San Mateo Holiday Rentals

We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Villas, Resorts, & Rentals in San Mateo

76 villas and rentals
Sort by
See More Properties

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

Discover more than 76 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 1504.76 ft², with nightly prices averaging US $333.

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.

There are 76 San Mateo, FL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in San Mateo

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 Casai.com holiday rentals are available in San Mateo?

As of 2026, Casai boasts over 76 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.