Vacation rentals with a pool in Old Toronto

Find and book unique homes with a pool on Airbnb

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Popular amenities for Old Toronto rentals with a pool

House rentals with a pool

Guest favorite
Home in Mississauga
4.94 out of 5 average rating, 16 reviews

Luxury House with a Bright Sunroom & a heated pool

MarianneRating, 5 stars1 week ago
We had a wonderful stay. Everything was up to standard. House was clean and well set up.
Guest favorite
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 favorite
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 favorite
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 stars7 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 favorite
Home in Niagara
4.91 out of 5 average rating, 301 reviews

King West Victorian Studio Gem

MRating, 5 stars1 week ago
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.
Guest favorite
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 favorite
Home in North York
4.87 out of 5 average rating, 78 reviews

Casa Meya - Toronto Poolhouse Villa

JessicaRating, 5 stars3 days 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!

Condo rentals with a pool

Superhost
Condo in Downtown Toronto
4.88 out of 5 average rating, 122 reviews

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

KarenRating, 5 stars1 month ago
You cannot beat this location! The Airbnb exceeded our expectations. It was spacious with all the amenities you could want. An amazing space with spectacular views, and a patio to enjoy our time even more. Close to absolutely everything. We walked everywhere, took in a hockey game and felt like we were living in downtown Toronto. A perfect weekend getaway. Highly recommended!
Guest favorite
Condo in Fort York
4.96 out of 5 average rating, 132 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

StephanieRating, 5 stars1 month ago
Jessica was one of the best Airbnb hosts I’ve had in a long time! I celebrated my three-year anniversary here with my partner, and it was absolutely perfect. Jessica went above and beyond by setting up the room beautifully with flowers, rose petals, and electric candles—my partner was overjoyed. She was incredibly accommodating, allowing us to check in early and responding quickly to all my requests. The space itself was spotless, smelled amazing, and was incredibly comfortable. As a same-sex couple, safety is always a consideration when booking accommodations, but this location felt extremely secure. My partner and I were out late at night and felt completely at ease. The apartment has a double lock for added security, and the building itself is well-monitored. On top of all that, the view of downtown and the CN Tower was stunning. I highly recommend this stay, especially for couples—10/10!
Guest favorite
Condo in Fort York
4.97 out of 5 average rating, 116 reviews

Luxury Waterfront Downtown Condo w/ Pool & Parking

RiaRating, 5 stars4 days 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 favorite
Condo in Fort York
4.89 out of 5 average rating, 414 reviews

Lakeside Condo Studio In Downtown Toronto

IeishaRating, 5 stars3 weeks ago
Very clean and great locations for nights in downtown Toronto
Top guest favorite
Condo 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 favorite
Condo in Downtown Toronto
4.93 out of 5 average rating, 151 reviews

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

OnaRating, 5 stars1 week ago
The absolutely perfect spot for a quick Toronto vacation! Loved the space, and Matthew’s instructions for check-in, parking, etc. were fabulous.
Top guest favorite
Condo in Fort York
4.98 out of 5 average rating, 187 reviews

Stylish Downtown Toronto Condo with Free Parking

BridgetRating, 5 stars2 days 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.
Top guest favorite
Condo in Downtown Toronto
5 out of 5 average rating, 126 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

BrianRating, 5 stars2 days ago
I really enjoyed our stay here. The unit was exactly how it was described and shown in the pictures. Check in and out went very smoothly. The location was the best of all. The Rogers centre is pretty much right across the street if attending another Roger centre event, I will definitely Stay here again.

Quick stats about vacation rentals with a pool in Old Toronto

  • Total rentals

    2.6K properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    66K reviews

  • Family-friendly rentals

    850 properties are a good fit for families

  • Pet-friendly rentals

    620 properties allow pets

  • Rentals with dedicated workspaces

    1.4K properties have a dedicated workspace

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