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 Orillia
5 out of 5 average rating, 12 reviewsCute and Cozy House
Home in Utopia
4.94 out of 5 average rating, 31 reviewsSerene Escape: A Nature Getaway
Home in The Blue Mountains
4.89 out of 5 average rating, 196 reviewsLarge 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd
Home in Shanty Bay
4.91 out of 5 average rating, 54 reviewsBeautiful Townhouse, Ravine View, Resort Pool
Home in Midland
4.79 out of 5 average rating, 43 reviewsOur vacation home. Fully equipped. Pool. Fire Pit.
Home in Barrie
4.91 out of 5 average rating, 75 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
Home in The Blue Mountains
4.95 out of 5 average rating, 171 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in Newmarket
4.96 out of 5 average rating, 23 reviewsBeautiful Pond View stay!
Condo rentals with a pool
Condo in The Blue Mountains
4.98 out of 5 average rating, 127 reviewsLovely 3 Bedroom Condo with Stunning View and Pool
Condo in The Blue Mountains
4.86 out of 5 average rating, 104 reviewsBlue Mountain Getaway at North Creek Resort
Condo in The Blue Mountains
4.83 out of 5 average rating, 149 reviewsThe Wine Barrel - Shuttle to Blue Mountain Village
Condo in The Blue Mountains
4.94 out of 5 average rating, 201 reviewsMountainside Studio Bliss: Steps to Slopes, Renova
Condo in The Blue Mountains
4.95 out of 5 average rating, 808 reviewsStunning Mountain Views- WalkTo Blue, Pool, HotTub
Condo in Innisfil
4.91 out of 5 average rating, 133 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Condo in Blue Mountains
4.91 out of 5 average rating, 305 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Condo in The Blue Mountains
4.94 out of 5 average rating, 203 reviewsThe Blue Mountain's Dream Escape | Shared Hot Tub
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