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 Mono
4.97 out of 5 average rating, 38 reviewsCountry Family Getaway with Pool and Trails
Home in Orillia
5 out of 5 average rating, 12 reviewsCute and Cozy House
Home in The Blue Mountains
4.88 out of 5 average rating, 34 reviewsSpacious Chalet close to Ski resort. Pet friendly!
Home in Utopia
4.94 out of 5 average rating, 32 reviewsSerene Escape: A Nature Getaway
Home in Shanty Bay
4.89 out of 5 average rating, 56 reviewsKing Bed, Ravine View, Near Ski Hills
Home in The Blue Mountains
4.95 out of 5 average rating, 175 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in Mono
4.76 out of 5 average rating, 17 reviewsCustom home that feels like the Spa
Home in Beaverton
4.86 out of 5 average rating, 35 reviewsLuxury Family Home Indoor Pool Hot Tub Lake Access
Condo rentals with a pool
Condo in The Blue Mountains
4.86 out of 5 average rating, 139 reviewsLarge, luxury, upper floor condo, steps to Village
Condo in The Blue Mountains
4.87 out of 5 average rating, 225 reviewsStylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
Condo in Innisfil
4.91 out of 5 average rating, 134 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Condo in Blue Mountains
4.92 out of 5 average rating, 312 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Condo in Innisfil
4.94 out of 5 average rating, 387 reviewsLovely Open Concept Friday Harbor Resort Condo
Condo in Innisfil
4.93 out of 5 average rating, 107 reviewsExceptional 2+1 ground floor condo @Friday Harbour
Condo in Innisfil
4.94 out of 5 average rating, 115 reviewsFriday Harbour Luxury Condo, Sleeps 4
Condo in Innisfil
4.84 out of 5 average rating, 180 reviewsMarina view at Friday Harbour 2bd/2bth Pool option
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