262+ Private Villas and Holiday Rentals in San Mateo |
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San Mateo Holiday Rentals

About Casai's Private Villas and Holiday Rentals in San Mateo

Discover more than 262 vacation rentals available in San Mateo. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in San Mateo.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in San Mateo, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near San Mateo. On average, places to stay near San Mateo offer 534.3 ft², with nightly prices averaging GB £201.

With Casai, finding and comparing holiday rentals in San Mateo is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in San Mateo

Type Count
Holiday Apartments 116
Vacation Homes 114
Villas 4
Cottages 1

Use these Quick Filters to Find a Holiday Rental in San Mateo

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in San Mateo.

Weather in San Mateo, CA

View the weather forecast for San Mateo before booking your San Mateo Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around San Mateo, CA

Casai offers a large selection of top attractions around San Mateo . Research things to do on your vacation before you visit San Mateo.


San Mateo County Event Center
Coyote Point Park
Hillsdale Shopping Center
Los Prados Park
Central Park
CuriOdyssey
Sawyer Camp Trail
Laurie Meadows Park
Poplar Creek Golf Course
Parkside Aquatic Park
Fiesta Meadows Park
Paddock Park
JoinVille Park
Casanova Park
The San Mateo Japanese Garden
Shoreview Park
Bay Meadows Park
Lakeshore Park Beach
Mills Health Center - Sutter Health
Fresenius Medical Care at San Mateo Medical Center Apheresis

Other Places to Stay in San Mateo, CA


Hillsdale Shopping Center 495 Properties
Hillsdale 490 Properties
Sugarloaf 425 Properties
Beresford Park 404 Properties
Baywood - Aragon 341 Properties
North Central 313 Properties
San Mateo Park 284 Properties
Highlands-Baywood Park 153 Properties
South San Mateo 47 Properties
East San Mateo 40 Properties
Shoreview 40 Properties
Central San Mateo 32 Properties

Frequently Asked Questions About San Mateo?

What are the top holiday rentals in San Mateo?

With numerous options available in San Mateo, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in San Mateo:

How many holiday rentals have private pools in San Mateo?

Discover a selection of holiday rentals with private pools near San Mateo with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in San Mateo are best for families?

If you're searching for a family-friendly holiday home in San Mateo, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in San Mateo:

How many Casai.uk holiday rentals are available in San Mateo?

As of 2025, Casai boasts over 262 properties listed in the San Mateo area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in San Mateo.

Nearby Neighborhood (13) 
Neighborhood Property Count
East San Mateo Vacation Rentals in San Francisco, California 40
Shoreview Vacation Rentals in San Francisco, California 40
Central San Mateo Vacation Rentals in San Francisco, California 32
South San Mateo Vacation Rentals in San Francisco, California 47
North Central Vacation Rentals in San Francisco, California 313
Beresford Park Vacation Rentals in San Francisco, California 404
Hillsdale Vacation Rentals in San Francisco, California 490
Sugarloaf Vacation Rentals in San Francisco, California 425
San Mateo Park Vacation Rentals in San Francisco, California 284
Burlingame Park Vacation Rentals in San Francisco, California 270
Baywood - Aragon Vacation Rentals in San Francisco, California 341
Homeplace Vacation Rentals in San Francisco, California 273
Lakeview Vacation Rentals in San Francisco, California 172

People Also Ask

There are 262 San Mateo, CA Holiday Rentals

Recently Booked Holiday Rentals in San Mateo