
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 home Pool/spa 4bd/4ba Los Altos Hills

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

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views
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

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

Willow Place

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
- El Granada Beach
- Surfers Beach
- Big Basin Redwoods State Park
- The Forest of Nisene Marks State Park
- Oracle Park
- Glen Canyon Park
- Golden Gate Bridge
- Point Reyes National Seashore
- Oakland Zoo
- SAP Center
- Pacifica State Beach
- Six Flags Discovery Kingdom
- Henry Cowell Redwoods State Park
- California’S Great America
- Mission Dolores Park