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.

Guest House W/ Pickleball & Pool - San Mateo, CA
10 10 reviews
San Mateo, CA
02/07 – 09/07
£183/nighttotal: Â£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.
Private Garden Cottage Belmont Hills*pool*hottub* - San Mateo, CA
9.8 280 reviews
San Mateo, CA
07/12 – 18/12
£188/nighttotal: Â£2068 (11 )

Private Garden Cottage Belmont Hills*pool*hottub*

1 4
house , Belmont
This charming cottage is situated in the Belmont hills, just 20 kilometres from Stanford University and 30 kilometres from San Francisco, offering a peaceful retreat in a quiet neighbourhood surrounded by oak trees. The property has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This two-bedroom, one-bathroom property comfortably accommodates up to five guests. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, garden, and a tree house for children, perfect for relaxing and creating lasting memories.

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

2 Bedroom Treehouse Cottage - San Mateo, CA
9.7 207 reviews
San Mateo, CA
07/12 – 18/12
£141/nighttotal: Â£1551 (11 )

2 Bedroom Treehouse Cottage

1 4
house , Belmont
This secluded tree house cottage is located in the beautiful hills of Belmont, just a few kilometres from shops, restaurants, and entertainment. The property has received excellent ratings for its cleanliness, location, and overall experience.
This charming cottage offers a comfortable space for up to four guests with two bedrooms and one bathroom. The accommodation features a fully equipped kitchen, a private deck with canyon views, a washer and dryer, and high-speed internet, making it ideal for both short and long stays.
Chic Home With Expansive Backyard- Duplex Back Unit - San Mateo, CA
9.4 6 reviews
San Mateo, CA
21/08 – 24/08
£186/nighttotal: Â£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: Â£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
10 460 reviews
San Mateo, CA
21/08 – 24/08
£152/nighttotal: Â£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.

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
07/12 – 18/12
£523/nighttotal: Â£5753 (11 )

Marbella Lane - Modern Refreshing Home

1 4
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.
714 Compact&cozy Stay Comfortable&convenient Location - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£214/nighttotal: Â£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.
Luxury 4br4ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger - San Mateo, CA
10 6 reviews
San Mateo, CA
07/12 – 18/12
£849/nighttotal: Â£9339 (11 )

Luxury 4br4ba Basketball Court, Hot Tub Spa, Foosball, Pool Table, Tesla Charger

4 4
house , San Mateo
This luxurious villa is located in South San Mateo, a quiet and safe neighbourhood just 8 kilometres from Hillsdale Mall and downtown San Mateo. It is conveniently close to major highways and a 20-minute drive to San Francisco International Airport.
The property offers 307 square metres of living space with four bedrooms and four bathrooms, accommodating up to eight guests. The house features a hot tub spa, a Tesla charger, a basketball court, a pool table, a foosball table, and a garden.

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

Clean&cozy Cottage Near Downtown Burlingame & Sfo - San Mateo, CA
9.9 353 reviews
San Mateo, CA
21/08 – 24/08
£140/nighttotal: Â£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.
Private Cottage Near Redwood City And San Carlos Downtowns - San Mateo, CA
10 124 reviews
San Mateo, CA
21/08 – 24/08
£226/nighttotal: Â£678 (3 )

Private Cottage Near Redwood City And San Carlos Downtowns

1 2
house , Redwood City
This charming cottage is situated in a residential neighbourhood in Redwood City, just a 2.4 kilometre walk from the town centre and a 2.4 kilometre walk from San Carlos, offering easy access to restaurants, bars, and nightlife. The property has received excellent user, location, and cleanliness ratings.
The cottage offers a private and secluded experience with a shared backyard featuring a garden, patio, fire pit, and hot tub. The cottage comes with a fully equipped kitchen, high-speed Wi-Fi, a 48" 4K TV with Chromecast, YouTubeTV, and Apple TV for streaming, and a washer and dryer.
Charming Private Quiet Backyard Studio - San Mateo, CA
9.9 249 reviews
San Mateo, CA
21/08 – 24/08
£112/nighttotal: Â£336 (3 )

Charming Private Quiet Backyard Studio

1 2
house , San Mateo
This charming studio apartment is located in a peaceful residential neighbourhood in San Mateo, just 5km from San Francisco International Airport (SFO) and within walking distance of shops, restaurants, and amenities. The studio has consistently received excellent ratings for its cleanliness, location, and overall experience.
This cosy studio is perfect for couples or solo travellers looking for a comfortable and convenient base in San Mateo. The studio features a private entrance, a sunny and charming atmosphere, a secluded backyard, and easy access to street parking.
Tesla Ev Charger Basketball Pool Table Hot Tub Spa - San Mateo, CA
10 71 reviews
San Mateo, CA
07/12 – 18/12
£663/nighttotal: Â£7293 (11 )

Tesla Ev Charger Basketball Pool Table Hot Tub Spa

4 4
house , San Mateo
This spacious four-bedroom house is situated in a peaceful neighbourhood in Silicon Valley, San Mateo, just 15 kilometres from San Francisco International Airport (SFO) and Stanford University. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The home comfortably accommodates up to eight guests and provides ample space for relaxation and entertainment. Guests can enjoy a range of amenities, including a private hot tub, a full-size pool table, and a large outdoor deck with a barbecue area, perfect for enjoying the Californian sunshine.
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