
Holiday rentals with a pool in Downtown Toronto, Old Toronto
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown Toronto, Old Toronto
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Downtown Toronto, Old Toronto rentals with a pool
House rentals with a pool

Vacation Getaway with Heated Spa-Pool Open365 Days
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!

Luxe Haven Heated Pool Sauna Gym
This was quite literally the best Airbnb I have ever stayed at. Trisha was super responsive, empathetic & at our service. I booked this for a girls trip for my bachelorette. She left cute little gifts for us on the beds & in the bathrooms like a bride-to-be sash and relaxation items (face masks, epsom salt, etc.) Immediately after checking in she sent a message welcoming us (it wasn’t an automated message) which was super kind. Any extra items we needed she replied within minutes & offered to bring that very night to which we said it was okay to bring the next day because it was late but she was super on top of it. Master bathroom had heated floors. We are from America & most Canadians in Toronto were mean to us but people around the Airbnb area were kind. I have nothing but good things to say. Great Airbnb with awesome amenities, attentive/empathetic host, great location in Canada within 45 minutes drive of everything we needed to do in Toronto. Would definitely book again!

Award Winning Luxury Home with Heated Pool + Sauna
My group and I truly loved this home ! It was quiet and in the perfect area for us! We will definitely be back!

Heated Pool-tub Open 365 Days
Miles is a fantastic host! Not only was he proactive in communicating details regarding entry and amenities, he went above and beyond with little fresh baked goods, Smart Home instructions guide, and providing literally everything you'd need to feel at home (bathrobes, teas, serving dishes+several cups, even milk and cream in the fridge!) The Hot tub was great, the place was spotlessly clean, and the balcony views were a pleasure to enjoy. This is a great house with lovely sky lights in the kitchen and beautiful location right by the boardwalk! 11/10 ✨

Luxe, Family-Friendly Oasis Home With Outdoor Pool
Ali is an amazing host. We booked pretty last minute and Ali was understanding and worked with us. He’s very proactive and reached out to make sure everything is alright during the stay. His property was spotless and everything needed was provided. It was perfect for 4 adults and 2 toddlers. With room for another 2 adults if needed. My kids enjoyed the pool the most, it had a raised area where the kids could walk and splash around, while the other end was deep enough for adults to have a good swim. The rest of the property felt very luxurious and high quality. Check in was a breeze and checkout was just as quick. We hope to deal with Ali in the future if possible.

private backyard SPA oasis in Toronto
What a great place to stay, short uber ride into the city. Also nice walk down to Humber Bay Park. Loved the great backyard with sauna, two hot tubs and swim spa! House is very organized and has opts of storage for clothes! Hosts were very responsive! Would highly recommend if you’re looking for a peaceful place to relax and enjoy the city!

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

King West Victorian Studio Gem
What an absolute gem of a house! I felt right at home and so relaxed with the cherry tree blooming in the back yard. Kathleen added thoughtful details and helpful instructions. The house was within walking distance of amazing restaurants, cafes and shops.
Apartment rentals with a pool

Bright Sun Filled Condo + Pool + Gym, CN Tower
Great location and building (loved the gym) in the centre of the city.

Beautiful Penthouse with Breathtaking View
Great place and the host was always quick to answer and very helpful!

Cozy | Standing Desk | By CN Tower | 668Mbps Wi-Fi
Very conveniently located. Only a couple of blocks from Union Station, cn tower, and other tourist sights in the area. Easy to walk to Chinatown and Kensington market. Shi was definitely a super host. Have me tips on the train and instructions on how to get to his place from the airport. Checked to ensure I was comfortable. Great guy. Apt was clean without feeling sparse. Great view and comfortable for a long stay. Easy to deal with security and good building amenities. I'd totally stay here again. .

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Modern 2BR 2BATH Urban Core Hotel-Style Condo
I can’t say enough about how wonderful our stay was at Robert’s place. This unit was so comfortable and clean. Robert thought of everything we could possibly need and then went a step further with so many thoughtful extras. We would absolutely recommend this as a perfect spot to stay in Toronto and would definitely stay again. Robert went above and beyond!

Condo in Yorkville - Newly Furnished Luxury Unit
Good place to stay in Yorkville. I stay frequently in the area at Airbnbs. This is in one of the buildings that facilitates an easy check-in, which is much appreciated. Good communication from Manar and Nick. I recommend.

CN TowerView/Pool/Freeparking/Beside MTCC/Rogers
This place was in the ideal location. Stayed here for one night to see a Blue Jays game. The stadium was so close it was unreal. We also went to the CN tower and a few local restaurants. It was all perfect. I’ll be booking again in the future

Chic Downtown Condo w/ Private Patio + Parking
We had 8 wonderful days in Toronto and in Taleens appartment. After a long travel from Hamburg, Germany, we felt home from the first second. The appartement is exactly like written in the description. The apartment is very clean and spacious enough for two people. Everything you need is provided. The balcony is large and perfect for enjoying a cold drink on a warm summer night. The apartment is also very quiet. Public consumption of… (fill in the gap with whatever what comes to your mind) in the surrounding area is hard to miss, but that’s true for many parts of Toronto. It was never a problem for us. Everyone we encountered was always friendly. We always felt very comfortable in the city and never unsafe or pressured at any time. It’s simply good to know. Communication with Taleen was excellent - she always responded right away. She had great restaurant recommendations and was available whenever we had questions. Taleen is a fantastic host. Wholeheartedly recommendable.
Quick stats about holiday rentals with a pool in Downtown Toronto, Old Toronto
Total rentals
2.1K properties
Nightly prices starting at
₹857 before taxes and fees
Total number of reviews
55K reviews
Family-friendly rentals
690 properties are a good fit for families
Pet-friendly rentals
480 properties allow pets
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Clifton Hill
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Niagara Falls State Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Casa Loma
- Legends on the Niagara Golf Course
- Dufferin Grove Park
- Things to do Downtown Toronto
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