

Top guest favorite

Home in San Jose

Modern 3Bd/2Ba near Big Tech & Shopping

A quiet, design-forward home created for professionals who value calm, order, and quality. Ideal for focused work stays or executive travel. The layout prioritizes clean lines, premium finishes, and a serene atmosphere suited for guests who treat a home with care. Located in a refined Silicon Valley neighborhood near upscale dining and shopping. This is a place for intentional stays: uncluttered, well maintained, and best enjoyed by guests seeking privacy, structure, and a peaceful environment.

LocationValueAmenities

5.0 out of 5 average rating, 50 reviews

Top guest favorite

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

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

LocationValueLong stay

4.96 out of 5 average rating, 112 reviews

Guest favorite

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

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.

ValueFamilyParks

4.88 out of 5 average rating, 175 reviews

Top guest favorite

Guest suite in Willow Glen

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

ValueLocationAccess

4.98 out of 5 average rating, 42 reviews

Guest favorite

Guest suite in Willow Glen

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)

LocationFamilyQuiet

5.0 out of 5 average rating, 42 reviews

Guest favorite

Home in Willow Glen

Modern 2BR/2BA Duplex w/ Yard, AC Nearby Pruneyard

Relax in this peaceful, centrally located 2B/2B entire home in West San Jose—close to Santana Row and downtown. Newly remodeled and fully equipped for your stay. ◉ Quiet 2 bedrooms, queen beds, walk-in closets ◉ Queen sleeper sofa in living room (sleeps 6 total) ◉ Full kitchen, 2 full baths, Wi-Fi, TV, laundry, & free driveway parking ◉ Fully fenced, beautiful private backyard ◉ Near SAP Center (3.7 mi) & San Jose Airport (6.8 mi) ◉ Safe neighborhood with 24/7 exterior security

ValueLocationNearby

5.0 out of 5 average rating, 11 reviews

Guest favorite

Home in Willow Glen

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!

ValueFamilyTV

4.91 out of 5 average rating, 66 reviews

Top guest favorite

Loft in San Jose

5 Star Loft in Santana Row!

Come and experience the true sophistication of the famed Santana Row of San Jose. Santana Row’s worldly ambiance is blended with a modern twist and offers all the luxuries of any renowned vacation setting. To start your day, you can enjoy a leisure walk along the colonnade, shop in any of the world-renowned stores, or relax and soak up the sun at one of the many curbside cafes. The loft can accommodate up to 4 adults and two children.

LocationFamilyIndoor spaces

4.98 out of 5 average rating, 99 reviews