Book Luxury Vacation Rentals in San Jose

Award-winning homes from £98

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Age 13+

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Home spotlights in San Jose

Rose Mandala

Rose Mandala

  • 6 guests

  • 2 bedrooms

Grand Lake, Oakland

There’s an unmistakably bohemian vibe to this character home outside Oakland. With acoustic guitars on the walls, sprawling houseplants and sixties style bedspreads, it’s the kind of place where creativity rules.

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Enjoy mesmerising views and direct beach access from this Pacific Ocean retreat. You’ll also find a private hot tub overlooking the water, a putting green and a fire pit for magical evenings under the stars.

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.


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

Explore the 138 most perfect homes in our collection

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Most popular homes in San Jose

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

The White Cloud

The White Cloud

  • 4 guests

  • 1 bedrooms

Sonoma County, California

Vineyard Views

Vineyard Views

  • 12 guests

  • 4 bedrooms

Amador County, California

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

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Check upcoming rates & availability for San Jose Vacation Rentals


Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in San Jose. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect San Jose Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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