Vacation rentals in Fruitdale

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Top-rated vacation rentals in Fruitdale

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Top guest favorite
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, 121 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.

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
4.88 out of 5 average rating, 373 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 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
4.99 out of 5 average rating, 144 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, G00gle, 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.

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
4.96 out of 5 average rating, 108 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

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
4.88 out of 5 average rating, 176 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.

Guest favorite
Guest suite in Willow Glen
5.0 out of 5 average rating, 36 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)

Guest favorite
Home in Willow Glen
4.9 out of 5 average rating, 61 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!

Guest favorite
A comfortable living room features a large sectional sofa adorned with plush throws. A wooden coffee table is centered on a patterned rug, accompanied by decorative items. Large windows provide natural light and offer a view of the exterior, while a potted plant adds a touch of greenery.
Condo in San Jose
4.94 out of 5 average rating, 163 reviews

Warm and Cozy Two-Story Loft Overlooking Santana Row

Welcome! We have worked hard to create a beautiful, relaxing atmosphere for the business traveler who has been traveling/working all day or for families who are visiting and want a comfortable “home base”. Our beautiful, clean and comfortable 2 story loft overlooks the main “Row” with popular restaurants and shops or you can take an easy walk across the street to Valleyfair Mall. Our 2 bedroom 1.5 bathroom is equipped with everything you need for a comfortable stay!

Top guest favorite
Home in Willow Glen
4.95 out of 5 average rating, 183 reviews

Charming Willow Glen Home with Spacious Yard

Beautiful classic home on a lovely street in Willow Glen with a large lot and many amenities you'll love - that is what this home is all about! This home is located In a great (and quiet!) Willow Glen neighborhood, close to many restaurants, boutique shopping and streets to wonder. Located within easy access to all major highways, to the vibrant downtown San Jose and old-town Willow Glen. Very high walking score and you can walk to great area restaurants.

Guest favorite
Home in San Jose
4.85 out of 5 average rating, 61 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.

Top guest favorite
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
4.95 out of 5 average rating, 39 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.

Guest favorite
A modern living area features a large flat-screen television mounted on the wall, complemented by a sleek recliner and a stylish glass coffee table. Natural light filters in, and a staircase leads to an upper level, while the kitchen area is visible in the background.
Loft in San Jose
4.97 out of 5 average rating, 157 reviews

Santana Row Luxury Executive 2 Story Loft #2

Luxury 2 bedroom, 1.5 bath condo, one of the few exclusive units which faces the heart of Santana Row. You will enjoy amazing, lively views of the Row and everything you need, including premiere dining, cafes, shopping and entertainment, is right downstairs. Great for families, couples and business travelers.

Popular amenities for Fruitdale vacation rentals