Holiday rentals with a pool in Midtown Toronto, Old Toronto

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Popular amenities for Midtown Toronto, Old Toronto rentals with a pool

House rentals with a pool

Guest favourite
Home in Mississauga
4.94 out of 5 average rating, 17 reviews

Luxury House with a Bright Sunroom & a heated pool

AdrianRating, 5 stars1 day ago
We had a fantastic stay! The house was clean, spacious, and had everything you'd expect to find at home – from kitchen essentials to cozy touches throughout. The neighborhood is amazing – quiet, safe, and beautiful to explore. One of our favorite features was the solarium, which was perfect for enjoying early mornings with coffee and relaxing late at night. The host was responsive and helpful whenever we had a question. Overall, a great place and a wonderful experience. We would definitely return!
Guest favourite
Home in Vaughan
5 out of 5 average rating, 5 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

YasminRating, 5 stars1 month ago
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!
Guest favourite
Home in Lakeview
4.88 out of 5 average rating, 25 reviews

Lakeside Luxury Retreat | Pool & Putting Green

MelissaRating, 5 stars2 months ago
Virinder was super responsive, and the place was lovely for our one night stay!
Guest favourite
Home in North York
5 out of 5 average rating, 13 reviews

Luxe, Family-Friendly Oasis Home With Pool

SergeRating, 5 stars4 months ago
Great place with all the amenities for a family of 5. Easy access from airport. Great host that was responsive throughout our stay. Would highly recommend.
Superhost
Home in Central Etobicoke
4.89 out of 5 average rating, 9 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

TanyaRating, 5 stars8 months ago
We had a great time at Bessa’s. The house was beautifully decorated. The pool and back yard were amazing. We will definitely be back. I would highly recommend staying here.
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 302 reviews

King West Victorian Studio Gem

JoelRating, 5 stars1 week ago
Kathleen's place was great, exactly as advertised. I really appreciated how tidy and well stocked the suite was. A great place to stay.
Guest favourite
Home in Port Credit
5 out of 5 average rating, 10 reviews

Oakwood Haven

DianeRating, 5 stars6 months ago
The house was beautiful, clean with lots of space and facilities. It's located a few houses up from the lake, and a very short walk from a park, shops and restaurants in Port Credit. The neighbourhood is quiet and felt very safe at night. It's around a 15 minute walk to the train station to get to down town Toronto within 30 minutes. The host was very helpful and available on messages and was flexible with check in/out which helped having later flights!
Top guest favourite
Home in North York
4.87 out of 5 average rating, 78 reviews

Casa Meya - Toronto Poolhouse Villa

JessicaRating, 5 stars1 week ago
This is the 3rd time staying with Roozbeh. We live the house has a great fenced yard for our Husky, 4BR ( one is an office) but we brought an air mattress and that worked out great. Rooz was very understanding and accommodating. We love the walking trails around the house for our daily walks with our dog. It’s very peaceful. There was construction going on at the neighbors house but it didn’t bother us. This again was the perfect setting for our annual family reunion. Definitely would recommend this home. It’s beautiful, relaxing and comfortable. There is also a grill in the backyard which we did use. The propane is permanently connected which is great not having to worry about filling tanks. Also there is upscale Samsung full size front load washer and dryer. This option truly saves us feom packing a ton of clothes! Thank you again Rooz! Till next year!

Apartment rentals with a pool

Superhost
Apartment in Downtown Toronto
4.88 out of 5 average rating, 124 reviews

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

KimRating, 5 stars1 week ago
What a fantastic place. Location is amazing for walking to attractions in T.O. Views are great from inside. Lots of room in condo. Host was always very timely in reply’s to any messages we sent.
Guest favourite
Apartment in Fort York
4.97 out of 5 average rating, 117 reviews

Luxury Waterfront Downtown Condo w/ Pool & Parking

RiaRating, 5 stars1 week ago
The apartment was lovely... Just perfect for us... We were a couple... It was self contained so we had everything we needed. Very clean... Secure as you need a key or code to enter... Nice location. Our hosts were the best. They were helpful from start to finish. Any questions were quickly answered. We did not meet in person but we felt like we did as we were in constant contact. It's close to downtown Toronto. We had a parking spot assigned to us. This made it so much nicer. We just had to take the elevator to get to "our home away from home". We had access to a pool and hot tub on the floor but did not have the time to see or use it.
Guest favourite
Apartment in Fort York
4.89 out of 5 average rating, 417 reviews

Lakeside Condo Studio In Downtown Toronto

JaredRating, 5 stars4 days ago
This place was everything that I was looking for during my 3-day Toronto stay. It was walking distance to my conference at Exhibition Place, in a very nice doorman building with good amenities, and also had a very comfortable bed. The neighborhood is very nice and quiet but not too far away from downtown either, so that's a plus. And the balcony was also a nice bonus. Kyrylo was very responsive to all of my messages and immediately addressed all of my queries, which I really appreciated. He even offered to come over and bring any supplies that I needed. Would recommend to any solo travelers or couple!
Top guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 46 reviews

Prime location • Amazing views • FREE parking

LatishaRating, 5 stars1 week ago
Radmir was an excellent host. Great getaway it was peaceful. It was private. It was convenient so many restaurants around everybody so nice everybody so pleasant the environment was clean. It felt like a home away from home. Great experience for my first time in Toronto Canada.
Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 152 reviews

3BR Rooftop Pool-Gym-Steps-MTCC-CN Tower-Parking

YeyiRating, 5 stars4 days ago
Matthew is a highly responsive and thoughtful host. He sent instructions for check-in, parking, and check-out beforehand in a very timely and proactive manner. The location is perfect, literally minutes of walking distance away from the CN tower, Ripley's aquarium, and Rogers center. We felt very safe waking around even during night time. His place is very clean and fits the descriptions. Overall, excellent experience.
Top guest favourite
Apartment in Fort York
4.98 out of 5 average rating, 187 reviews

Stylish Downtown Toronto Condo with Free Parking

BridgetRating, 5 stars1 week ago
Honestly, this was the best AirBnB I have stayed at. Super clean, beautifully decorated, well equipped, super soft sheets on an extremely comfortable bed - there is not anything I would say I wished were different. The location is a bit on the outskirts, but I really enjoyed the walk to get further into the action. There was no issues with noise/neighbors. Loved it and will definitely try to book again if I’m headed to Toronto.
Guest favourite
Apartment in Fort York
4.88 out of 5 average rating, 32 reviews

Entire 2BR Condo Downtown + Skyline View + Parking

JordanRating, 5 stars3 weeks ago
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.
Top guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 127 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

CynthiaRating, 5 stars2 days ago
Bri and Mike have a great condo in a great area of Toronto. Ripley’s and Roger’s Centre right across the street and Tons of restaurants in the area. The condo had everything you would need, def heed the advice of high elevator traffic - it is a very busy building! Great place for colleagues in town for a conference. Would absolutely recommend and stay again. Thanks Bri and Mike!

Quick stats about holiday rentals with a pool in Midtown Toronto, Old Toronto

  • Total rentals

    330 properties

  • Nightly prices starting at

    £8 before taxes and fees

  • Total number of reviews

    4.7K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

Destinations to explore

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