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San Mateo County rentals with pool

We found 768 rentals with pool — enter your dates for availability

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September 2025

29

October 2025

Explore San Mateo County rentals with pools

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Premier Host

Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Sleeps 8 · 3 bedrooms · 3 bathrooms

Serene canyon view with pool, hot tub & cedar barrel sauna

Premier Host

Serene Canyon View Luxury Villa • Pool • Hot Tub • Sauna Retreat

Sleeps 14 · 6 bedrooms · 3 bathrooms

Sunset from the deck

Premier Host

Rare Ocean-front near San Francisco. Sunsets, whale watching in seaside luxury

Sleeps 6 · 2 bedrooms · 2 bathrooms

Pool

Minutes to San Francisco Zoo! Onsite Parking, Pool, Pet-friendly Property!

Sleeps 6 · 2 bedrooms · 1 bathroom

Pool

Spacious 4BR Family Retreat with Indoor Pool, Jacuzzi & Movie Room – Near SFO

Sleeps 12 · 4 bedrooms · 1+ bathroom

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Holiday Rental options in San Mateo County

Oceanfront holiday rentals in San Mateo County

Family-friendly holiday rentals in San Mateo County

Monthly rentals in San Mateo County

Ski holiday rentals in San Mateo County

Lake holiday rentals in San Mateo County

Pet-friendly holiday rentals in San Mateo County

Mountain holiday rentals in San Mateo County

Beach holiday rentals in San Mateo County

Holiday rentals with spa pool in San Mateo County

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