Villa vacation rentals in San Mateo County

Find and book unique villas on Airbnb

Top-rated villa rentals in San Mateo County

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

0 of 0 items showing

1 of 3 pages

Villa in Pacifica

4.81 out of 5 average rating, 26 reviews

Great Ocean Mountain View SFO Pacifica Beach Villa

Pacifica City near San Francisco Airport, the ocean and mountain views are excellent, the environment is beautiful, the climate is comfortable, and the community is safe and convenient.The house has thoughtful daily necessities, 2 sets of washing machines/dryers are free to use, there are many parking spaces, it is the best choice for tourist business guests * Walking distance to the beach, golf course and mountain trails * 17 minutes drive to airport * 3 minutes drive to 1 & 280 freeways * 18-30 minute drive to Downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford, Silicon Valley * 24 minutes to Half Moon Bay * 12 mins drive to Costco * 3-9 mins drive to City Shopping Mall: Safeway, Oceana Market, Grocery Outlet Bargain Market Puerto 27 Restaurant, Moonraker Restaurant Starbucks coffee shop Mazzetti's Bakery Wine Bar Walgreens Drug Store Convenience Store Sea Bowl * Nearby shopping and eating centers: Serramonte Shopping Center 9 minutes by car Westlake Shopping Center 12 mins drive Stonestown Galleria 13 mins drive

Superhost

Villa in Boulder Creek

4.78 out of 5 average rating, 54 reviews

Family Retreat near South Bay and Santa Cruz Beach

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 Boulder Creek. Experience the serene beauty of nature without sacrificing comfort or connectivity. Enjoy a perfect blend of relaxation and modern amenities during your stay!

Superhost

Villa in Los Altos Hills

4.8 out of 5 average rating, 54 reviews

Exclusive Estate, Paradise in Nature 25567G

Set in the heart of Silicon Valley, this tranquil guest cottage is in an exclusive private estate with an amazing tropical garden view, luxurious gourmet kitchen, and secluded Provence-style living. This cottage has a private entrance with a two-car private parking garage. It also has a pathway leading to a vegetable garden with outside seatings. Bosch EV charger is included. Come to enjoy this one-of-a-kind living experience. The kitchen is equipped with Wolf Stove and a Subzero refrigerator.

Guest favorite

Villa in San Mateo

5 out of 5 average rating, 39 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.

Guest favorite

Villa in Pacifica

4.97 out of 5 average rating, 177 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!

Superhost

Villa in Woodside

4.95 out of 5 average rating, 58 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 Ben Lomond

5 out of 5 average rating, 4 reviews

Santa Cruz Mountains Creek Villa

Embrace the Enchantment: A Fairytale Escape by the Creek. Step into a world of enchantment at our 1923 storybook house nestled beside a babbling creek. Surrounded by redwoods and mountain vistas, our sanctuary invites you to reconnect with nature. Let the soothing sounds of the creek and the tranquil embrace of the forest envelop you as you unwind in this magical setting. Come, experience the serenity and charm of our enchanted retreat, where every moment feels like a page from a storybook.

Guest favorite

Private room in Woodside

5 out of 5 average rating, 44 reviews

Strikingly elegant, exquisite & estately Villa!

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, 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.

Guest favorite

Villa in San Mateo

4.9 out of 5 average rating, 173 reviews

❤️ Large Modern Luxurious Villa Near SFO

This newly renovated, modern, relaxing vacation home has an open layout with a large entertainment and family room that can provide a place to stay for a big family or business. Three proper bedrooms and a big walk-in closet that works as a 4th office room. Near the airport, It is perfectly located for your arrival and departure. high-speed internet and Streaming TV. Relax at night in a luxurious hot bathtub with jets. Walk to San Mateo downtown. This is a one-story house.

Guest favorite

Villa in Daly City

4.88 out of 5 average rating, 24 reviews

Independent master room with own entrance

This room is right connected the golf yard, you may hear the golf rings when you weak up.You may hear wild coyote cry in the nights. It has own entrance, you dont need to share the room with others, and you have quite secret backyard. No laundry no kitchen,public laundry available nearby. And indecent restroom.Safest area in the town. My neighbors just park their motorcycle on the street and won’t afraid of be stole in the night. 有独立的出入口，后花园就是高尔夫球场，不包含厨房和洗衣房，附近有公共洗衣房

Guest favorite

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.