Luxury rentals in Silicon Valley

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Top-rated luxury holiday rentals in Silicon Valley

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Luxe

A modern dining area features a large wooden table surrounded by six upholstered chairs. A statement light fixture hangs above the table, and an expansive window offers views of the outdoor terrace, enhancing the open and airy feel of the space.

Home in Menlo Park

5 out of 5 average rating, 8 reviews

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.

Luxe

A spacious villa is nestled among lush greenery, featuring multiple outdoor decks and large glass doors. The structure is designed to blend with the natural landscape, providing expansive views of the surrounding foothills and nearby vineyards.

Villa in Cupertino

4.96 out of 5 average rating, 54 reviews

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

Luxe

A serene sunset casts vibrant colors across the sky, reflected in the surface of an infinity pool. The poolside terrace features a wooden deck, with a hint of lush landscaping visible along the edges.

Home in Woodside

4.96 out of 5 average rating, 123 reviews

Stunning California Resort + Infinity Pool

Ready to be WOWed!? We can't wait to welcome you to this California Getaway! It's perfect for your relaxing and fun-filled stay! The property is located in Woodside and is extremely secluded with breathtaking views. The house is just what you need to escape the hustle and bustle of daily life. The home has received a number of improvements over the year: a pool heater, new movie theater chairs, desks & chairs for the bedrooms, Peloton Tread & Mirror Workout Studio in the gym!

Luxe

Home in Montara

5 out of 5 average rating, 7 reviews

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.

Luxe

Villa in Moss Beach

4.93 out of 5 average rating, 30 reviews

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.