
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!

Fully renovated private cul-de-sac home in Marin

Luxury 4-Suite Carbon-Neutral Home With Pool

Oakland Hills home with Pool!

Silicon Valley Luxury I Sauna, Hot Tub, Pool

MCM Waterfront Pool/Hot Tub between SF and Napa

The Happy Hideaway - Pool, enjoyable backyard!

3 BR Home on Vineyard nr Palo Alto & Stanford
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!

Fully Furnished Condo near Tech Giants & Stanford

Willow Place

Cozy condo by the lake

Spacious Top Floor Condo Retreat
Quick stats about vacation rentals with a pool in San Mateo
Total rentals
100 properties
Total number of reviews
860 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
100 properties include access to wifi
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- Golden Gate Park
- Stanford University
- Washington Square
- Capitola State Beach
- Sumner Beach
- Joaquin Miller Park
- Children’S Fairyland
- Corcoran Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Surfers Beach
- El Granada Beach
- The Forest of Nisene Marks State Park
- Glen Canyon Park
- Big Basin Redwoods State Park
- Point Reyes National Seashore
- SAP Center
- Mission Dolores Park
- Oakland Zoo
- California’S Great America
- Six Flags Discovery Kingdom
- Henry Cowell Redwoods State Park
- Pacifica State Beach