San Mateo County rentals with pool

We found 3,139 rentals with pool — enter your dates for availability

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August 2025

September 2025

Explore San Mateo County rentals with pools

Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Sleeps 6 · 2 bedrooms · 1 bathroom

Quick walk to the beach, restaurants, coastal trail from house

Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities

Sleeps 16 · 4 bedrooms · 2+ bathrooms

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

Sleeps 6 · 2 bedrooms · 2 bathrooms

Upper Deck (Deck-2) - View of Beach, Ocean, Mountains, Woods, and Devil's slide

Beach House by Montara Beach, California - 20-minute drive to San Francisco

Sleeps 8 · 3 bedrooms · 3+ bathrooms

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Rentals with Pool in San Mateo County

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Holiday Rental options in San Mateo County

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Ski holiday rentals in San Mateo County

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