Book Luxury Vacation Rentals in San Jose

Award-winning homes from £98

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Home spotlights in San Jose

Brilliant Baypointe

Brilliant Baypointe

  • 4 guests

  • 2 bedrooms

Tasman and Zanker, San Jose

Live the California dream at this chic North San Jose apartment, where you’ll enjoy the independence of your own home while benefiting from the amenities usually associated with resort living. This sleek two-bedroom home is within walking distance from Baypointe Light Rail Station, meaning the whole city is at your feet, waiting to be explored.

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

This home might be close to Stanford University, but it's a million miles away from your average student house. In fact, parts of it feel more like a learned professor's seminar room, from the shelves packed full of books and the grand piano, to the historic paintings hanging on the walls.

Iron Palm House

Iron Palm House

  • 3 guests

  • 1 bedrooms

The Villas, San Jose

This impressive loft boasts a striking iron staircase, soaring ceilings and huge double-height windows for a space that feels elegant and industrial at the same time. Thanks to mid-century modern-inspired furnishings, there's a homey and comfortable feel that only makes us love this space more.

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

Surrounded by cypress trees in Mountain View, California, this ecological home is a true architectural wonder. Expertly designed by renowned studio Atelier Hsu, its open, industrial-style featuring exposed steel beams and reclaimed redwood furniture instantly reflects its Silicon Valley surroundings.


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

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

The Idyllic

The Idyllic

  • 12 guests

  • 4 bedrooms

East Foothills, California

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Coffee Shop Soundtrack

Coffee Shop Soundtrack

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

City Bright

City Bright

  • 6 guests

  • 3 bedrooms

Noe Valley, San Francisco

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

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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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