San Jose Holiday Homes with Staff

We selected the 140 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in San Jose

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

In the centre of downtown Paso Robles, this stylish apartment puts you close to shops, restaurants and, of course, wine tasting rooms. The hills around Paso are filled with California’s best wineries where Zinfandel and Petit Sirah grapes grow plump on the vine.

A Life On the Water

A Life On the Water

  • 6 guests

  • 3 bedrooms

Lake County, California

Perched on a private ridge, we invite you to take a lungful of some of the purest air in mainland USA and step inside this charming single-storey home, which enjoys spectacular views over its 14-acre vineyard and the pristine waters of Clear Lake. Everything about this elegantly designed building aims to accentuate the natural beauty on the doorstep.

Sunlight Beauty

Sunlight Beauty

  • 4 guests

  • 2 bedrooms

Alamo Square, San Francisco

Moments from Golden Gate Park, this apartment is perfectly placed for a refreshing city break. You’ll find easy access to local cafes, organic grocery stores, restaurants and boutiques.

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Gain peace and perspective at this stunning Californian riverside home. This serene sanctuary is tucked away in a wooded knoll on North Fitch Mountain, and sits amongst the towering redwoods of this area, with its own direct path to the Russian River.


We selected the top 3% holiday homes in San Jose Holiday Homes with Staff

Explore the 140 most perfect homes in our collection

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Most popular homes in San Jose

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

Cabernet Cottage

Cabernet Cottage

  • 6 guests

  • 2 bedrooms

Sonoma County, California

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Cali Vista

Cali Vista

  • 8 guests

  • 4 bedrooms

Polo Grounds, Bakersfield

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, Sonoma County

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

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Check upcoming rates & availability for San Jose Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in San Jose? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in San Jose as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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