Vacation rentals with a pool in Lake Simcoe
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Simcoe
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 Lake Simcoe rentals with a pool
House rentals with a pool
Home in Port Perry
4.94 out of 5 average rating, 203 reviewsHome away from home with a hot tub and pool
Oct 14 – 21
Home in The Blue Mountains
4.91 out of 5 average rating, 167 reviewsViews Mountains Sauna/Shuttle/Pool/Entertainment
Oct 18 – 25
Home in The Blue Mountains
4.95 out of 5 average rating, 148 reviewsSerene mountainside home View/Shuttle Bus/Pool
Dec 21 – 28
Home in Sebright
4.83 out of 5 average rating, 83 reviewsRiverfront Cottage Escape for Stress Relief
Nov 24 – Dec 1
Home in Innisfil
5.0 out of 5 average rating, 18 reviewsWaterfront home, sauna, jacuzzi & Heated pool
Jan 14 – 21
Home in Shanty Bay
5.0 out of 5 average rating, 30 reviewsBeautiful Town For 5, Ravine View, Resort Pool
Dec 3 – 10
Home in Uxbridge
5.0 out of 5 average rating, 15 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
Mar 13 – 20
Home in Elmvale
4.9 out of 5 average rating, 40 reviewsSki, Swim, Soak, Boat & Golf
Feb 3 – 10
Condo rentals with a pool
Condo in Innisfil
4.86 out of 5 average rating, 124 reviewsFriday Harbour Resort Penthouse Lake Simco
Nov 1 – 8
Condo in Oro
4.88 out of 5 average rating, 119 reviews4-Bed Country Club Haven with Pool, BBQs, and More
Jan 28 – Feb 4
Condo in The Blue Mountains
4.93 out of 5 average rating, 153 reviewsLe Petite Chalet - Shuttle to Blue / Outdoor Pool
Oct 9 – 16
Condo in The Blue Mountains
4.97 out of 5 average rating, 299 reviewsGorgeous Two Bedroom Condo Overlooking Ski Hill
Aug 23 – 30
Condo in The Blue Mountains
4.95 out of 5 average rating, 716 reviewsBlue Mountain Village| Stunning Mountain Views
Sep 14 – 21
Condo in The Blue Mountains
4.95 out of 5 average rating, 207 reviewsCozy & Charming Retreat at Blue Mountain
May 3 – 10
Condo in The Blue Mountains
4.92 out of 5 average rating, 404 reviews★Blue Mountain Village★ Cozy, Stylish, 360 Views
Oct 27 – Nov 3
Condo in The Blue Mountains
4.97 out of 5 average rating, 126 reviewsSnowbridge Escape at Blue
Jan 6 – 13
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