Vacation rentals in Fruitdale

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!

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.

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

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.

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

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.

Airy Open Concept Modern Home: 3br/2bath + Office

Newly renovated home with a 1 Master Bedroom Suite, 2 Bedrooms and an Office (1,500 SF). The house features an open concept Kitchen/Dining/Living room with a sliding door to a large deck. The house has been completely decluttered to give you an airy and a peaceful stay. Located just 15 minutes from SJC airport and a short drive to most key destinations in the South Bay Area. Ideal for families or business travelers looking for a home away from home with all the amenities and complete privacy.

Next to Santana Row + Valley Fair | 6min drive SJC

This studio is located behind Santana row and Westfield Shopping Mall. Whether you're in town for work or leisure, the studio has everything you need including kitchen, bathroom, laundry, comfy Queen bed, lounge and dining area. The area is secure, private and very safe. This studio is 1 of 2 Airbnbs on the property. 1 Parking spot on the driveway, directly in front of the Airbnb. Fujitsu split system cooling and heating. 0.3 mi to Santana Row 0.3 mi to Westfield 3.1 mi to SJC Airport

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.

Cozy house 2BR/2BA Sleep 6 AC+Parking+Wifi+Pet

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

Modern Luxury 2BR/2FL Loft Overlooking Santana Row

Treat yourself to this stunning & bright two-story loft in the heart of Silicon Valley. This inviting & spacious condo overlooks the world-renowned Santana Row, the premier luxury shopping and dining strip ("Rodeo Drive of Silicon Valley"). Enjoy two modern and airy floors and bedrooms, an open plan apartment with enormous windows onto The Row. This space is perfect for professionals, small groups, or individuals who appreciate the finer things in life.

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.