Cupertino Coastal Homes

We selected the 42 homes worth renting in this location

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Home spotlights in Cupertino

Coffee Shop Soundtrack

Coffee Shop Soundtrack

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Set in Menlo Park within the San Francisco Bay Area of California – you'll be just a fifteen-minute drive away from the world-renowned Silicon Valley, home to the iconic Meta headquarters. Blending city living with an abundance of local nature, you'll find plenty of things to do here, come day and night.

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

In the business hub of Fair Oaks, near the Facebook HQ, this flash apartment sits in a building filled with amenities. If you’re not hitting the building’s private gym, perhaps take a jog through Bedwell Bayfront Park, a five-minute walk away.

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.

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

With the magic of the sea, sun, and stars surrounding you at Half Moon Bay, this incredible home is the perfect weekend retreat for a family, only twenty minutes away from San Fransisco. Charge the Tesla at the EV charging station and then explore the trails of the National Forest backing the house or pack your beach bag and stop by the Pacific Ocean, a fifteen-minute stroll away.


We selected the top 3% holiday homes in Cupertino Coastal Homes

Explore the 42 most perfect homes in our collection

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Most popular homes in Cupertino

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, California

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Climb the Vine

Climb the Vine

  • 4 guests

  • 2 bedrooms

Sonoma County, California

Face the Music

Face the Music

  • 5 guests

  • 2 bedrooms

Menlo Park, San Mateo County

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Frequently asked questions

Discover a selection of the best coastal homes in Cupertino. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your next getaway today and enjoy a short or extended stay in the best coastal homes in Cupertino. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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