
Luxury rentals in San Mateo County
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Top-rated luxury holiday rentals in San Mateo County
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5BR Designer Home w/ SunDeck Near Stanford & 280
Welcome to your modern oasis in Menlo Park — just minutes from Stanford University, Palo Alto, and Sand Hill Road. Whether visiting for work, or a gathering, this spacious 5-bedroom home offers stylish comfort, thoughtful design, and a peaceful outdoor terrace with a sunlit curved sundeck. Bedrooms: 5 spacious bedrooms | 7 beds total -1 King bed -5 Queen beds (2 Queens in one bedroom) -1 Twin bed (in a cozy area with piano & desk) Perfect for families, teams, or groups seeking an elegant stay.

Montebello Views Villa
Set in the Santa Cruz Mountain Foothills, one mile below the world famous Ridge Vineyards, this luxurious vineyard villa is decorated with soaring mountain views, lush greenery, and mature trees. The lagoon-style pool and hot tub feels like a truly private oasis; kids will love playing under the waterfalls and on the slide. Enjoy dining alfresco with the outdoor kitchen while taking in the sunset on one of the many decks. Inside you'll have various spaces to gather including a media/game room.

Distinguished Oceanfront Point Estate with Iconic
Perched above Montara State Beach, Point Estate is a gated coastal estate with sweeping Pacific vistas and unmatched privacy. Just 20 minutes from San Francisco and Silicon Valley, it offers a main residence, private guest residences, expansive decks, and wellness amenities—perfect for retreats, events, and unforgettable stays.

The Pacific Dream
Your ocean dream manifests here. Resting on the very edge of the Pacific, this exquisite villa has been designed and constructed from the ground up to unite you with the beauty and peace of the surrounding waters. All-new construction completed in 2020 and professionally curated decor encompasses every corner of the villa.
Popular amenities for San Mateo County luxury holiday rentals
Other great luxury holiday rentals in San Mateo County

Distinguished Oceanfront Point Estate with Iconic

Montebello Views Villa

5BR Designer Home w/ SunDeck Near Stanford & 280

The Pacific Dream
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- Luxury rentals California
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Twin Peaks
- Seacliff State Beach
- Rodeo Beach
- Levi's Stadium
- Palace of Fine Arts
- California’S Great America
- Montara Beach
- Bolinas Beach
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