What are the top rated Winter Rentals in San Mateo?

There are a lot of options in San Mateo. If you plan on staying in the San Mateo area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in San Mateo: <a href="/property/quinta-don-no%C3%A9/BC-6033390" class="class="static-page-link"">Quinta Don Noé</a> <a href="/property/vista-maderal-luxury-villa-pool-amazing-views-orchard/HA-3213996747" class="class="static-page-link"">Vista Maderal - Luxury villa, Pool, Amazing Views, Orchard</a> <a href="/property/luxury-villa-caoba-private-serene-amazing-views/HA-12720188094" class="class="static-page-link"">Luxury Villa Caoba- Private, Serene, Amazing Views</a> <a href="/property/luxury-villa-carao-jungle-paradise-w-great-wifi/HA-12720188093" class="class="static-page-link"">Luxury Villa Carao. Jungle Paradise w Great wifi!</a> <a href="/property/luxury-villa-ceibo-exquisite-private-serene/BC-14894433" class="class="static-page-link"">Luxury Villa Ceibo - Exquisite, Private, Serene</a> <a href="/property/luxury-villa-caoba-private-serene-amazing-views-at-finca-chilanga/BC-10652469" class="class="static-page-link"">Luxury Villa Caoba- Private, Serene, Amazing Views at Finca Chilanga</a> <a href="/property/quinta-en-orotina/BC-11029913" class="class="static-page-link"">Quinta en Orotina</a> <a href="/property/luxury-villa-carao-serene-amazing-views-at-finca-chilanga/BC-10664475" class="class="static-page-link"">Luxury Villa Carao - Serene Amazing Views at Finca Chilanga</a> <a href="/property/quinta-s-s/BC-11135180" class="class="static-page-link"">Quinta S &amp; S</a> <a href="/property/casa-maracuya/EP-109087991" class="class="static-page-link"">Casa Maracuya</a>

How much does it cost to rent a place to stay near San Mateo in the wintertime?

The average cost for winter rentals in San Mateo is $134 per night. Beachbaycottages has a wide list of great winter places to stay near San Mateo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in San Mateo that allow pets?

Yes, here are the top cottage/chalet rentals in San Mateo that allow you to bring your pet or dog: Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica Chalet Villa Vilma Buen Camino Hotel, San Mateo 4+ Bedroom Home in La Ecovilla International Community Vista Maderal - Luxury villa, Pool, Amazing Views, Orchard Quinta Don Noé Casa Maracuya Luxury Villa Caoba- Private, Serene, Amazing Views See all <a href="/all/costa-rica/alajuela/san-mateo/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in San Mateo</a> on Beachbaycottages

Do you have any winter rentals in San Mateo that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Mateo to find what works for you.

Are there winter accommodations in San Mateo that have indoor swimming pools?

As of 2026, the data from Beachbaycottages shows that there are over 7 private swimming pools or indoor pools accommodations near San Mateo along with other great amenities.

Winter Rentals in San Mateo:【 GREAT PRICES 】

Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica

From US $96

10.0 (41 Reviews)

House

Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica

Air Conditioner
Parking
Pool

San Mateo Winter Rentals & Holiday Homes

Discover winter rentals San Mateo - We found 7 exact matches

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