Book Luxury Short Stay Rentals in San Jose

We selected the 136 homes worth renting in this location

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Age 13+

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Home spotlights in San Jose

Utmost Taste

Utmost Taste

  • 4 guests

  • 2 bedrooms

Healdsburg, Sonoma County

Sitting in the middle of California's Wine Country, you might picture homes here to lie on the rustic side of things, but that couldn't be further from the truth at this address. Behind the sliding glass doors, guests will find an interior that is exquisitely put together – whitewashed walls are adorned with tasteful artwork, the furnishings hark back to mid-century trends, and the glossy bathrooms wouldn't look out of place in a spa.

A Life On the Water

A Life On the Water

  • 8 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.

Vineyard Views

Vineyard Views

  • 12 guests

  • 4 bedrooms

Amador County, California

Driving along the gently winding roads of California’s Shenandoah Valley, there are dozens of vineyards and wineries. Tucked in among them is this delightful home.

Mill Valley Marvel

Mill Valley Marvel

  • 4 guests

  • 2 bedrooms

Mill Valley, Marin County

Nestled amongst the trees, yet a mere ten-minute stroll from downtown Mill Valley, this home serves up relaxation and convenience in equal measure. Perfect for two couples or a small family, escaping the hustle and bustle of everyday life is a breeze here – although if you do need to work, there’s a dedicated space for that, too.


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

Explore the 136 most perfect homes in our collection

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Most popular homes in San Jose

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

A Song For You

A Song For You

  • 5 guests

  • 3 bedrooms

Kensington, California

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Amidst The Vines

Amidst The Vines

  • 6 guests

  • 3 bedrooms

Sonoma County, California

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

Redwood Hideaway

Redwood Hideaway

  • 8 guests

  • 4 bedrooms

Mill Valley, Marin County

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Check upcoming rates & availability for San Jose Short Stay Rentals


Frequently asked questions

Browse our curated collection of Short Stay Rentals in San Jose. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the San Jose luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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