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 The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
Home in The Blue Mountains
4.92 out of 5 average rating, 166 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Home in Shanty Bay
5.0 out of 5 average rating, 30 reviewsBeautiful Town For 5, Ravine View, Resort Pool
Home in Collingwood
4.84 out of 5 average rating, 32 reviewsBatteaux Chalet - Pool + Blue Mountain Skiing
Home in Collingwood
5.0 out of 5 average rating, 23 reviewsAn oasis getaway near trails, lake, restaurants
Home in Barrie
4.91 out of 5 average rating, 46 reviewsLuxurious 4BDRM-King Bed-Barrie-fire pit
Home in Innisfil
5.0 out of 5 average rating, 18 reviewsWaterfront home, sauna, jacuzzi & Heated pool
Home in Honeywood
4.98 out of 5 average rating, 50 reviewsSunnylea Acres
Condo rentals with a pool
Condo in The Blue Mountains
4.92 out of 5 average rating, 246 reviewsCozy Studio Mountainside stay in Blue Mountains
Condo in Innisfil
4.91 out of 5 average rating, 105 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Condo in The Blue Mountains
4.88 out of 5 average rating, 141 reviewsSweet Retreat - Private Patio / Community Pool
Condo in The Blue Mountains
4.89 out of 5 average rating, 349 reviewsModern Updated Studio at the Base of Blue Mountain
Condo in Innisfil
4.86 out of 5 average rating, 123 reviewsFriday Harbour Resort Penthouse Lake Simco
Condo in The Blue Mountains
4.97 out of 5 average rating, 116 reviewsRustic Chic Renovated 2Bd Condo by Village
Condo in The Blue Mountains
4.87 out of 5 average rating, 298 reviewsSki in/out @ North Creek W King bed! New Hot Tub
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Destinations to explore
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