
Holiday 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.
Holiday 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!

A Travelers Dream Come Stay with us!

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

Perfect home with pool for family vacations!

Oakland Hills home with Pool!

Silicon Valley Luxury I Sauna, Hot Tub, Pool

MCM Waterfront Pool/Hot Tub between SF and Napa

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!

Willow Place

Cozy condo by the lake

Spacious Top Floor Condo Retreat

The Alpaca House
Quick stats about holiday rentals with a pool in San Mateo
Total rentals
100 properties
Total number of reviews
870 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
90 properties include access to Wi-Fi
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- Golden Gate Park
- Stanford University
- Oracle Park
- Washington Square
- Capitola State Beach
- Sumner Beach
- Joaquin Miller Park
- Children’S Fairyland
- Corcoran Beach
- Muir Woods National Monument
- Mission Dolores Park
- Golden Gate Bridge
- Point Reyes National Seashore
- El Granada Beach
- The Forest of Nisene Marks State Park
- Surfers Beach
- Glen Canyon Park
- Six Flags Discovery Kingdom
- California’S Great America
- Pasatiempo Golf Club
- SAP Center
- Big Basin Redwoods State Park
- Henry Cowell Redwoods State Park
- Painted Ladies