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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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

4.72 out of 5 average rating, 697 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, 589 reviews

Near SFO Premium Neighborhood Suite Private Bath

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, 62 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, 210 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 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+)

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, 6 reviews

Exquisite Crescent Suite (Long Term+)

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!

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

4.68 out of 5 average rating, 98 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

Guest favorite

Private room in East Palo Alto

5 out of 5 average rating, 5 reviews

Sunny Room • Modern Kitchen • Near Stanford & Meta

这里位置优越、出行便利。不论您是商务出差、访学，还是旅游度假，这里都是理想的选择。位置优势 • 距离 Meta、5 分钟车程 • 距离斯坦福15分钟车程 • 120分钟可达 Palo Alto 市中心、Menlo Park 及斯坦福科技园 • 临近 101 号高速公路 Dumbarton 大桥，25分钟车程到达旧金山机场、圣何塞机场，交通方便 • 周边环绕 Amazon、Tesla、NVIDIA 等世界知名科技公司 🌳 社区环境位于安全安静的住宅区,附近有Target、IKEA、Safeway、以及多家中西餐厅，非常适合出差短住 🏠 舒适空间房间新装修，明亮干净，布置温馨，配备全套家具与家电，提供高速网络、自助入住系统。 ✨ 非常适合 • 前来硅谷出差的科技从业者 • 附近就读或探访斯坦福大学 • 想要探索湾区的游客入住这里，您将同时享受宁静舒适的生活环境与便捷的出行条件，轻松体验加州最具活力的地区之一。