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

Beautiful Large 4BR Home with POOL

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

Silicon Valley Executive home in Santa Clara

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

Big Modern Home in Evergreen

Modern Retreat in the Heart of Silicon Valley

Luxury 4-Suite Carbon-Neutral Home With Pool

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

Charming Luxury 2BR w/ Monitor and Adjustable desk

3 Room & 2 Bath Condo

Charming 1 bedroom, 1 bath, 2 Story Condo.

KING BED | Fully Furnished Luxury Condo Gym & Pool

Stylish Silicon Valley Retreat – Perfectly Located

Contemporary 2BR - Blocks from Stanford Campus

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

Luxury loft by the water
Quick stats about holiday rentals with a pool in Cupertino
Total rentals
90 properties
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
Destinations to explore
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- San Joaquin River Holiday rentals
- Oakland Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- Central California Holiday rentals
- San Francisco Holiday rentals
- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Rentals with an EV charger Cupertino
- Family-friendly rentals Cupertino
- Pet-friendly rentals Cupertino
- Rentals with a patio Cupertino
- Rentals with a hot tub Cupertino
- Rentals with a firepit Cupertino
- Townhouse rentals Cupertino
- Rentals with a fireplace Cupertino
- Family-friendly rentals Cupertino
- Rentals with breakfast Cupertino
- Flat rentals Cupertino
- Rentals with outdoor seating Cupertino
- Private suite rentals Cupertino
- House rentals Cupertino
- Rentals with a washing machine and dryer Cupertino
- Fitness-friendly rentals Cupertino
- Rentals with pools Santa Clara County
- Rentals with pools California
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Oracle Park
- Seacliff State Beach
- Monterey Bay Aquarium
- Twin Peaks
- Montara State Beach
- Davenport Beach
- Twin Lakes State Beach
- Muir Woods National Monument
- Pescadero State Beach
- Capitola State Beach
- New Brighton State Beach
- Rodeo Beach
- Mission Dolores Park
- China Beach, San Francisco
- Sumner Beach
- Bonny Doon Beach
- Rockaway Beach
- Black Sands Beach
- Pier 39