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
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
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
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.
Explore the 138 most perfect homes in our collection
Browse our remarkable collection of luxury Vacation Rentals for Winter in San Jose. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in San Jose. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.
