Vacation rentals with a pool in Simcoe County
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Top-rated rentals with a pool in Simcoe County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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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
We had an amazing stay! Communication with the hosts was quick, and they were very attentive to all our needs, ensuring we had everything we required. The house was perfectly suited for our group of 8, offering plenty of space and comfort. The property itself is beautiful, with easy access to scenic walks and hikes right on the grounds. Plus, it was just a short drive to Hockley Valley, where we attended our event. This place was ideal for our weekend getaway, and we’d definitely stay here again!
Home in Orillia
5 out of 5 average rating, 12 reviewsCute and Cozy House
This place was amazing had everything we needed for our stay, would definitely recommend this place, really accommodating to our needs during the stay, very clean place .. felt like home
Home in The Blue Mountains
4.88 out of 5 average rating, 32 reviewsSpacious Chalet close to Ski resort. Pet friendly!
Beautiful cottage and loved the open concept living room and kitchen. Basement had a pool table that was fun to use and hot tub and pool were fun as well. Host was quick to respond to any questions we had. Overall a 5 star experience, thank you for sharing your home with us!!
Home in Utopia
4.94 out of 5 average rating, 32 reviewsSerene Escape: A Nature Getaway
Maryam and Barbod were amazing hosts! They provided us with a manual that included all the info we needed. The place was super clean and very beautiful. My friends and I really enjoyed our stay and we will definitely be back!
Home in Shanty Bay
4.89 out of 5 average rating, 56 reviewsBeautiful Townhouse, Ravine View, Resort Pool
Perfect place to rest for a few days. It's a pity that the pool and hot tub weren't working, but it was still a perfect place to relax. I hope to return soon.
Home in The Blue Mountains
4.95 out of 5 average rating, 174 reviewsSerene mountainside home View/Shuttle Bus/Pool
We thoroughly enjoyed our stay at Brendans place. Beautiful home, close to all amenities. Brendan was very accommodating to our needs. Kitchen has everything we needed. The most comfortable beds and pillows i have ever slept in. I can only hope to be back as soon as i can be :)
Home in Mono
4.76 out of 5 average rating, 17 reviewsCustom home that feels like the Spa
Great place to stay and very the host was awesome. Exactly as described.
Home in Beaverton
4.86 out of 5 average rating, 35 reviewsLuxury Family Home Indoor Pool Hot Tub Lake Access
This place went above and beyond our expectations. We booked it for a girls weekend and I can honestly say, we had the time of our lives! The home is so beautiful and clean, stocked with all basic amenities. We lived in the pool and hot tub over the weekend! I can’t even put in to words how amazing this was. Chris and Rachel are also so extremely kind and accommodating. Overall, it was a perfect stay and we cannot wait to return!
Condo rentals with a pool
Condo in The Blue Mountains
4.86 out of 5 average rating, 138 reviewsLarge, luxury, upper floor condo, steps to Village
We were two families with children and the unit was perfect for us. Great space, walkable location and Amir and Ulana were very responsive and friendly. The unit was clean and exactly as described in the listing. We look forward to staying here again!
Condo in The Blue Mountains
4.87 out of 5 average rating, 223 reviewsStylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
We had a great time. Lots of snow but Rosa was very prompt getting back to us with our questions.
Condo in Innisfil
4.91 out of 5 average rating, 134 reviewsBeautiful Condo, 2 Bedrooms and a Den in a Resort!
Overall a very nice smaller unit which was good to accommodate 2 couples. Was nice to have 2 bathrooms. The kitchen was large. Outdoor deck was nice and deck furniture comfortable. Was nice to sit outside despite the cooler temperatures. Having underground parking and 24hour security in building was appreciated. Resort itself is quite populated with condos and ongoing construction of more so privacy wasn’t great as windows face directly toward other buildings. There were a few shops and restaurants within the resort - nice to be able to walk everywhere but quite pricey to shop and dine. Overall a great getaway at a great price and hosts were very responsive and helpful when we had to reach out.
Condo in Blue Mountains
4.92 out of 5 average rating, 312 reviews2 Bedroom, 2 Level Condo on Blue Mountain!
Amazing stay, beautiful condo and great location. We will be back!
Condo in Innisfil
4.94 out of 5 average rating, 385 reviewsLovely Open Concept Friday Harbor Resort Condo
It was an amazing, clean and cozy condo with a cute balcony with garden view. We felt relaxed and comfortable in there. All appliances and furniture were brand new and clean. Also the host was so responsive. Thank you Mark
Condo in Innisfil
4.93 out of 5 average rating, 107 reviewsExceptional 2+1 ground floor condo @Friday Harbour
We had an amazing time at Shai’s place for a girls weekend. The location was fantastic, the condo was clean and had enough room for everyone. Super comfy beds! Definitely will be staying again!
Condo in Innisfil
4.94 out of 5 average rating, 115 reviewsFriday Harbour Luxury Condo, Sleeps 4
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Condo in Innisfil
4.84 out of 5 average rating, 180 reviewsMarina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
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