Book Luxury Holiday Rentals in San Jose

Award-winning homes from £98

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Home spotlights in San Jose

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

This comfortable North Lake Tahoe home couldn't be better placed to enjoy the lake in the summer and surrounding mountains during the colder months. Watercraft rentals are available to pick up literally seconds away - plus there's access to a private part of the beach with fire pits and loungers available for guests in the complex.

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Compact yet strikingly chic, this bright studio in Pacifica is an ideal base for those looking to be within walking distance of the beach in a quiet, residential community. You’ll immediately be drawn to the home’s stylish architecture – from its wood panelling to its cool wraparound balcony.

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.

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Surrounded by hiking trails, golf courses, and stretches of Pacific coast, this home in Santa Cruz not only has an enviable location, but it’s bursting with the potential for plenty of memories made. The backyard, alone, has a private swimming pool, tiki bar, and a swath of green turf that the kids will love running around on – especially when they’re hiding from the dinosaur.


We selected the top 3% holiday homes in San Jose Holiday Rentals

Explore the 138 most perfect homes in our collection

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Most popular homes in San Jose

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

Echo of the River

Echo of the River

  • 6 guests

  • 4 bedrooms

Industrial Area West, Roseville

Cabernet Cottage

Cabernet Cottage

  • 6 guests

  • 2 bedrooms

Sonoma County, California

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

The Idyllic

The Idyllic

  • 12 guests

  • 4 bedrooms

East Foothills, California

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

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Check upcoming rates & availability for San Jose Holiday Rentals


Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in San Jose. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that San Jose has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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