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.

%{current} / %{total}1 / 1

Guest favourite

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, 700 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 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

4.78 out of 5 average rating, 594 reviews

Near SFO Premium Neighborhood Suite Private Bath

Top guest favourite

The room features two spacious beds with soft bedding, complemented by a bedside lamp. A sliding glass door leads to a small balcony, allowing natural light to fill the space. A painting depicting a serene waterfront scene is displayed on the wall.

Private room in Millbrae

4.72 out of 5 average rating, 547 reviews

Near SFO Premium Neighborhood Suite Private Bath

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, 65 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 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

4.96 out of 5 average rating, 212 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

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 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, 7 reviews

Exquisite Crescent Suite (Long Term+)

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

4.66 out of 5 average rating, 101 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 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

4.67 out of 5 average rating, 3 reviews

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.