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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.

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Superhost
A well-lit room features a cozy bed with light bedding positioned against a wall. A small bedside table holds a green decorative item. A desk is placed nearby. Soft curtains frame the window, while a piece of wall art adds a touch of nature.
Private room in Millbrae
4.69 out of 5 average rating, 576 reviews

Near SFO Premium Neighborhood Suite Private Bath

Millbrae City near San Francisco Airport, beautiful environment, comfortable climate, safe and convenient living. The room is prepared with thoughtful daily necessities, with a kitchen and laundry room available for free for guests, making it the best choice for tourists and business guests. · 8 minutes drive to airport · 5 min drive to Millbrae Bart Station · 5 mins drive to highways 280 and 101 · 10 min drive to Costco · 20-30 min drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3 min drive to Millbrae downtown: Sun's Market, a new Chinese supermarket Safeway, Lucky American Large-scale Supermarket Trader Joe's American Fresh Market Walgreens 24-hour pharmacy, convenience store Starbucks coffee shop Paris Baguette Bakery USPS, UPS Express [Nearby shopping and food center] · Tanforan Center 10 min drive · Serramonte Shopping Center 12 min drive · Hillsdale Shopping Center 15 min drive

Guest favorite
The spacious bedroom contains two beds with neutral-colored bedding. A wooden desk with a chair is positioned near a window, which allows natural light to enter. A closet is visible, providing additional storage space.
Private room in Millbrae
4.73 out of 5 average rating, 709 reviews

Near SFO Premium Neighborhood Suite Private Bath

Millbrae City near San Francisco Airport, beautiful environment, comfortable climate, safe and convenient living. The room is prepared with thoughtful daily necessities, with a kitchen and laundry room available for free for guests, making it the best choice for tourists and business guests. · 8 minutes drive to airport · 5 min drive to Millbrae Bart Station · 5 mins drive to highways 280 and 101 · 10 min drive to Costco · 20-30 min drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3 min drive to Millbrae downtown: Sun's Market, a new Chinese supermarket Safeway, Lucky American Large-scale Supermarket Trader Joe's American Fresh Market Walgreens 24-hour pharmacy, convenience store Starbucks coffee shop Paris Baguette Bakery USPS, UPS Express [Nearby shopping and food center] · Tanforan Center 10 min drive · Serramonte Shopping Center 12 min drive · Hillsdale Shopping Center 15 min drive

Guest favorite
A light-filled guest room features two spacious beds dressed in neutral tones, providing a serene atmosphere. Large windows offer views of greenery, and a small wooden desk with a chair is positioned against the wall, creating a functional space for work or relaxation.
Private room in Millbrae
4.78 out of 5 average rating, 596 reviews

Near SFO Premium Neighborhood Suite Private Bath

Millbrae City near San Francisco Airport, beautiful environment, comfortable climate, safe and convenient living. The room is prepared with thoughtful daily necessities, with a kitchen and laundry room available for free for guests, making it the best choice for tourists and business guests. · 8 minutes drive to airport · 5 min drive to Millbrae Bart Station · 5 mins drive to highways 280 and 101 · 10 min drive to Costco · 20-30 min drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3 min drive to Millbrae downtown: Sun's Market, a new Chinese supermarket Safeway, Lucky American Large-scale Supermarket Trader Joe's American Fresh Market Walgreens 24-hour pharmacy, convenience store Starbucks coffee shop Paris Baguette Bakery USPS, UPS Express [Nearby shopping and food center] · Tanforan Center 10 min drive · Serramonte Shopping Center 12 min drive · Hillsdale Shopping Center 15 min drive

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, 67 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
4.8 out of 5 average rating, 5 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.

Guest favorite
A bright living area features a soft white sofa and a glass coffee table, complemented by a minimalistic decor. An archway leads to the kitchen, where barstools are positioned around a counter. Two framed botanical artworks are displayed on the wall, adding a touch of nature.
Private room in Woodside
4.92 out of 5 average rating, 50 reviews

Estately Plausibility of Simplicity (Long Term+)

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury & 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. Short walk to Woodside downtown and short drive to Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. SFO and SJC are only 25 minutes away. 31+ days discount!

