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
Get the amount of space that is right for you
Popular amenities for Simcoe County rentals with a pool
House rentals with a pool
Home in The Blue Mountains
4.95 out of 5 average rating, 149 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in The Blue Mountains
4.91 out of 5 average rating, 168 reviewsPool Open/Sauna/Shuttle Bus/Entertainment/2 King b
Home in Shanty Bay
5.0 out of 5 average rating, 30 reviewsBeautiful Town For 5, Ravine View, Resort Pool
Home in Barrie
4.91 out of 5 average rating, 46 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
Home in Collingwood
4.84 out of 5 average rating, 32 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Home in Newmarket
5.0 out of 5 average rating, 7 reviewsBeautiful Pond View stay!
Home in Collingwood
5.0 out of 5 average rating, 24 reviewsAn oasis getaway near trails, lake, restaurants
Home in Elmvale
4.9 out of 5 average rating, 40 reviewsSki, Swim, Soak, Boat & Golf
Condo rentals with a pool
Condo in The Blue Mountains
4.94 out of 5 average rating, 155 reviewsLe Petite Chalet - Shuttle to Blue / Outdoor Pool
Condo in The Blue Mountains
4.89 out of 5 average rating, 353 reviewsBase of Blue Mountain, Modern Updated Studio
Condo in Oro
4.88 out of 5 average rating, 121 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Condo in Innisfil
4.92 out of 5 average rating, 107 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Condo in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
Condo in The Blue Mountains
4.87 out of 5 average rating, 301 reviewsSki in/out @ North Creek W King bed! New Hot Tub
Condo in The Blue Mountains
4.97 out of 5 average rating, 300 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Condo in The Blue Mountains
4.9 out of 5 average rating, 373 reviewsSpring Getaway | Blue Mountain
Destinations to explore
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