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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
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Home in The Blue Mountains
4.91 out of 5 average rating, 176 reviewsPool Open/Sauna/Shuttle Bus/Pool table/2 King bed
![](https://a0.muscache.com/im/pictures/miso/Hosting-47080553/original/53ce8ef3-b85a-4cdd-9a24-ef407da69727.jpeg?im_w=720)
Home in The Blue Mountains
4.95 out of 5 average rating, 154 reviewsSerene mountainside home View/Shuttle Bus/Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-1039300683935557299/original/51fd3fec-8f6c-4848-8770-502b7fa2503f.jpeg?im_w=720)
Home in Shanty Bay
4.98 out of 5 average rating, 44 reviewsBeautiful Town For 5, Ravine View, Resort Pool
![](https://a0.muscache.com/im/pictures/5ace4675-6436-4bf6-bb41-59a8709c6332.jpg?im_w=720)
Home in Collingwood
4.84 out of 5 average rating, 43 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
![](https://a0.muscache.com/im/pictures/a79151b4-a8de-4a54-bd52-6bf9c885a12a.jpg?im_w=720)
Home in Honeywood
4.98 out of 5 average rating, 53 reviewsSunnylea Acres
![](https://a0.muscache.com/im/pictures/miso/Hosting-707295405737254693/original/3abe121d-afca-4889-a648-31aaec13b74b.jpeg?im_w=720)
Home in Barrie
4.9 out of 5 average rating, 63 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
![](https://a0.muscache.com/im/pictures/3d420b7d-01a9-4c92-bf17-74a005a58749.jpg?im_w=720)
Home in Elmvale
4.85 out of 5 average rating, 13 reviewsCozy Lakefront Cottage with Hot tub and Pool.
![](https://a0.muscache.com/im/pictures/miso/Hosting-761485475764417838/original/5d42ad1b-bc14-44e4-99ce-fcad4f290691.jpeg?im_w=720)
Home in Elmvale
4.9 out of 5 average rating, 50 reviewsSki, Swim, Soak, Boat & Golf
Condo rentals with a pool
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Condo in The Blue Mountains
4.98 out of 5 average rating, 122 reviewsRustic Chic Renovated 2Bd Condo by Village
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Condo in Blue Mountains
4.91 out of 5 average rating, 283 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
![](https://a0.muscache.com/im/pictures/5965e031-d7b5-47e4-bc59-cd96c304216f.jpg?im_w=720)
Condo in The Blue Mountains
4.92 out of 5 average rating, 202 reviewsBlue Mountain~The One With The View~2 beds 2 baths
![](https://a0.muscache.com/im/pictures/miso/Hosting-546345203576868224/original/e209023c-dd52-4cdd-a7cb-833e9deb79b6.jpeg?im_w=720)
Condo in The Blue Mountains
4.93 out of 5 average rating, 169 reviewsLe Petite Chalet - Shuttle to Blue / Outdoor Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-46218435/original/9c4e8069-986b-413f-8796-3ff9957e7297.jpeg?im_w=720)
Condo in The Blue Mountains
4.92 out of 5 average rating, 431 reviews*Blue Mountain Village* WalkToBlue, Pool, HotTub
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Condo in The Blue Mountains
4.94 out of 5 average rating, 161 reviewsBlue Mountain condo in Historic Snowbridge
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Condo in The Blue Mountains
4.93 out of 5 average rating, 258 reviewsCozy Studio Mountainside stay in Blue Mountains
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NjQyMTY1MjMxNjk3MjcyODUx/original/3b23f4cc-a400-4ca9-bf4c-7c42ef85bb03.jpeg?im_w=720)
Condo in Oro
4.89 out of 5 average rating, 133 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Destinations to explore
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