Superhost
A sunlit villa displays a charming white exterior with terracotta roof tiles. Two distinct chimneys rise above, while a balcony adds character. Surrounding oak trees provide a natural backdrop, contributing to a serene atmosphere, with gentle hills visible in the distance.
Villa in Woodside
5 out of 5 average rating, 3 reviews

Camellia Cottage with Pool View (Long Term+)

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury & 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. Short walk to Woodside downtown and short drive to Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. SFO and SJC are only 25 minutes away. 31+ days discount!

Guest favorite
A spacious living area features a large bed with soft linens, complemented by a marble table and stylish chairs. Large arched windows allow natural light to fill the room, showcasing views of the surrounding greenery. Light-colored walls and exposed wooden beams enhance the airy ambiance.
Private room in Woodside
5 out of 5 average rating, 7 reviews

Exquisite Crescent Suite (Long Term+)

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury & 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. Short walk to Woodside downtown and short drive to Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. SFO and SJC are only 25 minutes away. 31+ days discount!

Guest favorite
A light-filled bedroom features a spacious bed with neutral bedding and a tufted headboard. Natural wood beams span the ceiling, enhancing the airy feel. A comfortable seating area is present, with a small round table and two chairs near a large arched window, offering views of the landscape.
Private room in Woodside
5 out of 5 average rating, 57 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 & 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. Short walk to Woodside downtown and short drive to Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. SFO and SJC are only 25 minutes away. 31+ days discount!

A warm bedroom showcases a spacious bed with red and blue accent pillows. A painting of pears is prominently displayed above a wooden dresser. Soft light is emitted from a colorful lamp beside a nightstand, contributing to a welcoming ambiance.
Private room in Pacifica
4.73 out of 5 average rating, 30 reviews

Located on the US West Coast Highway 1, close to San Francisco, close to San Francisco Airport, a two-minute walk to the beach to watch the sunset, a comfortable stopover.

@Free parking is available@ Single room in a shared villa (1.5m double bed, only one person allowed), 2 mins walk to the seaside, sunset in the evening, 2 mins walk to the bus stop, direct access to the subway and big shopping mall, 1 min drive to the highway, about 12 mins drive to San Francisco Airport, about 20 mins drive to San Francisco city center, 2 mins walk to big supermarkets, pharmacies and various restaurants (Chinese food, hot pot, everything you need).

A spacious foyer features high ceilings and a large mirror that reflects a lavish arrangement of decorative items. Potted plants and vibrant poinsettias bring color to the room, which is complemented by elegant lighting and curved windows that enhance the welcoming atmosphere.
Private room in San Carlos
4.95 out of 5 average rating, 19 reviews

Large Estate. Nature. Luxury. Views. Art Sanctuary

Every surface sanitized, according to Airbnb ENHANCED CLEANING PROTOCOL. Extended Sanitizing tests passed, for complete safety. Your ultra-spacious, sunny, upscale estate, private bathroom; awe-inspiring views; kitchen; fireplace; gardens; waterfalls; celebrated Art Collections from all over the world (originals only, no copies); rich outdoors life, in the middle of the blossoming Canyon and famous Natural Reserve. An unforgettable experience -- guaranteed!!!

A spacious living area features two comfortable sofas arranged around a glass coffee table. A vibrant area rug adds color to the hardwood floor, while a large window offers natural light. A fireplace is positioned in the corner, enhancing the room's cozy atmosphere.
Villa in Boulder Creek
4.67 out of 5 average rating, 106 reviews

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Nestled in Boulder Creek's mountains, just 30 min from Santa Cruz beaches and 1 hr from the Bay Area. Wake up surrounded by ancient redwoods, explore 20+ nearby hiking trails, then unwind in the hot tub under the stars. Great WiFi and cell coverage—stay connected when you want, unplugged when you don't. Built for family reunions, friend getaways, and groups seeking nature without sacrificing comfort. Visit thecrowsnestretreat dot com for more info

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