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
10/07 – 10/01
£365/nighttotal: £67160 (184 )

Elegant Two-story Home In A Resort-style Community

1 1
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.

Best family friendly San Mateo, CA villas and holiday home

Among the 57 accommodations in San Mateo, CA, here are the 4 best family friendly villas and holiday homes

Chic Home With Expansive Backyard- Duplex Back Unit - San Mateo, CA
9.4 6 reviews
San Mateo, CA
21/08 – 24/08
£186/nighttotal: £558 (3 )

Chic Home With Expansive Backyard- Duplex Back Unit

2 2
house , San Mateo
This charming house is located in a quiet neighbourhood in San Mateo, just 2 kilometres from the San Mateo County History Museum and a 10-minute drive from the town centre.
The property has 2 bedrooms and 1 bathroom, with a total floor area of 91 square metres, comfortably accommodating up to 6 guests. Enjoy a private balcony, a spacious garden, free parking, and a fully equipped kitchen, perfect for a relaxing stay.
@ 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
21/08 – 24/08
£152/nighttotal: £456 (3 )

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
£808/nighttotal: £2424 (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

Destinations nearby

Best San Mateo, CA villas and holiday homes with parking

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.
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.
Maison D’hôtes Sous Les Chênes - San Mateo, CA
9.9 1012 reviews
San Mateo, CA
21/08 – 24/08
£130/nighttotal: £390 (3 )

Maison D’hôtes Sous Les Chênes

1 2
house , Hillsborough
This detached garden cottage is situated in a quiet neighbourhood in Burlingame, a short drive from the Burlingame Caltrain station, SFO Airport, and Millbrae BART. The property has received excellent ratings for location, cleanliness, and overall experience.
The cottage offers one bedroom and one bathroom, accommodating up to two guests. It features a well-equipped kitchenette, a 42-inch smart TV, access to a swimming pool, and a dedicated workspace for those working remotely.
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

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.
Brand New Listing! Edgewood Cottage - San Mateo, CA
10 7 reviews
San Mateo, CA
01/07 – 31/07
£301/nighttotal: £9030 (30 )

Brand New Listing! Edgewood Cottage

1 2
house , Redwood City
This secluded Old California cottage is located behind a historic home in a desirable Redwood City neighbourhood, offering a tranquil setting amidst mature oak and olive trees, just 1.6 kilometres from downtown San Carlos and Redwood City and a 15-minute drive from Stanford University.
This one-bedroom, one-bathroom annex accommodates two guests and features a fully equipped kitchen with Bosch appliances, a cosy living room with a gas fireplace, a stylish bathroom with an oversized shower, and a king-size bed, with internet, air conditioning, a garden, and parking provided.
Mt Carmel Cottage Charmer-bright, Stylish & Clean - San Mateo, CA
9.9 234 reviews
San Mateo, CA
21/08 – 24/08
£217/nighttotal: £651 (3 )

Mt Carmel Cottage Charmer-bright, Stylish & Clean

1 2
house , Redwood City
This charming cottage is situated in Redwood City, just 0.6 kilometres from the town centre, 0.9 kilometres from the Caltrain station, and within a short walk of various shops, restaurants, parks, and cinemas. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage offers a private and independent space for two guests with one bedroom and one bathroom. It is well-equipped with a modern kitchen, a private patio, a separate air conditioning system, and blackout curtains in the bedroom.
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