
Vacation rentals with a pool in San Mateo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Mateo
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Mateo rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Unreal Beachfront Marin Getaway!

Mission style, w. Pool, Hot tub, walk to downtown

Cactus House & Suite: 4 bedroom 3 bathroom

Chic & Fun Mid-Century Modern sleeps 8 (pool)

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Bay Area getaway w/ Pool + Heated Spa + EV charger
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Charming 1 bedroom, 1 bath, 2 Story Condo.

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Downtown Modern Living Condo!

Lovely 1B1B condo with patio near downtown MTV

1BR/1BA Near Santana Row | Work-Friendly + Parking

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym

Cozy condo by the lake
Other vacation rentals with a pool

A Travelers Dream Come Stay with us!

Retreat @ Oasis Pool/Hot Tub/Billiards/Game SF Bay

Private cottage in orchard and vineyard setting

Romantic Retreat in Mission Bay

Cozy Retreat Near SJC

Silicon Valley Executive home in Santa Clara

Guesthouse in woodside -

Modern, Sunny, 3BR Flat at Dolores Park
Quick stats about vacation rentals with a pool in San Mateo
Total rentals
110 properties
Nightly prices starting at
€ 9 before taxes and fees
Total number of reviews
880 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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