Villas and Holiday homes in San Mateo, CA

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San Mateo, CA holiday homes
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57 Villa rentals in San Mateo, CA

Handpicked Holiday Houses with a Swimming Pool in San Mateo, CA

Having a pool at your holiday home in San Mateo, CA ensures a proper swim in the heart of the city is always a convenient option.

Elegant Two-story Home In A Resort-style Community - San Mateo, CA
9.6 5 reviews
San Mateo, CA
02/07 – 09/07
£499/nighttotal: £3493 (7 )

Elegant Two-story Home In A Resort-style Community

3 2
house , Foster City
This three-bedroom home is located in the Plum Island community of Foster City, a waterfront area just 15 kilometres from San Francisco International Airport and close to major Bay Area attractions. The property has received excellent user, location and cleanliness ratings.
The house is spacious and can comfortably accommodate up to six guests. It features a modern kitchen, a fireplace, a swimming pool, a garden, and a large driveway for parking. There is also access to a clubhouse, tennis courts, and a waterfront area, providing plenty of opportunities for relaxation and recreation.
Guest House W/ Pickleball & Pool - San Mateo, CA
10 10 reviews
San Mateo, CA
02/07 – 09/07
£183/nighttotal: £1281 (7 )

Guest House W/ Pickleball & Pool

1 2
house , Redwood City
This Redwood City guest house, conveniently located in a residential area, offers easy access to both downtown Redwood City and Redwood Shores, though precise distances are unspecified.
The self-contained property features a private pickleball court, swimming pool, miniature golf course, one bedroom, one bathroom, and accommodates two guests, providing a complete vacation experience.

Best family friendly San Mateo, CA villas and holiday home

Among the 57 accommodations in San Mateo, CA, here are the 3 best family friendly villas and holiday homes

@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.0 1 review
San Mateo, CA
21/08 – 24/08
£808/nighttotal: £2424 (3 )

@ Marbella Lane - Modern Refreshing Home

3 2
house , San Mateo
This modern home is located in San Mateo, just 29 kilometres from San Francisco City Hall and 29 kilometres from Moscone Center, offering a convenient base for exploring both San Francisco and the surrounding Bay Area. The house is situated in a quiet and peaceful neighbourhood, providing a relaxing retreat after a day of exploring.
The house has three bedrooms, making it ideal for families or groups of friends, and spans 114 square metres, comfortably accommodating up to six guests. The property comes with a fully equipped kitchen, free Wi-Fi, a flat-screen TV, and free private parking, ensuring a comfortable and convenient stay.
Quiet , Private Studio / Cottage - San Mateo, CA
10 457 reviews
San Mateo, CA
02/07 – 09/07
£144/nighttotal: £1008 (7 )

Quiet , Private Studio / Cottage

1 2
house , Redwood City
This studio apartment is situated in a peaceful residential area of Redwood City, just 800 metres from Stafford Park and a 1.6 kilometre walk from Redwood City Caltrain station, providing easy access to both San Francisco and San Jose. The self-contained studio features a well-equipped kitchen, a comfortable queen-size bed, a 50-inch LED TV, and a private patio, ideal for a couple seeking a convenient base for exploring Redwood City.
@ Marbella Lane - 3br W/sweeping Views Of Bay Area - San Mateo, CA
9.4 19 reviews
San Mateo, CA
21/08 – 24/08
£811/nighttotal: £2433 (3 )

@ Marbella Lane - 3br W/sweeping Views Of Bay Area

3 2
house , San Mateo
This San Mateo holiday home is situated approximately 14 kilometres from San Francisco International Airport, offering stunning Bay Area views and convenient access to attractions such as the University of San Francisco and Oakland Coliseum, all within a 40-kilometre radius.
The 170-square-metre property boasts three bedrooms, three bathrooms, a fully equipped kitchen including a dishwasher, private parking, Wi-Fi, and a relaxing outdoor area with a terrace and garden, comfortably accommodating families or groups.

