
Condo vacation rentals in Lake Simcoe
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Top-rated condo rentals in Lake Simcoe
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Vacation rentals for every style
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Popular amenities for Lake Simcoe condo rentals
Weekly condo rentals

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Great stay! The place was clean, comfortable, and in a great location. Only downside was the hot tub and pool were closed for maintenance, but everything else was perfect. Would definitely come back!

Luxury Getaway @ Friday Harbour Condo at Marina
We had such a peaceful long weekend stay at Ana's! The location was perfect and exactly described; overlooks right into the marina, amazing restaurants just right down the steps and extremely quiet! We didn't hear a single sound from any of neighbours around us. The space looked even more beautiful than the pictures. My husband and I were shocked to see just how incredibly clean the apartment was; not a single speckle anywhere! We were welcomed by a lovely snack basket (which my husband devoured on the first night) and a bottle of wine. Even included amenities in the bathroom which was wonderful since I forgot our toothbrush. The bathroom was so cozy and such a lovely surprise to have a tub. We will definitely be coming back!

Luxurious 2 Bedroom Penthouse - Fenelon Falls
Its stylish interior with lots of natural light, its beautifully equipped kitchen and pristine bathrooms, as well as its location easily walkable to Downtown Fenelon Falls and Cameron Lake, make Jeff's condo a top-notch rental. Our highest compliment is that we have already booked a return visit. Thank you.

Cozy south view suite overlooking the nature trail
Loved our stay! Place was spotless and just as described, and check-in was smooth with clear instructions. Unfortunately the Nature Preserve was closed during our stay, and the pool was closed for maintenance, but Lina was accommodating otherwise. One thing to note is that the unit is right next to a stairwell exit, so if you have a sensitive dog like ours, they may be disturbed by some noises. Thanks again for the great stay!

Cozy Fairy Lake Getaway
The perfect little get away. The condo was super clean and updated, as well as homey/welcoming. Pino provided everything you could need. The view was beautiful. It was just what we needed for the best weekend.

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit
Had a wonderful stay here. This airbnb was very clean, nicely decorated and matched the description. Adriana was a great host letting us know before hand the pool/hot tub was closed for maintenance if we changed our mind about the place but that didn’t affect our decision. Location was great, just a 5 minute walk to the main shop/restaurant area. It was nice being on the ground floor that we could exit on the patio by locking the sliding door rather than going through the building. Parking spot in the garage was very convenient. Definitely recommend and we will try to stay here again!

Lakeside in Muskoka
10 out if 10. Can’t wait to get back to this home paradise! Thanks for everything

Sunsets by the Lake at 2BR 2BA Condo in Innisfil
I loved staying here! It was very clean and bright. It was a 5 minute walk to the boardwalk with all the amenities. Beds were very comfortable and was very clean. Can’t wait to come back :)
Pet-friendly condo rentals

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ
Spacious, responsive host. Backyard view looks like you’re in a forest lots of trees.

Large 3BR Modern Luxury Escape | Walk to Blue
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft
Rosa’s was exactly as advertised. It was lovely and quiet and perfect for our trip to collingwood with our dog. We would definitely stay again!

Base of Blue Mountain, Modern Studio
Our stay at Kate’s condo was wonderful, she was responsive and answered any questions we had. The space was beautifully furnished and clean. Parking was plentiful and easily accessed. (and free!) Although it rained us out the tennis courts and pool looked fun, if we go back to Blue Mountain we will definitely book our stay with Kate again!

Convenient Garden Walkout to Pier, 2BR+2bath Condo
This has been one of our best Airbnb experiences ever. The Ice Storm knocked us out of our house and Kin was kind enough to allow us to check in the evening prior to our reservation so that we could get out of our cold and dark home. The Condo was absolutely beautiful and Kin was simply the best Host we have ever encountered and we have stayed at a lot of airbnb's over the years. The repairs on our home were scheduled to take 10 days so we booked and paid for that length of time. By some miracle the work was completed in half that time and Kin was kind enough to allow us to shorten our booking without penalty. Just an incredibly nice gesture and one we really appreciated. Thank you Kin once again for all you did for us. We can't recommend staying with Kin enough. An incredible Host and an incredible Condo!

Luxury 1 Bedroom Condo in Downtown Toronto
I enjoyed my stay at this downtown location. It is conveniently located and as a single female travelling alone I felt safe in the building as it has a concierge. The apartment was spacious, and the bed was very comfortable. I appreciated the room darkening blinds. I’d stay again.

Collingwood Boutique Suites - Unit B
We loved staying here, super convenient location, right downtown, close to lots of fun things to do, everything is in walking distance, parking was easy and convenient, the Airbnb was very nice and clean, very aesthetically pleasing as well, the key pad to get in was easy to use! We would definitely book here again! Super nice getaway location! We couldn’t hear the neighbours at all and they were lovely when we did run into them in the hall!

Vibrant downtown place
Alexandru has been a great host! He welcomed us on our arrival, he gave us great suggestions and he came also for the checkout. The apartment was very nice, perfect for two people, with all the comforts, also the ones you didn’t think you need before arriving there. It is also located above a metro station, really convenient, but the flat is central so it’s easy to move also by walk. Sometimes it can be a bit noisy, due to the position, but he also provided earplugs in case of need. At the end, we spent awesome time in Toronto, thanks to this comfortable stay too! 🥰
Condo rentals with a pool

*Blue Mountain Village* Walk To Blue, Pool, HotTub
Great location, really close to the village, golf, trails and the Scandinave Spa. Condo unit is exactly as advertised with a comfy sofa to lunge on. Beds are comfortable and all linens and needed amenities were easy to find and use.

Close to Village, 2 Bedrooms , Rivergrass
Bruce was super helpful and has a great place. Would highly recommend!

Downtown Markham Unionville
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!

Cozy Studio Mountainside stay in Blue Mountains
This is our third year staying with Kristi & John and we love coming to their condo. The condo has everything you need, VERY comfy bed, plenty of utensils, plates, bowls, pots/pans, toaster, coffee maker and more.. which helps me pack light! haha! the condo is always clean & always feels like a home away from home. Kristi is very responsive with any questions we have and very kind! we look forward to next years trip to the condo!

Luxurious Friday Harbour Condo
This is my first time staying in an Airbnb and my family enjoyed the entire experience so much that we'll be doing it again. We felt safe, secure, relaxed and comfortable. All that was needed was provided and the location was a gem.

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort
Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.

Cozy & Charming Retreat at Blue Mountain
We absolutely loved our stay! The place offers the perfect balance between the comfort of a hotel and the coziness of home. Everything was clean, well-maintained, and thoughtfully arranged. The hosts were incredibly responsive and made our experience smooth and enjoyable. We’d definitely recommend this place to anyone exploring the area – it’s a great find!

2 Bedroom, 2 Level Condo on Blue Mountain!
very lovely place, very clean and comfortable. would definitely stay again
Destinations to explore
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- Blue Mountain Village
- Toronto Zoo
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- Horseshoe Resort
- Osler Bluff Ski Club
- Snow Valley Ski Resort
- Georgian Bay Islands National Park
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
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- Muskoka Bay Resort
- Angus Glen Golf Club
- Markham Green Golf Club
- Gull Lake
- Devil's Glen Country Club
- Goodwood golf club
- Rouge National Urban Park
- National Pines Golf Club
- Barrie Country Club
- Granite Golf Club
- Dagmar Ski Resort
- Black Diamond Golf Club