Holiday 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.
Holiday 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
4.97 out of 5 average rating, 38 reviewsCountry Family Getaway with Pool and Trails
Home
5 out of 5 average rating, 12 reviewsCute and Cozy House
Home
4.88 out of 5 average rating, 32 reviewsSpacious Chalet close to Ski resort. Pet friendly!
Home
4.94 out of 5 average rating, 32 reviewsSerene Escape: A Nature Getaway
Home
4.89 out of 5 average rating, 56 reviewsBeautiful Townhouse, Ravine View, Resort Pool
Home
4.95 out of 5 average rating, 174 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home
4.76 out of 5 average rating, 17 reviewsCustom home that feels like the Spa
Home
4.86 out of 5 average rating, 35 reviewsLuxury Family Home Indoor Pool Hot Tub Lake Access
Apartment rentals with a pool
Apartment
4.86 out of 5 average rating, 138 reviewsLarge, luxury, upper floor condo, steps to Village
Apartment
4.87 out of 5 average rating, 223 reviewsStylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
Apartment
4.91 out of 5 average rating, 134 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Apartment
4.92 out of 5 average rating, 312 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Apartment
4.94 out of 5 average rating, 385 reviewsLovely Open Concept Friday Harbor Resort Condo
Apartment
4.93 out of 5 average rating, 107 reviewsExceptional 2+1 ground floor condo @Friday Harbour
Apartment
4.94 out of 5 average rating, 115 reviewsFriday Harbour Luxury Condo, Sleeps 4
Apartment
4.84 out of 5 average rating, 180 reviewsMarina view at Friday Harbour 2bd/2bth Pool option
Destinations to explore
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