Holiday rentals with a pool in Downtown Toronto, Old Toronto

Find and book unique homes with a pool on Airbnb

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

House rentals with a pool

Guest favourite
Home in Vaughan
5 out of 5 average rating, 5 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

YasminRating, 5 stars2 months 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!
Top guest favourite
Home in Etobicoke
5 out of 5 average rating, 15 reviews

Luxe Haven Heated Pool Sauna Gym

MarielisRating, 5 stars1 week ago
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!
Guest favourite
Home in North York
5 out of 5 average rating, 13 reviews

Award Winning Luxury Home with Heated Pool + Sauna

OnyxRating, 5 stars1 week ago
My group and I truly loved this home ! It was quiet and in the perfect area for us! We will definitely be back!
Top guest favourite
Home in The Beaches
4.99 out of 5 average rating, 147 reviews

Heated Pool-tub Open 365 Days

MinnieRating, 5 stars2 weeks ago
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 ✨
Guest favourite
Home in North York
5 out of 5 average rating, 15 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

RonaldRating, 5 stars2 days ago
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.
Superhost
Home in The Queensway
4.87 out of 5 average rating, 45 reviews

private backyard SPA oasis in Toronto

CynthiaRating, 5 stars1 week ago
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!
Superhost
Home in Islington
4.89 out of 5 average rating, 9 reviews

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

TanyaRating, 5 stars9 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 West Queen West
4.91 out of 5 average rating, 303 reviews

King West Victorian Studio Gem

JessieRating, 5 stars3 weeks ago
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

Guest favourite
Apartment in Entertainment District
4.93 out of 5 average rating, 14 reviews

Bright Sun Filled Condo + Pool + Gym, CN Tower

RaveenRating, 5 stars2 weeks ago
Great location and building (loved the gym) in the centre of the city.
Guest favourite
Apartment in Mississauga
4.88 out of 5 average rating, 173 reviews

Beautiful Penthouse with Breathtaking View

SargonRating, 5 stars6 days ago
Great place and the host was always quick to answer and very helpful!
Top guest favourite
Apartment in Entertainment District
4.96 out of 5 average rating, 53 reviews

Cozy | Standing Desk | By CN Tower | 668Mbps Wi-Fi

DonnyRating, 5 stars5 days ago
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. .
Guest favourite
Apartment in Humber Bay Shores
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
Top guest favourite
Apartment in Entertainment District
4.99 out of 5 average rating, 76 reviews

Modern 2BR 2BATH Urban Core Hotel-Style Condo

LaraRating, 5 stars4 days ago
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!
Guest favourite
Apartment in Yorkville
4.98 out of 5 average rating, 40 reviews

Condo in Yorkville - Newly Furnished Luxury Unit

ChrisRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Entertainment District
4.82 out of 5 average rating, 50 reviews

CN TowerView/Pool/Freeparking/Beside MTCC/Rogers

AlexaRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in Upper Jarvis
4.89 out of 5 average rating, 36 reviews

Chic Downtown Condo w/ Private Patio + Parking

PatrickRating, 5 stars5 days ago
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

Destinations to explore

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