
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.

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

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

Near SFO Premium Neighborhood Room 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

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

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!

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.

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!

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!

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!

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!

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!!!

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.
Popular amenities for villa rentals in San Mateo County
Private villa rentals

Family Retreat near South Bay and Santa Cruz Beach

Camellia Cottage with Pool View (Long Term+)

Incredible Ocean Views from Tuscan Villa Suite

Mid Century Modern Living w/Pool

Tesla EV Charger Basketball Pool Table Hot Tub Spa

Luxury Cupertino Hills 5BR Retreat near Apple-Park
Luxury villa rentals

Estately Plausibility of Simplicity (Long Term+)

Camellia Cottage with Pool View (Long Term+)

Exquisite Crescent Suite (Long Term+)

Mid Century Modern Living w/Pool

Tesla EV Charger Basketball Pool Table Hot Tub Spa

Luxury Cupertino Hills 5BR Retreat near Apple-Park
Villa rentals with a pool

Estately Plausibility of Simplicity (Long Term+)

Camellia Cottage with Pool View (Long Term+)

Mid Century Modern Living w/Pool

Exquisite Crescent Suite (Long Term+)

Strikingly elegant, exquisite & estately Villa!
Destinations to explore
- Rentals with outdoor seating San Mateo County
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Levi's Stadium
- Rio Del Mar Beach
- Seacliff State Beach
- SAP Center
- Twin Peaks
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Montara Beach
- Bolinas Beach
- Winchester Mystery House
- California’S Great America
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