Villa holiday rentals in San Mateo County

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Top-rated villa rentals in San Mateo County

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Superhost

Villa in Boulder Creek

4.76 out of 5 average rating, 68 reviews

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Escape with friends and family to the mountains, the beach, and the bay—all in one place! Enjoy views atop the vast mountains encompassing Boulder Creek, just 30 minutes from the Santa Cruz boardwalk and beach and 40 from South San Jose. Take advantage of nearby state parks and hiking trails, and visit the tranquil town of BC. Experience the serene beauty of nature w/out sacrificing comfort or connectivity. Enjoy a perfect blend of relaxation and modern amenities during your stay!

Villa in Millbrae

3.5 out of 5 average rating, 6 reviews

旧金山机场附近Millbrae高级住宅区温馨舒适十床五套房别墅

三藩市机场附近的Millbrae市，环境优美，气候舒适，生活安全便利。房间内准备了贴心的生活用品，有厨房、洗衣房免费供客人使用，是旅游、商务客人的最佳选择。 · 8分钟车程到机场 · 5分钟车程到Millbrae Bart Station · 5分钟车程到280和101高速公路 · 10分钟车程到大型量贩超市开市客COSTCO · 20至30分钟车程到三藩市市中心、金门大桥、渔人码头、斯坦福大学、硅谷 · 3分钟车程到Millbrae 市中心： Sun's Market 新天生华人超市 Safeway 、Lucky 美国大型生活超市 Trader Joe's 美国新鲜超市 Walgreens 24小时药店、便利店 Starbucks coffee 咖啡店 Paris Baguette 面包店 USPS、UPS 快递公司【附近购物美食中心】 · Tanforan Center 10分钟车程 · Serramonte Shopping Center 12分钟车程 · Hillsdale Shopping Center 15分钟车程

Top guest favourite

Villa in San Mateo

5 out of 5 average rating, 51 reviews

Tesla EV Charger Basketball Pool Table Hot Tub Spa

Luxury Getaway at our Silicon Valley home w/3300+ SqFt of fun space. Spend less time waiting at charging station and more time enjoying your vacation! FREE Tesla /EV charger on site, hot tub spa, Basketball, pool table, & Foosball. 15 min to SFO Airport, 20 min to Stanford/San Francisco, 25 min drive to San Jose SJC. Newly furnished w/high quality touches and located in a safe neighborhood yet just 3 min from grocery and dinning. Perfect place to work & relax with easy access to 101/280 HWY.

Villa in Foster City

4.75 out of 5 average rating, 4 reviews

elegant two-story home in a resort-style community

Surrounded by the serene waters of Foster City's sought-after, the coveted Plum Island community boasts expansive outdoor grounds to create an oasis of peaceful serenity. This furnished elegant two-story home opens to a beautiful yard with picturesque views and is only a few steps to the clubhouse, gated pool, tennis courts, and waterfront that affords the lifestyle you always have dreamed of. There are many good restaurants, supermarkets, and parks within walking or short driving distance.

Top guest favourite

Villa in Pacifica

4.97 out of 5 average rating, 192 reviews

Incredible Ocean Views from Tuscan Villa Suite

Enjoy this clean, quiet, & comfortable suite in a Tuscan Villa with incredible Pacific Ocean views. Surrounded by nature, you'll wake up to birds singing and watch the sunset in the company of bunnies, red tail hawks, and the occasional deer. Beautiful hikes are right outside the door here in the Golden Gate National Recreation Area. Just 15 minutes from SFO or downtown San Francisco, you are close to everything, but far from the hustle and bustle. You can even walk to the beach if you like!

Guest favourite

Villa in Woodside

4.96 out of 5 average rating, 69 reviews

Ocho Acres~Tuscan style Home with Amazing views

Get away from it all and still be close to everything the area has to offer. Unique Stone Home with sweeping view of Bay Area. Luxurious and well appointed! Close to the ocean and the city, surrounded by nature preserves and numerous hiking trails. 30 miles from San Francisco or Santa Cruz, 16 miles to Half Moon Bay, 30 miles from SFO Airport. Hang out at the pond for a BBQ, visit the local Wineries, hike the many gorgeous trails. Unwind and relax in this magical, unique and stylish retreat.

Superhost

Villa in Woodside

5 out of 5 average rating, 3 reviews

Camellia Cottage with Pool View

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury pampering & the most modern of comforts. Explore and relax in the tranquil natural surroundings this 4-acre oak studded estate has to offer, a tropical conservatory, perfect pool and infinity edge spa. Close to Woodside downtown, Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. A short drive to San Francisco. SFO and SJC are only 25 minutes away.

Villa in Menlo Park

4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

Ever dreamed of living in an Eichler? Now's your chance to experience indoor/outdoor living. Cook a beautiful meal, go for a swim or enjoy a martini on the back patio at this gorgeous mid century property. This is our primary residence which means we are opening up our private space and making room for guests to enjoy our home while we are away. Please inquire if you're a responsible guest who will treat it like your own.

Villa in South San Francisco

The ideal vacation home in So. San Francisco

The most ideal house in the center of the south city. It enjoys all conveniences in which 5 minutes to downtown SSF; 10 minutes from the airport; 10 minutes from the Bart and various shopping mall all around. The house is well designed & maintained with miraculous landscaping and gorgeous view. Parking limits on driveway. Rental stars 3 days minimum only. No party no drugs and no pets.

Guest favourite

Villa in San Mateo

4.91 out of 5 average rating, 181 reviews

❤️ Large Modern Luxurious Villa Near SFO

Modern, newly renovated one-story home with open layout, perfect for families or business trips. Features 3 bedrooms plus a walk-in closet that can serve as a 4th room or office. Enjoy high-speed Wi-Fi, streaming TV, and a jetted hot tub. Step into our lush garden—like a private botanical park—peaceful, fresh, and full of charm. Walk to downtown San Mateo, minutes to the airport.

Superhost

Villa in Half Moon Bay

4.77 out of 5 average rating, 71 reviews

Seaside Art Gallery Loft Inspire Your Creativity

Discover a one-of-a-kind space in our inspiring, oceanfront art gallery loft! Modern touches throughout with a King bed, grand piano, and breathtaking ocean views. The open living area sparks creativity, while the kitchenette, coffee bar, and washer/dryer provide home conveniences. Enjoy the unique ambiance in our artistic retreat!

Top guest favourite

Private room in Palo Alto

4.95 out of 5 average rating, 154 reviews

Sweet and soft room B

Our welcoming &Sunny home is located in the heart of the SF peninsula in the midtown Palo Alto. Great location to suit any need. Within walking distance of the top-rates schools, 21- acre Mitchell park and 410,000 sq.ft. new library which offers a wealth of active recreational opportunities.