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, 170 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, 126 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
4.95 out of 5 average rating, 807 reviewsStunning Mountain Views- WalkTo Blue, Pool, HotTub
Condo in The Blue Mountains
4.89 out of 5 average rating, 219 reviewsHidden Haven - Shuttle to Blue Mountain Village
Condo in The Blue Mountains
4.79 out of 5 average rating, 208 reviewsMountainside Retreat - Ski in/out - Endless Coffee
Condo in The Blue Mountains
4.94 out of 5 average rating, 203 reviewsThe Blue Mountain's Dream Escape | Shared Hot Tub
Condo in Innisfil
4.92 out of 5 average rating, 105 reviewsExceptional 2+1 ground floor condo @Friday Harbour
Condo in Blue Mountains
4.84 out of 5 average rating, 261 reviewsPrivate Backyard/Shuttle/Pool/10min walk 2 village
Destinations to explore
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