
Holiday rentals with outdoor seating in The Annex, Old Toronto
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in The Annex, Old Toronto
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in The Annex, Old Toronto
House rentals with outdoor seating

The Peony Loft - a Modern Take on the Victorian
Orla is an amazing host, always approachable and easy to communicate. The loft is a gem! The neighbourhood is walkable with amazing places to eat and drink, public transit is so close. Perfect place to visit the city. The loft is just as the picture! Beautiful decorated and very cozy and equipped with everything you need. The terrace has a beautiful view of the city!

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.

Office | Chef Kitchen | 2 Fireplaces | 4 floors
Esther’s place was one of the most fantastic Airbnb’s I’ve ever stayed in! I felt right at home and in fact would love to make this my full-time home. It’s just gorgeous and has every possible feature one could look for in a home, is super conveniently located, and yet still somehow quiet and peaceful, despite being in the city. Do not hesitate to book this place!

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms
Beautiful, historic house in a great location close to restaurants and shops. The subway station is only a couple of minutes walk from the front door, but the street is very quiet. We very much enjoyed our stay.

Luxe Forest Hill Retreat
Great house in a great area. Would definitely stay here again!

Stylish 1870s Home near Distillery District & Old Toronto
We had a fantastic experience staying at Jason's Airbnb! From our initial contact, the process was smooth and seamless. His communication was exceptional, covering everything from parking details to home access, as well as great dining recommendations. The place itself is beautiful both inside and out, and it felt very safe. It looked exactly like the photos, which is always a plus! Communication was easy, and Jason's response time was super quick, making everything hassle-free. I’d highly recommend staying here if you’re in Toronto. The location is perfect for getting around the city with Uber as well. Overall, a wonderful stay!

Luxury Home in Trinity Bellwoods | Hot Tub
Wonderful home, in a perfect location. Nick’s communication was great.

Good Vibes Suite 93 Walk Score & 91 Transit Score
Michael was a great host, gave some nice tips and the place he provides is really amazing feels just like home. Maybe the only negative thing is if you like to cook a lot the fire alarms are a bit sensitive, so need to watch out the way you cook as they can be very loud:)
Apartment rentals with outdoor seating

Modern Private Lower Level Apartment Leslieville
Ian was so lovely and helpful with recommendations and directions! The unit was so cute, very clean and it really ended up feeling like our own apartment in the city! Perfect location, quiet but so close to two major train lines and lots of cute shops/restaurants nearby. Adorable back patio and off street parking was such a plus! Can not wait to stay with Ian again!!!!

Top 1% of Homes/Super Host: Jul 7 - 9 is available
5 Stars – Wonderful Stay! I had an amazing experience at this Airbnb! The place was exactly as described—clean, cozy, and thoughtfully set up with everything I needed for a comfortable stay. The host was incredibly welcoming and responsive, making check-in smooth and stress-free. The location was perfect—quiet but still close to shops, restaurants, and public transit. I especially appreciated the little touches like fresh towels, a well-stocked kitchen.I would absolutely stay here again and highly recommend it to anyone visiting the area!

Luxury Retreat in Yorkville | Pristine Amenities!
Great location, easy access and exactly as described

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!

Apartment in Dovercourt Village
This AirBnB made vacationing absolutely stress free. The space was beautiful and the hosts were extremely welcoming and kind. Any questions I had about the apartment or surrounding areas were answered quickly, with extremely helpful advice and feedback! Jason should be the gold standard of AirBnB hosts.

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.

Brock Avenue Escape - Entire Apartment
We loved our stay , beautiful view, enjoyed the chocolate maker store adjacent to the apartment. It was easy to get around and the area was walkable and safe. Everything was as described in the add and a very nice apartment.

East York apartment with backyard, near hospital
Brilliant stay! Susanne and Fred are amazing and responsive hosts. A slight issue with a blown fuse was resolved within minutes! Would highly recommend staying here if visiting Toronto, easy to get to downtown Toronto using public transport. The appartment is extremely clean and offers everything you would need.
Apartment rentals with outdoor seating

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
place is quite walkable. even so quiet area.

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
His place was clean and tidy. I did have a hard time getting inside not knowing what apartment was his. But with that being said I went back into the details and it was all there and was very clear. So make sure to read details, more become available once confirmed. Compared to the outside of the building walking into his place was like a little oasis. I would definitely stay there again because it was nice and clean. A lot of restaurants and shops right on his street. I was able to walk a lot of places even though it’s a busy street. You really don’t hear anything inside I was able to sleep peacefully. Thanks Khaled dor being a great host!

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.

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
The apartment was very clean. The kitchen is super equipped. The bed was very comfortable and we could explore the area on foot and, for example, reach the lake or the CN Tower in 15-20 minutes. We even enjoyed the sun in the evening in the small private garden. Thank you for the wonderful stay!

Luxury 1BR Executive Condo • Panoramic City Views
We thoroughly enjoyed our stay in this beautiful apartment. It was exactly as described and even nicer than the photos. The unit was spotless and beautifully appointed. The large windows provide lots of natural light and the views of downtown Toronto were spectacular. (From the pool there is a great view of the CN Tower too!). The unit is located at the end of the hallway so there was no noise from people walking by or getting off the elevators. It was very peaceful and we had great sleeps. You can’t beat this location with the proximity to Rogers Stadium, the conference centre, a short walk to the Toronto Island ferries, Queen Street and Eaton Centre for shopping, Kensington and St Lawrence Markets. We walked everywhere. There are also excellent restaurants and coffee shops in the immediate neighbourhood. Mackenzie was a fantastic host who communicated in a timely, helpful, and friendly manner. Check in and check out was a breeze. We loved our time here and hope to be back!

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 holiday rentals with outdoor seating in The Annex, Old Toronto
Total rentals
40 properties
Nightly prices starting at
₹4,327 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Rentals with a fireplace The Annex
- Rentals with a patio The Annex
- Fitness-friendly rentals The Annex
- Flat rentals The Annex
- House rentals The Annex
- Rentals with a washing machine and dryer The Annex
- Pet-friendly rentals The Annex
- Family-friendly rentals The Annex
- Rentals with outdoor seating Toronto
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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