San Mateo Holiday Rentals

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Compare Holiday Rentals, Villas & Resorts in San Mateo

1,146 villas and rentals
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Luxury Holiday Rentals in San Mateo

Over 1137+ Luxury Holiday Rentals in or Near San Mateo
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Top-Rated Holiday Rentals with a Pool in San Mateo

Over 62+ The Best Private Villas and Holiday Rentals in San Mateo with a Pool
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Pet-Friendly Holiday Rentals in San Mateo

Over 319+ Pet-Friendly Holiday Rentals in or Near San Mateo
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Large Holiday Rentals and Private Villas in San Mateo

Over 168+ Large Holiday Rentals and Private Villas in or Near San Mateo
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Wheelchair Accessible Holiday Homes in San Mateo

Over 62+ Wheelchair Accessible Holiday Homes in or Near San Mateo
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San Mateo Private Villas and Holiday Homes Under $200

Over 606+ San Mateo Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in San Mateo

Over 626+ Instantly Bookable Holiday Homes in or Near San Mateo
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Book a Last Minute Place to Stay in San Mateo

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

Discover more than 1146 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 528 ft², with nightly prices averaging CA $410.

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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There are 1146 San Mateo, PR Holiday Rentals

Recently Booked Holiday 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 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.

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

As of 2026, Casai boasts over 1146 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 (3)

NeighborhoodProperty Count
Parque Vacation Rentals in San Mateo, PR 123
Hipodromo Vacation Rentals in San Mateo, PR 40
Sagrado Corazon Vacation Rentals in San Mateo, PR 29