
Vacation rentals with outdoor seating in Parkdale, Old Toronto
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Top-rated outdoor seating rentals in Parkdale, Old Toronto
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House rentals with outdoor seating

Hip & Stylish Dovercourt Home
My partner and I had a wonderful weekend at David’s place! Space was clean and had everything we needed to enjoy our stay. Sleek and modern- was the perfect home away from home. Great location with so many restaurants and bars in walking distance. In addition David was very flexible with our check out time and was able to give us a few extra hours before we left. Highly recommend !

Spacious 3-Floor DT Home: 2 Parking, Transit, 4BR
We had a great time at this Airbnb. It's located in a beautiful part of Toronto next to the water with many great food spots and parks nearby. We had three little one's with us and there were many accommodations, like Pack N Plays, that made it so much more comfortable for them. Overall, we had a great experience and would recommend this location!

Modern Rustic Laneway Entire Home w/Patio
Great location accessible and equal distance to downtown and outlying neighborhood / suburban areas. Wonderful cozy home with nice back porch and grill, good sized master bedroom, useful second bedroom, amazing chef’s kitchen, and spa like bathroom. Parking municipal lot is offsite about a three minute walk away, but you pay hourly or overnight $3 rate (very reasonable, and can pay remotely with app). Some street parking too, but with time of day restrictions, etc. Overall amazing stay, high quality host, and great space layout / size.

Bellwoods Flat with Rooftop Patio & CN Tower View!
An excellent location for our first time in Toronto! Very walkable to all the main attractions and a lovely neighbourhood to base our stay. The apartment was very clean and matched the description and photos! Would recommend this place for anyone looking to stay in Toronto. Amelia was super accommodating, allowing us a late check out to suit our flight back home.

Still House: Sauna, Spa Vibes in Trinity-Bellwoods
Wholly recommend anyone to stay at this property. The location is absolutely perfect - a few minutes from a bike rack and park, Venice and Italy neighbourhoods and easy to get anywhere - but even more importantly, a wonderful, peaceful street with super sweet neighbours (who left a big printed and signed note on our door with recommendations of where to eat the following evening as we'd been talking in the garden!) The house is immaculate. Not just clean as you'd normally expect but perfect plumbing, electrics, everything ... super clean and fresh smelling - honestly, hats off to you and your cleaning people - just amazing. Jordan was super sweet, sending a message in advance wishing us safe travels and what time would we arrive and did we want anything. The house itself is awesome. We used the sauna every morning and night. Every bedroom was spacious and comfy beds and wardrobe space. Finally - loved the porch. Every night till early hours we sat out with a drink chatting :-)

5BD 3-storey High Park home w/ Theater & Game room
We stayed at this absolutely stunning Airbnb for my birthday trip to Toronto and had an unforgettable experience! The space is exactly as pictured, modern, clean, and beautifully designed with every amenity you could think of. From the open-concept kitchen and cozy living room to the stylish dining space and peaceful bedrooms, everything was perfect for our group getaway. We did have a small issue with the lock upon arrival, but the host was incredibly responsive and immediately took action. A maintenance person was sent the very next day to ensure everything worked smoothly, which we really appreciated. Overall, we had such a wonderful and comfortable stay this place truly made our celebration extra special. I would 100% recommend it to anyone looking for a chic and functional space in Toronto. Thank you Ken & Zee for hosting us!

Fun and Bright House Queen West
The place is lovely, furniture, decor 😍 Beautiful private backyard, seating, flowers, trees we just loved it ! Very quiet neighborhood and just a step away from everything! Coffee shop, restaurants, tramway, bus! We highly recommend this Airbnb ! ⭐⭐⭐⭐⭐

Queen Trinity-King West 2 bed-2 floor Apt w/A&C
Hassan’s apartment was a great home base for the week I spent in Toronto. They proactively contacted me with all the check-in details and promptly replied to any questions I had. The weather was all over the place the week I visited, but with mini splits for heating and AC, and windows/porch door for a cool night breeze, I always felt comfortable in the apartment. You're in one of the best locations in Toronto: steps from Trinity Bellwoods Park, lots of great restaurants nearby on Ossington or slightly further in Little Italy, and reliable streetcars on Queen and King Streets. Despite being in such a lively area, it's a surprisingly quiet street, good for a peaceful sleep. I'd happily return to stay on a future trip!
Apartment rentals with outdoor seating

Modern Ossington 1 Bedroom Apartment
Perfect location to explore Toronto West. Ossington Avenue is busy but the bedroom is situated on the back of the apartment so we didn’t hear the noise of the street. We stayed for one week to work remotely. Internet was stable and correct (I was alone working from the partement). There’s a small desk with a monitor. The apartment is very well equipped, it feels like a home not a random rental place. Sandra is very reactive and accommodating. This was my best stay using Airbnb ever !

Your Downtown Living
Sahar's place is very charming and comfortable. Easy to get to from the airport and plenty of good food nearby!

Beautifully Designed 2BR Home with Terrace!
We loved our stay in Eric's place. Felt right at home and was just as pictured. Clean home, right next to Ossington Av. In my opinion the nicest area to live in, beautiful cafes, restaurants and bars in walkable distance. Also you have to get some pizza from Badiali's. Life changing! 10/10 would recommend staying here :)

The Fort York Flat
Fantastic spot in a great neighborhood! It fit my family of 4, we felt safe, and there were multiple great parks to explore with the kids within walking distance. It was easy to get to bigger attractions and by the end we felt like we got to know the city, which is what we were after. Thank you!

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!

Cute Private Apartment near University of Toronto
It was a really nice and comfortable little spot. The hosts were very communicative and responsive. We will be back!

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

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

Luxury 1BR- Exclusive Maple Leaf Square condo
We booked this trip to go see the Blue Jays. The condo was walking distance from Union station, as well as Roger’s centre. Shopping and restaurants were close. We had a great time. Would definitely recommend this place.

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!

Modern condo steps from City Gems (free parking)
As my first Airbnb experience, we have a wonderful time at Natalia and Tamara’s apartment. They were super responsive. Always ready to help. Place was squeaky clean. Well organized. With the right amenities. We will definitely go back again. Location was perfect. Everything was walking distance and the bonus was that parking was included. Thank you, Tamara and Natalia.

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.

Trendy King West townhome
Karina’s apartment is really spacious and nice. I love it when it is stocked with everything you need. Very spacious as well and the bed is the most comfortable ever! Karina is super responsive and helped me with everything! Definitely recommend!!

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena
We had a fantastic stay at Baraq’s high-end condo in downtown Toronto. The location couldn’t be more convenient—right beside Scotiabank Arena and within walking distance of many key attractions. The unit itself is in a prestigious building (Maple Leaf Square on Bremner Blvd) and offers great value considering its prime location. Appliances were top-of-the-line and clearly well maintained. While the entrance to the South Tower is a bit of a walk around the building, Baraq provided clear instructions which made check-in smooth. The building also features excellent amenities, including a gym and pool. Baraq was very responsive throughout our stay, and even though a third guest slept on the couch, bedding was available for a reasonable fee. Overall, this was a comfortable and comfortable stay in the heart of Toronto.
Quick stats about vacation rentals with outdoor seating in Parkdale, Old Toronto
Total rentals
70 properties
Nightly prices starting at
G$6,276 GYD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 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
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park