Book Luxury Holiday Rentals in San Jose

Award-winning homes from £98

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Home spotlights in San Jose

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Just outside of the village of Calistoga in the northernmost tip of the Napa Valley, you'll encounter this rustic yet refined retreat surrounded by acres of verdant vineyards and lush gardens. With no nearby neighbours, enjoy that all-too-rare feeling of seclusion, yet the convenience of only being a mile and a half from downtown Calistoga.

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.

City Bright

City Bright

  • 6 guests

  • 3 bedrooms

Noe Valley, San Francisco

This Victorian-style home caught our eye for its great location in the heart of Noe Valley. San Francisco’s iconic cable car runs just in front of the building to whisk you away to all the famous tourist spots, and you’ve got 24th Street, with its bakeries, cafes, and cheese and wine shops, on your doorstep.

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

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

Echo of the River

Echo of the River

  • 6 guests

  • 4 bedrooms

Industrial Area West, Roseville

Cali Vista

Cali Vista

  • 8 guests

  • 4 bedrooms

Polo Grounds, Bakersfield

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Rose Mandala

Rose Mandala

  • 6 guests

  • 2 bedrooms

Grand Lake, Oakland

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

The Idyllic

The Idyllic

  • 12 guests

  • 4 bedrooms

East Foothills, California

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, Sonoma County

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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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