Villa holiday 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 favourite

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

4.77 out of 5 average rating, 565 reviews

Near SFO Premium Neighborhood Suite Private Bath

Millbrae city near San Francisco airport, the environment is beautiful, the climate is comfortable, life is safe and convenient.The room is equipped with thoughtful daily necessities, and there is a kitchen and laundry room for guests to use free of charge. It is the best choice for tourists and business guests. · 8 minutes drive to the airport · 5 mins drive to Millbrae Bart Station · 5 minutes drive to highways 280 and 101 · 10 minutes drive to Costco, a large supermarket operator · 20 to 30 minutes drive to downtown San Francisco, Golden Gate Bridge, Fisherman's Wharf, Stanford University, Silicon Valley · 3-minute drive to downtown Millbrae: Sun's Market Xinnian Chinese Supermarket Safeway, Lucky US Supermarket Trader Joe's Fresh American Supermarket Walgreens 24-hour pharmacy, convenience stores Starbucks coffee shop Paris Baguette Bakery USPS, UPS Express 【 Nearby Shopping & Food Centers 】 · Tanforan Center 10 mins drive · Serramonte Shopping Center 12 mins drive · Hillsdale Shopping Center 15 min drive

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

4.69 out of 5 average rating, 89 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!

Guest favourite

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, 185 reviews

❤️ Large Modern Luxurious Villa Near SFO

Modern, newly renovated one-story home with an open-concept layout, perfect for families or business travelers. This spacious property features 3 bedrooms, 2.5 bathrooms, and a versatile walk-in closet that can be used as a private office or to accommodate a floor mattress. Enjoy high-speed Wi-Fi and relax in the jetted bathtub. Step outside to a lush garden that feels like your own private botanical park. peaceful, refreshing, and full of charm. Walking to downtown San Mateo and the Shoreside.

Guest favourite

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, 57 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.

Top Guest favourite

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, 206 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

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 favourite

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+)

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

Next to US Route 1 on the West Coast, close to San Francisco, close to San Francisco Airport, 2 mins walk to the beach to watch the sunset, comfortable stopover

Single room in private villa rental (1.5m double bed, one person only), walk 2 minutes to the sea, watch the sunset in the evening, walk 2 minutes to the bus stop, bus directly to the subway and large shopping mall, go out 1 minute on the highway, drive about 12 minutes to San Francisco airport, drive about 20 minutes to downtown San Francisco, walk 2 minutes to large supermarket, pharmacy and various restaurants (Chinese food, hot pot, good food).@ Free street parking @

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!!!

Guest favourite

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

4.82 out of 5 average rating, 28 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 Cupertino

New place to stay

Luxury Cupertino Hills 5BR Retreat near Apple-Park

Luxury 5BR, 4.5BA on five private acres in the peaceful Cupertino Hills with stunning views or Ridge Winery. Minutes from Apple Park, this spacious retreat includes a dedicated large office, bright living areas, and a quiet, weekend-style atmosphere. Ideal for families, professionals, and longer stays with easy access to Los Altos, Cupertino, and highways 280/85—perfect for extended visits or seasonal travel.