
Holiday rentals with outdoor seating in Midtown Toronto, Old Toronto
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Midtown Toronto, Old Toronto
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

6 Bedroom Luxury House with a Bright Sunroom
This was me and my families first experience with an Airbnb and what an experience! The home was beautiful and in pristine condition. I inquired in advance if we can have an intimate wedding ceremony and they were more than happy to honour us with our request. Our kids loved the table tennis, we couldn’t get them to move. Even the adults joined in. I can only describe this feeling as being home. We used every amenity provided, and everything worked perfectly. There was a snow storm the day of my wedding and by morning, the drive way was cleared out. Really great to meet Musallam as well. I am looking forward to booking it again in summers. Thank you again for such a great stay

One of a Kind with Fantastic Views on Park & Creek
My stay in the home was EXCEPTIONAL. It is as if I were home; I happen to be neat and orderly without clutter - this home emulated my own. Svetlana and her son were the perfect hosts. Personal tour of the home upon arrival, quick response to any question, driveway and walk were cleared early morning after a heavy snow fall. I like to cook and found the kitchen perfect for any home chef. Absolutely nothing missing for a nice meal at the large family table. The home has high ceilings and large windows that bring in the light even on overcast winter days. The family room, kitchen and dining area look out at an open field/park. The master bedroom is large and has an adjoining large bath. There is another large bedroom with an adjoining room set up for a small child. One last smaller bedroom. Laundry on the upper floor is convenient. There is nothing one will not like about this comfortable well decorated home, and its wonderful hosts.

Sunlight.
Suzanne’s place was excellent! Bright, clean and quiet - perfect for our weekend stay. It had everything we needed to cook meals for ourselves and Suzanne was kind enough to let us check out late to accommodate my son’s swim meet schedule. We would 100% stay there again!

Victorian Home Downtown Toronto, Cabbagetown
Really enjoyed our stay at this home. I would highly recommend staying here if you are larger group, there is plenty of space and the amenities are great. Has easy access to the down town area and Ubers were relatively cheap.

Modern 5 Bedroom/3 Bath Home [No cleaning fee]
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!

Fun living space
Everything was great and to a very high standard, very comfortable furniture and beds, soft sheets, and beautiful garden area.

Family Oasis with Pool and Hot Tub
We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.

Home retreat within the city
Host was fantastic! The home was very clean and had everything you could need. Great neighbourhood. Highly recommend
Apartment rentals with outdoor seating

Bright Yorkville Retreat-1BR Apt
Very quiet, comfortable, well appointed apartment in a great location with beautiful plants. Easy and helpful communications with Leandro.

Highland Condo Downtown Toronto
Great stay!!! Very close to everything. Extremely clean and comfortable…also surprisingly quiet for the city. We would stay again!!

Cute Private Apartment near University of Toronto
Rhuland's place was exactly what we needed! We were attending an event nearby and it was perfect. So clean and comfortable! In a nice and quiet neighbourhood as well so if you want a place that isn't right in the hustle and bustle of the city, but close enough to it to be convenient, this is the place for you.

Upscale 1 BR with Views next to U of T & Yorkville
Pranav was a fantastic host, i’ve never had a more seamless experience with communicating with a host. Quickly resolved any questions or concerns I had. The place was the cleanest i’ve ever stayed at and had everything i need to make my short stay in Toronto comfortable. Perfect for a couple to stay in. Extremely premium feel at great value

Cozy 2-Bedroom walk-in basement apartment !
Wonderful and spacious bnb! Arun was a great host

Comfy, Cozy Place to WFH | Close to UofT/Hospitals
Excellent location, amazing host, quiet area close to what we were looking for. The house was fully equipped with essentials.

Designer Annex Loft with Sunset Deck and Parking
The apartment was clean, comfortable and well done. We had an easy time communicating with Gail. Looking forward to staying here again!

Stylish Apt w/ Private Deck in a 1890s Victorian
Katharine is an exceptional host who has created a warm yet modern and well appointed experience in a charming Victorian home in a gentrifying Toronto neighborhood with easy access to all that Toronto has to offer.
Condo rentals with outdoor seating

Modern Downtown Condo Free Parking/ Walk to Lake
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!

*Cool&Contemporary* Condo steps from Eaton Center
Excellent location. Very spacious condo, clean, well-appointed, great view in a safe neighborhood walkable to a lot! Great details - good water pressure, soft beds, extra pillows, wine opener. Paul was a great communicator and host. Don't hesitate to book!

Luxury heart of downtown by CN Tower/ MTCC/Union
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !

Hidden gem in Humber bay shores Toronto w/ parking
I had an incredible stay at this suite! The place is beautifully designed, well-furnished, and even better than the pictures. It has a charming and cozy vibe, making it a perfect getaway. Truly a hidden gem! The view from the suite itself is lovely and adds to the overall experience. One of the absolute highlights was the sky gym on the top floor—it offers breathtaking panoramic views of the city and lake, making workouts feel truly special. On top of that, Ihab was an amazing host—super responsive, attentive, and made sure all our needs were met throughout the stay. His hospitality really elevated the experience. I highly recommend this place and would absolutely stay here again!

Stunning View Toronto Condo | St. Lawrence Market
Ours was a perfect stay! The view was STUNNING! The apartment was extremely clean and very safe. The included parking was icing on the cake! Communication from the hosts was prompt and kind - I can't think of one reason not to return to this apartment! We left our car in the safe and secure parking garage below the building and used Uber to explore the hotspots we wanted to visit. However, there were also some awesome places to visit all around the building. DO NOT miss a walk to the St. Lawrence Market - What a gem! Don't hesitate to book your stay here. It was wonderful.

Luxury Downtown Condo For 6 (Near CN Tower)
Amazing host, beautiful place and an amazing experience all around. Would highly recommended.

CN Tower View/King Bed/Parking Included
Lovely place to be on a quick vacation. Great location and beautiful condo in a great building. Safe clean and easy.

Million Dollar Views, Free Parking, Gym, WiFi
We had an absolute amazing time staying at Gregory’s place in Toronto. The location was incredible and was within walking distance of so many restaurants and places to visit. We were able to visit the top of the CN Tower, see the Blue Jays and Maple Leafs play, and visit the Hockey Hall of Fame. We also spent time exploring the PATH and sampling the delicious food options. Throughout our stay, Gregory was in constant contact with us to ensure that everything was going well. We felt at home and could have spent another week there just admiring the beautiful view from the condo. The pictures were exactly what we hoped for with a spectacular view of the downtown and Lake Ontario both during the day and at night. The rooms were comfortable and having a grocery store within the building was awesome, especially when we wanted a late night snack. Our time at Gregory’s place was so much fun. We can’t recommend a better place, so stop looking and book your stay!
Quick stats about holiday rentals with outdoor seating in Midtown Toronto, Old Toronto
Total rentals
500 properties
Total number of reviews
16K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- CF Toronto Eaton Centre
- Massey Hall
- Lakeridge Ski Resort
- Toronto Zoo
- Metro Toronto Convention Centre
- Hockley Valley Resort - Golf, Spa and Ski
- The Danforth Music Hall
- Yonge-Dundas Square
- Exhibition Place
- Trinity Bellwoods Park
- Glen Eden
- Niagara Falls State Park
- Royal Niagara Golf Club
- Royal Alexandra Theatre
- Toronto City Hall
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Markham Green Golf Club