
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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Popular amenities for Midtown Toronto, Old Toronto outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy one bedroom apartment in Roncesvales village
The location of this apartment is fabulous. Easy to get from the airport and to get into the centre of Toronto. There is a big supermarket and liquor store a few minutes walk away and many restaurants, cafes and bars. High park is a short walk and the surrounding roads are very pretty. The bed in the apartment is comfortable, the shower is great. It’s quiet at night and easy to sleep.

Cozy One Bedroom Retreat
The apartment was clean, comfortable and perfect for what we needed. Milka and her husband were very kind and welcoming when we interacted with them. The neighbourhood was safe and quiet and the access to public transportation was very easy. Overall, we had a great stay!

Charming Cosy Nestled Retreat
Tonina was responsive and helpful. The house was clean, well furnished and comfortable. The house was not far from many things in Toronto. Overall, I would stay there again if we are ever back in Toronto.

Central Toronto
Great location Nicely decorated Very responsive friendly host Lots of steps Not so friendly for toddler’s I saw it as a three bedroom sleeping six comfortably

Office | Chef Kitchen | 2 Fireplaces | 4 floors
A great home. All the modern conveniences and in the heart of Yorkville and Toronto yet you’re surrounded by green and steps from Ramsden Park which has a terrific playground.

Custom Home in Etobicoke [20 Minutes to Downtown]
Good spot felt like home convenient location comfortable beds kitchen is well equipped I would recommend this house definitely

Weston Garden Cottage
My partner and I really enjoyed our stay in Toronto thanks to Katherine's Weston Garden Cottage. The space itself was very relaxing and felt like home. Her rental home is full of natural light and offers beautiful views of the neighborhood and backyard. We'd spend a good amount of time each morning watching the black squirrels play in the backyard. The neighborhood is quiet and very walkable. Also, with the Weston train station less than 10 mins away, we were so close to public transportation which is a highlight for us. All available amenities we functional and well-kept, and the accommodations were very generous. This place is a haven of relaxation, and we will definitely book with Katherine again!

private backyard SPA oasis in Toronto
⭐️⭐️⭐️⭐️⭐️ Absolutely Outstanding Stay! This was hands down one of the best Airbnb experiences I’ve ever had. The home was spotless, beautifully designed, and had every amenity I could’ve asked for. The attention to detail—from the cozy linens to the fully stocked kitchen—truly made it feel like a home away from home. The host was incredibly responsive, thoughtful, and made check-in a breeze. The neighborhood was quiet and safe, yet close to everything we needed. The Hot Tubs, Sauna, and pool all came in hand when recovering from the Ice Hockey Tournament. I’m already looking forward to booking again next year—it’s become a new favorite! Thank you for making this such a memorable and seamless experience.
Apartment rentals with outdoor seating

Modern Private Lower Level Apartment Leslieville
The location of Ian's home was near so many cute shops and everything was walking distance. The home was just as lovely as the pictures show. Ian was very attentive and made sure that our stay was perfect. Highly recommend the place!

Your home in Toronto
Pierre and his wife were wonderful hosts! They were so kind, and always happy to have a conversation. Their house was beautiful, as well as their garden. I had such a lovely stay, when I come back next year I hope to book this Airbnb again!! ☀️🌈

Your Downtown Living
This place is tucked away right off of an intersection to get lots of places in Toronto; it's nestled away despite being next to so much. Great walk-ability! Heads up: many of the spots in this part of Dundas are closed Mon/Tues. The place looks just like the photos, is clean, and you can tell that it's lovingly arranged like a home but doesn't feel like you're in someone's over-personalized space. The host was friendly and helpful and the space honestly feels bigger than it did online. It would be great if you also need a workspace. The house is home to multiple people in different apartments and the walls are very thin; which isn't a problem- I'm just a person who plays music, talks a lot, stays out late, etc. and I did feel a bit like I had surrounding roommates that I didn't want to disturb. It also means that the hallway and porch lights are left off a lot so as to not disrupt the downstairs apartment and as a single traveler I try to come home to a very well-lit area.

Downtown Condo With a View! - Casa di Leo
This was the most incredible Airbnb we’ve ever stayed at! Super flexible check in and check out, so thoughtful with lots of snacks laid out and nespresso machine, soda stream, Amazon Alexa, Netflix etc access, washer dryer, beautiful balcony…the list goes on and on! All of these thoughtful touches made the place truly feel like home even if just for a couple of days. Could not recommend this place more!

Bright, spacious luxury basement apartment
Great apartment! Peaceful, quiet and clean! Would definitely recommend

Cozy Top-Floor Apt w/Balcony & High-Speed WiFi
Heather's place was amazing, clean, and very conveniently located. It was only steps away from Ossington and so many great cafes, restaurants, and more! Also, her spot was absolutely spotless and well furnished with comfortable furniture, useful appliances, and easy access. Would definitely recommend that anyone stay there next time they're in Toronto!

One bedroom vacation rental at The Beaches
Lovely host. Great location. A massive beautiful lilac tree outside the AirBnB in full bloom. Martin-Eric was a fabulous host! Would stay again.

Comfort, Style and Privacy.
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!
Condo rentals with outdoor seating

Modern Luxury condo 2B+2B at Yonge and Eglinton
Excellent location. The apartment was very comfortable, with everything you need

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Khaled's place is great. It was clean and well-stocked with just about anything you would need during a stay. We enjoyed our stay and would consider staying here again. There was one instance where we didn't like the UV lights in the floor lamp at night and Khaled had a replacement available for us the very next day. He's responsive and wants to ensure it's a comfortable stay for the guests. One thing to note for anyone with limited mobility, physical disabilities, and those with heavy luggages, the apartment is on the third floor and there are no elevators. You have to walk up a fairly narrow staircase so please be advised.

City center/luxury amenities condo in Yorkville
The space was very clean, and the Yorkville location was perfect - easy access to the subway and lots of restaurants nearby. Jie was super responsive and made check-in simple. The pool and hot tub were a nice bonus after long days exploring the city, and the valet parking made everything so convenient.

Chic Condo Studio w Balcony in Heart of Downtown
Not only is the place great but Sherry was an amazing host as well! She was flexible with our timings and was very proactive in recommending places & checking in on us. Place was very clean, has everything you need in a compact place, and in a great location to walk downtown. Would highly recommend!

1 Beds 1 Bath + Free Parking Condo in DT by Hostia
Absolutely amazing time, and stunning location! Everyone was so kind and very responsive and was available to help when there was an issue. Also was so kind with everything, and one of the best experiences I have had with Airbnb.

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Chic, High-Rise Apartment with CN Tower Views
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.

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena
Baraq’s unit was just what I needed for my weekend in Toronto. All the hotspots are within a comfortable walking distance. Rogers Center - Scotia Bank Place - CN Tower - Ripley’s…. All a stones throw from the amazing property. Which has restaurants - convenience stores - and a sportschek attached. An Uber pick up spot to ensure ease of travel. Also Baraq was a very responsive and helpful host. I would definitely recommend this to anyone - in fact - I may just book again
Quick stats about holiday rentals with outdoor seating in Midtown Toronto, Old Toronto
Total rentals
500 properties
Total number of reviews
17K reviews
Family-friendly rentals
220 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
370 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Massey Hall
- Trinity Bellwoods Park
- Niagara Falls State Park
- Legends on the Niagara Golf Course
- Casa Loma
- Dufferin Grove Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club