Frequently asked questions about villa rentals in San Mateo, CA

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Best San Mateo, CA villas and holiday homes with parking

Marbella Lane - Modern Refreshing Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£768/nighttotal: £2304 (3 )

Marbella Lane - Modern Refreshing Home

3 2
house , San Mateo
This detached house in Hayward Park offers convenient access to San Francisco attractions, being approximately 5 kilometres from San Francisco International Airport and 29 kilometres from Oracle Park and San Francisco City Hall.
This 46 square metre property accommodates up to seven guests and features two bathrooms, a well-equipped kitchen with a dishwasher, microwave and oven, on-site parking, free WiFi, a garden and a patio with lake views.
Mid Century Garden View Home Parking - San Mateo, CA
8.0 4 reviews
San Mateo, CA
21/08 – 24/08
£736/nighttotal: £2208 (3 )

Mid Century Garden View Home Parking

2 2
house , San Mateo
This Mid-Century home is located in San Mateo, just 30 kilometres from San Francisco City Hall and 32 kilometres from Moscone Center, offering a peaceful and quiet neighbourhood setting. The property is ideally situated for exploring the Bay Area, with easy access to both San Francisco and the surrounding attractions.
This two-bedroom, two-bathroom property comfortably accommodates four guests. It includes a fully equipped kitchen with a microwave and fridge, free Wi-Fi, a flat-screen TV, and private parking. The home also boasts beautiful garden views and a convenient location just 8 kilometres from San Francisco International Airport.
Marbella Lane - Bright And Cozy Home Near Sfo - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£408/nighttotal: £1224 (3 )

Marbella Lane - Bright And Cozy Home Near Sfo

2 2
house , San Mateo
This detached house in Hillsborough Park offers convenient access to San Francisco International Airport, located 5 kilometres away, with Oracle Park 27 kilometres and San Francisco City Hall 29 kilometres distant.
This 46 square metre residence accommodates up to five guests and features a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and on-site parking.
714 Compact&cozy Stay Comfortable&convenient Location - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£214/nighttotal: £642 (3 )

714 Compact&cozy Stay Comfortable&convenient Location

1 2
house , San Mateo
This San Mateo holiday cottage is located 29 kilometres from Oracle Park and City Hall, with San Francisco International Airport only 5.9 kilometres away.
This one-bedroom villa offers free WiFi, private parking, and a fully equipped kitchen, accommodating up to seven guests for a quiet, non-smoking stay.

Best San Mateo, CA villas and holiday homes with a garden

Modern Guest House In Great Location - San Mateo, CA
10 235 reviews
San Mateo, CA
21/08 – 24/08
£149/nighttotal: £447 (3 )

Modern Guest House In Great Location

1 2
house , San Mateo
This private room and en-suite bathroom is situated in a peaceful neighbourhood in San Mateo, just 1.6 kilometres from San Mateo Central Park and 3.2 kilometres from the San Mateo Farmers Market. This accommodation has received excellent ratings for its cleanliness, location, and overall experience.
The room can comfortably accommodate two guests and features a king-size bed, a standing desk, a modern bathroom with a rainfall shower and heated towel rack, and a 55-inch smart TV. Guests can enjoy free parking on-site, high-speed WiFi, and a private entrance with a digital lock for self-check-in.
Delightful Hideaway In San Carlos - San Mateo, CA
10 143 reviews
San Mateo, CA
21/08 – 24/08
£143/nighttotal: £429 (3 )

Delightful Hideaway In San Carlos

1 2
house , San Carlos
This studio apartment is located in San Carlos, just a short drive from Redwood City and Palo Alto, offering easy access to the Silicon Valley region. Guests have consistently rated the accommodation excellent for its cleanliness, location, and overall experience.
The studio is situated above the garage, providing a private entrance and a spacious deck with views of the surrounding trees. It can accommodate up to two guests and features a well-equipped kitchen with a fridge, freezer, and microwave oven, as well as air conditioning, a garden, and parking.
Guesthouse By Mills Canyon - San Mateo, CA
9.5 4 reviews
San Mateo, CA
02/07 – 09/07
£170/nighttotal: £1190 (7 )

Guesthouse By Mills Canyon

1 2
house , Burlingame
This Burlingame guest house, a short distance from Mills Canyon Nature Reserve and conveniently located midway between San Francisco and Palo Alto (approximately 30km from each), offers a private retreat. This self-contained unit, newly built in 2022, sleeps two guests in one bedroom and one bathroom, boasting a balcony with sunset views, high-speed Wi-Fi, parking across the street, and a garden; pets are welcome.
Clean&cozy Cottage Near Downtown Burlingame & Sfo - San Mateo, CA
10 351 reviews
San Mateo, CA
21/08 – 24/08
£140/nighttotal: £420 (3 )

Clean&cozy Cottage Near Downtown Burlingame & Sfo

1 2
house , Burlingame
This one-bedroom cottage is situated in central Burlingame, a short distance from Burlingame Avenue and Broadway, offering easy access to shops, restaurants, and public transport. The property features a private patio with a fire pit, a fully equipped kitchen with a mid-century modern design, and secure parking.
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