
Vacation rentals with a pool in Hillsborough
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hillsborough
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 Hillsborough rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Pool, Hot tub, Napa, SFO Clean

Beautiful Large 4BR Home with POOL

Fully renovated private cul-de-sac home in Marin

Unreal Beachfront Marin Getaway!

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

Cactus House & Suite: 4 bedroom 3 bathroom

Beautiful 3BD Home w/ Heated Pool and Fire Pit
Condo rentals with a pool

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

Modern 2BR Condo | Business & Long-Term Stays

Spacious Top Floor Condo Retreat
Other vacation rentals with a pool

Lux Apartment-Pool/Parking/Spa

Romantic Retreat in Mission Bay

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

Hill Top Spa Retreat

Stunning Private Retreat awaits

Guesthouse in woodside -

Studio Near Meta: Pool, Spa, Gym + Resort Living!

Sunny 2 Bedroom with Pool Near Standford Hospitals
Quick stats about vacation rentals with a pool in Hillsborough
Total rentals
20 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
250 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Santa Barbara Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- South Lake Tahoe Vacation rentals
- Monterey Vacation rentals
- Rentals with a washer and dryer Hillsborough
- House rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- Apartment rentals Hillsborough
- Family-friendly rentals Hillsborough
- Rentals with pools San Mateo County
- Rentals with pools California
- Rentals with pools United States
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Twin Peaks
- Golden Gate Bridge
- Bolinas Beach
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Henry Cowell Redwoods State Park
- Davenport Beach
- Six Flags Discovery Kingdom
- Pescadero State Beach
- Twin Lakes State Beach
- Pier 39
- California’S Great America
- Rodeo Beach
- Painted Ladies
- New Brighton State Beach