Villa vacation rentals in San Mateo County

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Top-rated villa rentals in San Mateo County

Guests agree: these villas are highly rated for location, cleanliness, and more.

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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!

A scenic view highlights the ocean and nearby hills, with clusters of houses visible in the foreground. The coastline appears calm under a partly cloudy sky, with an expansive stretch of water meeting the horizon.

Villa in Pacifica

4.59 out of 5 average rating, 37 reviews

Stunning Ocean Mountain View Near SF+Beach 3 Suite

临近三藩市机场，在三藩市和硅谷之间，拥有迷人的海洋景山景，环境优美，气候舒适，社区安全便利。房屋新装修，配备贴心的生活用品，洗衣机/干衣机免费使用，免费停车，旅游商务客人的最佳选择 *步行可达海滩、高尔夫球场和行山径 *14分钟车程到三藩市机场 *3分钟车程到1和280高速 *18-30分钟车程到三藩市中心、金门大桥、渔人码头、硅谷、斯坦福大学 *24分钟车程到半月湾 *12分钟车程到COSTCO *3-9分钟车程到市内购物中心 Safeway, Oceana Market, Grocery Outlet Bargain Market Puerto 27 Restaurant, Moonraker Restaurant, McDonald's, Panda Express Starbucks Mazzetti's Bakery Wine Bar Walgreens Sea Bowl *附近购物美食中心 9分钟车程到Serramonte Shopping Center 12分钟车程到Westlake Shopping Center 13分钟车程到Stonestown Galleria

Top guest favorite

A spacious living area features modern furnishings, with large windows offering natural light. A full-size pool table and foosball table are visible in separate areas. An outdoor basketball hoop and Tesla charging station are also present, enhancing the recreational offerings of the home.

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.

A calm waterfront scene is displayed, featuring a boat docked next to a gravel shoreline. Reflections of homes and palm trees on the water create a serene environment, while the clear blue sky enhances the tranquil setting.

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 favorite

An expansive patio features comfortable seating, overlooking lush greenery and the scenic Pacific Ocean in the distance. Soft lighting from hanging bulbs creates a welcoming environment for relaxation. Potted plants add a touch of nature, enhancing the tranquil outdoor space.

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 favorite

A rustic stone home is surrounded by lush greenery and sunlight filters through the trees. The two-story structure features a red-tiled roof, dark wooden shutters, and a charming balcony. A gravel path leads to the entrance, framed by colorful plants and bushes.

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.

A modern kitchen is presented with light wood cabinetry and a large central island. Stainless steel appliances, including a refrigerator and stove, are visible. Three pendant lights hang above the island, complementing the open layout that connects to the living area.

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.

The exterior of a two-story house is displayed, featuring a light green facade and white trim. A vibrant red bougainvillea blooms in front, complemented by landscaped flower beds and decorative stones. A double garage with white doors is visible, along with a well-maintained pathway.

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 favorite

A lush garden pathway is surrounded by vibrant greenery and mature trees. Natural stone stepping stones lead to a seated area with a bench, offering a quiet spot to relax amidst the foliage. Spaces for growth and tranquility are evident throughout the garden.

Villa in San Mateo

4.91 out of 5 average rating, 182 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

A spacious bedroom is featured with a large bed dressed in white linens and a patterned throw. Soft lighting is provided by two bedside lamps, and a decorative area rug covers the floor. A window with wooden shutters allows natural light to enter.

Private room in Millbrae

4.94 out of 5 average rating, 33 reviews

Tranquility Villa/10 Min from SFO

This is a quiet house surrounded by trees. You won't be disturbed by the sound, except for the sound of birds and winds. There are various fruit trees, eucalyptus, lemon, orange, persimmon, plum, grape, apple in the garden. There are all kinds of different flowers, grasses and trees.You will enjoy the sun and time on the loungers in the backyard

Superhost

An open living area features warm wooden beams and polished flooring. A grand piano sits beside a colorful area rug, while a sofa with cushions adds comfort. Artwork hangs on the wall, and large windows allow natural light to fill the space, enhancing its artistic ambiance.

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 favorite

A bright living area is showcased with a spacious leather sofa, accompanied by a coffee table. A foosball table is positioned centrally, inviting recreation. Large windows allow natural light to fill the room, highlighting the neutral color palette and hardwood flooring.

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.