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Vacation 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 favorite
Home in Mississauga
4.96 out of 5 average rating, 23 reviews

Luxury House with a Bright Sunroom & a heated pool

GabriellaRating, 5 stars1 week ago
Musallam was a very considerate and responsive host. The place looked exactly as pictured. The pool was cleaned for our stay. Absolutely recommend this property.
Guest favorite
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 favorite
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 favorite
Home in North York
4.86 out of 5 average rating, 74 reviews

Toronto Pool Retreat

JasonRating, 5 stars2 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 The Queensway
4.87 out of 5 average rating, 45 reviews

private backyard SPA oasis in Toronto

CynthiaRating, 5 stars2 weeks 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!
Top guest favorite
Home in Clarkson
5 out of 5 average rating, 5 reviews

The Serenity Home with Spa Pool near the Lake

RaviRating, 5 stars1 week ago
Sean & Angie were great their communication was great and their place was exactly like the pictures. It's located on a great street and neighborhood.
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 favorite
Home in West Queen West
4.91 out of 5 average rating, 303 reviews

King West Victorian Studio Gem

JessieRating, 5 stars4 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.

Condo rentals with a pool

Guest favorite
Condo in Downtown Toronto
4.89 out of 5 average rating, 35 reviews

Cozy 1B Luxury Condo Heart of TO

DanielRating, 5 stars4 days ago
Vivek’s place is great. It is perfect for a stay in Toronto. It has everything one would need for a weekend getaway. Vivek is a great host. We will be staying with Vivek in the future!
Guest favorite
Condo in Entertainment District
4.86 out of 5 average rating, 161 reviews

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

Karen LissethRating, 5 stars1 month ago
Great Place in downtown Toronto. Location is unbeatable, you can walk to the main tourist places, the area has many stores to eat, shopping and walkable areas. It was easy to move to any point of the city. We used the kitchen and laundry facilities without any inconvenience. Madhi was a wonderful host, very attentive to our arrival. We would definitely come back.
Superhost
Condo in Entertainment District
4.89 out of 5 average rating, 101 reviews

Beautiful Condo Across CN Tower and MTCC

Daniela Rating, 5 stars5 months ago
I really enjoyed staying at William’s airbnb. Host was always responsive, professional and nice. The instructions were clear and easy to follow. Really recommend it!
Guest favorite
Condo in Upper Jarvis
4.97 out of 5 average rating, 32 reviews

Large Downtown Condo w/ Private Patio & Parking

ValarieRating, 5 stars1 month ago
We've stayed at Sebou's multiple times now, and it's always been super clean and comfortable. The high ceilings, open floorplan, and large patio make the home feel spacious and relaxing. Having a dedicated parking space is a big plus, and the small market and coffee shop right downstairs are super convenient. Most importantly, Sebou and Taleen are amazing hosts—always accommodating and quick to respond to any of our needs. This is definitely our go-to spot when visiting Toronto!
Guest favorite
Condo 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 favorite
Condo in Fort York
4.98 out of 5 average rating, 191 reviews

Stylish Downtown Toronto Condo with Free Parking

DarrenRating, 5 stars2 weeks ago
Great location and amenities, fantastic host - would gladly stay again
Guest favorite
Condo in Mississauga
4.84 out of 5 average rating, 265 reviews

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

BalaRating, 5 stars2 weeks ago
We really enjoyed the stay and felt completely at home.
Superhost
Condo in Mimico-Queensway
5 out of 5 average rating, 4 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

ReksmeyRating, 5 stars1 week ago
I liked that the host responded very quickly when I needed help. The condo is very clean, I felt at home. There is everything you need in an apartment, very nice. ☺️

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

  • Total rentals

    330 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 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