
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

Pool, Hot tub, Napa, SFO Clean

Fully renovated private cul-de-sac home in Marin

Unreal Beachfront Marin Getaway!

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

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)

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Downtown Modern Living Condo!

Lovely 1B1B condo with patio near downtown MTV

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

Just a minute! Literally! to San Francisco…

Art Deco Mission Flat

Charming 2 bedroom 2 story condo - No smoking
Other vacation rentals with a pool

Private cottage in orchard and vineyard setting

Romantic Retreat in Mission Bay

A freestanding casita in a delightful grape garden

Luxe Apartment Downtown San Jose w/ Gym, Pool

Chic-Roomy 2BR/2BA/Pool • Near Levis, Tech, & SCU

Spacious Luxury Apartment in Heart of Bay Area

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
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
40 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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- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Rio Del Mar Beach
- Stanford University
- Oracle Park
- Seacliff State Beach
- Muir Woods National Monument
- Twin Peaks
- Bolinas Beach
- Montara State Beach
- Davenport Beach
- Pescadero State Beach
- Mission Dolores Park
- SAP Center
- Twin Lakes State Beach
- Golden Gate Bridge
- New Brighton State Beach
- Pier 39
- Henry Cowell Redwoods State Park
- Rodeo Beach
- Six Flags Discovery Kingdom
- California’S Great America
- Bonny Doon Beach