
Vacation rentals with a pool in Simcoe County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Simcoe County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Simcoe County rentals with a pool
House rentals with a pool

Country Family Getaway with Pool and Trails

Cute and Cozy House

Spacious Chalet close to Ski resort. Pet friendly!

King Bed, Pool, Ravine View, Near Ski Hills

Spacious 4BR Snowbridge Home with Shuttle Access

Serene mountainside home View/Shuttle Bus/Pool

Custom home that feels like the Spa

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
Condo rentals with a pool

Large, luxury, upper floor condo, steps to Village

The Fairway Chalet

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

2 Bedroom, 2 Level Condo on Blue Mountain!

Exceptional 2+1 ground floor condo @Friday Harbour

Friday Harbour Luxury Condo, Sleeps 4
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- Blue Mountain Village
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- South Muskoka Curling and Golf Club
- Georgian Bay Islands National Park
- Devil's Glen Country Club
- Osler Bluff Ski Club
- Vespra Hills Golf Club
- Alpine Ski Club
- The Club At Bond Head
- Springwater Golf Course
- The Georgian Peaks Club
- Windermere Golf & Country Club
- Lake Joseph Golf Club
- Barrie Country Club
- LEGOLAND Discovery Centre Toronto
- Cedar Links Golf Centre
- Muskoka Lakes Golf and Country Club
- The Georgian Bay Club
- Copper Creek Golf Club
- Mad River Golf Club
- Horseshoe Adventure Park
- Things to do Simcoe County
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