Holiday rentals with a pool in Midtown Toronto, Old Toronto

Find and book unique homes with a pool on Airbnb

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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
4.96 out of 5 average rating, 24 reviews

Luxury House with a Bright Sunroom & a heated pool

MargieRating, 5 stars4 days ago
A perfect spot for a large group! The pool was great and the common space was large and comfortable! Bedrooms were good size and beds were comfy! Our host was gracious and even brought a birthday cake for my husband. Would definitely stay again!
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 Central Etobicoke
5 out of 5 average rating, 15 reviews

Luxe Haven Heated Pool Sauna Gym

MarielisRating, 5 stars2 weeks 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 stars2 weeks 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, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars2 weeks ago
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!
Superhost
Home in North York
5 out of 5 average rating, 3 reviews

Modern 5 Bedroom Home with Pool & Jacuzzi

Yalealem Rating, 5 stars7 months ago
We had a wonderful stay at Angie's house. The place is amazing—clean, bright, and welcoming. The host is incredibly sociable, friendly, positive, helpful, and proactive. Overall, we had a fantastic time, and I just want to say thank you!
Guest favourite
Home in North York
4.85 out of 5 average rating, 75 reviews

Toronto Pool Retreat

JasonRating, 5 stars3 weeks ago
Meysam’s place was a great fit for our large group. The location was convenient for getting around, and the house offered everything we needed for a comfortable stay. There was plenty of space to cook and hang out together, and the hot tub was a nice feature. Overall, a solid spot for a group getaway.
Superhost
Home in Mimico-Queensway
4.87 out of 5 average rating, 46 reviews

private backyard SPA oasis in Toronto

WadeRating, 5 stars2 weeks ago
Awesome 👌 property with above average amenities and spa style options available; the hotubs alone were top notch, clean, hot and easy to use. The house itself was beautiful, well laid out and very clean. anither great property if anyone is looking to be in the mix of it all plus having the extras in your own back yard.

Condo rentals with a pool

Superhost
Condo in Downtown Toronto
4.85 out of 5 average rating, 163 reviews

1 bdrm Condo across CN Tower at 39 FLR Stun. View

PremRating, 5 stars1 month ago
Location was perfect. Everything thing is nearby. Perfect view of sunset. Just had a little issue with internet connectivity on the tv and the remote control “OK” button doesn’t work well so you kinda have to press down hard. Overall, the place was nice and clean. Would definitely recommend to stay here.
Guest favourite
Condo in Mississauga
4.88 out of 5 average rating, 176 reviews

Beautiful Penthouse with Breathtaking View

JamesRating, 5 stars5 days ago
Wafa was an incredible host and was always responsive and attentive to any questions we had. The place was just as described, clean, and had a wonderful view. Would definitely book again!
Guest favourite
Condo in Fort York
4.9 out of 5 average rating, 424 reviews

Lakeside Condo Studio In Downtown Toronto

JamesRating, 5 stars1 week ago
Well-maintained studio with everything - complete kitchen including dishwasher, in-suite laundry, and deck. The bed is a standard queen (I prefer bigger beds, but it's enough room for the two of us.) Sheets, pillowcases, towels, and furniture were all clean. The decor is casual but comfortable. The deck fits two and has a view. The building gym, pool, and other amenities were clean and well-maintained. Kyrylo is attentive and responds to questions promptly. I would recommend purchasing the parking. The neighborhood is excellent and conveniently located near everything in Toronto. One note: If you're particular about your soaps and shampoos, bring your own or head to stores that are close by. Thanks to Kyrylo for providing a great place to stay.
Guest favourite
Condo in Toronto
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.
Guest favourite
Condo in Downtown Toronto
4.97 out of 5 average rating, 245 reviews

Chic, High-Rise Apartment with CN Tower Views

KevinRating, 5 stars2 weeks ago
We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 267 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

VerdiRating, 5 stars2 weeks ago
Great place , easy to find and there are many great things to do in the area , and the view front the condo was just beautiful..
Guest favourite
Condo in Downtown Toronto
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars2 weeks ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Guest favourite
Condo in Downtown Toronto
4.92 out of 5 average rating, 277 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

NicoRating, 5 stars5 days ago
Great place, extremely close to CN Tower and Roger’s Stadium and check in was really easy with clear instructions for check in/check out

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

  • Total rentals

    330 properties

  • Nightly prices starting at

    $15 AUD 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Midtown Toronto
  6. Rentals with pools