
Holiday rentals with outdoor seating in The Annex, Old Toronto
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in The Annex, Old Toronto
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Holiday House Rentals with Outdoor Seating

Toronto - Home in Forest Hill - non-party home.
Perfect location for us to visit with family, and exactly what we expected from the photos and description. Thank you for letting us stay in your home.

Stunning Victorian Home in the Heart of Toronto
I loved staying in this apartment! It’s so well equipped and comfortable and beautifully designed. The area is also amazing — close to transit and a million great restaurants.

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!

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.

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.

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

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

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!
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 !

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!

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!

Tower View | Maple Leafs | Jays | Toronto | Pool
⭐️⭐️⭐️⭐️⭐️ Amazing Stay – Perfect Location & Incredible Host! My stay in Toronto was absolutely wonderful! The apartment was beautiful, spotless, and had an incredible view. Everything was exactly as pictured, if not better. The host was extremely kind and responsive, making our stay smooth and stress-free from check-in to check-out. The apartment was in the perfect location — just minutes of walking distance from tons of great food spots, the CN Tower, and the ferries to the Toronto Islands. Getting to and from the airport was a breeze thanks to the UP Express train, which was also just a short walk away. We packed so much into just two days — including a tour to Niagara Falls, where we even got to taste ice wine! I had so many unforgettable experiences in such a short amount of time, and having a clean, affordable, and conveniently located place to return to each night made it even better. Highly recommend — would definitely stay again!

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.

Greek Town Gem w/Big City Charm
Arno was an excellent host. He was very friendly and responsive. The place itself was very nice and in a good location. Very close and walkable to the Danforth Music Hall which was great since I was in town for a concert. and a quick inexpensive uber ride away from downtown. I would recommend Arno’s place to anyone!

Comfy, Cozy Place to WFH | Close to UofT/Hospitals
We rented Kylie’s entire place for our party of 5 while we were in town for U of T commencement. The home was perfectly located to everything- campus, Kensington Market, etc. very close to public transportation too. We felt right at home in the fully stocked kitchen and especially on the deck. The beds were very comfortable as well. The space feels “lived in”, which it is, in true Airbnb fashion. We appreciated the personal touches in the space.

Keep Calm & Retreat On!
We loved it here! The communication was flawless and quick. We highly recommend to stay at Rasheeda’s.
Condo rentals with outdoor seating

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
Great location, the place is clean and the host is very responsive.

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.

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.

Luxurious 1000 sq ft Private Terrace 2 Bed Condo
This is a really nice and safe place to stay. I was able to check in early, which was super helpful for me. I truly appreciated the flexibility and felt very comfortable throughout my stay.

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 The Annex, Old Toronto
Total rentals
40 properties
Nightly prices starting at
$83 NZD 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
Wi-Fi availability
40 properties include access to Wi-Fi
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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