San Jose Holiday Homes with Staff

We selected the 138 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

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

Hidden away in the beautiful Alexander Valley of California, right in the heart of wine country lies this massive property spanning eleven acres. Take advantage of three beautiful accomodations and a range of luxury outdoor facilities including a heated pool, outdoor dining and a basketball court.

Amidst The Vines

Amidst The Vines

  • 6 guests

  • 3 bedrooms

Sonoma County, California

If you love wine, this award-winning home is what dreams are made of. Located down an idyllic, oak tree-lined country road and nestled amongst the vines of a working vineyard in Sonoma, this place is utter bliss.

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, Sonoma County

Surrounded by redwoods and boasting vertiginous valley vistas, this gorgeous Guerneville home is the ultimate California crib. Featuring a fully equipped kitchen and open plan living cum dining room complete with gas fireplace – think traditional river cabin – and French doors out onto a barbecue, dining and lounging deck, not to mention a hot tub and festoon light strewn relaxation area, this stunning Sonoma County home is truly magical.

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.


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

Explore the 138 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

Californian Cosy

Californian Cosy

  • 8 guests

  • 4 bedrooms

Sonoma County, California

Pinewood & Prints

Pinewood & Prints

  • 6 guests

  • 3 bedrooms

Golden Rectangle, Carmel-by-the-Sea

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

Baby It's Cold Outside

Baby It's Cold Outside

  • 8 guests

  • 3 bedrooms

Truckee, Nevada County

Echo of the River

Echo of the River

  • 6 guests

  • 4 bedrooms

Industrial Area West, Roseville

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

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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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