
Holiday rentals with outdoor seating in Rosedale, Old Toronto
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Top-rated Holiday Houses with Outdoor Seating in Rosedale, 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 Rosedale, Old Toronto outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Ultimate luxury custom built-25minutes to Downtown
Perfect Home for a Group Stay We were a group of nine, and this home was absolutely perfect for our needs. The layout was spacious and well thought out, giving everyone plenty of room to relax and enjoy. The house was beautifully appointed and exceeded our expectations in every way—from the amenities to the cleanliness. The location was also ideal, with easy access to downtown and everything we needed close by. The hosts were warm, responsive, and made the entire experience smooth and enjoyable. Truly a 5-star experience. We would absolutely stay again and highly recommend it to others!

Private Danforth Suite - 3 minute walk to subway
Jen and Will were great hosts. Their place was a cozy and quiet haven at the end of our busy days while being a very convenient, very short walk to a subway station. The shared back deck was a peaceful place to start our day. Fantastic neighbourhood as well with nearby convenience stores and many top quality restaurants. We'd definitely stay again.

Private Home In The City
Liz was very helpful and very responsive throughout our stay. The unit was spotless and had everything you could think of! It was so cozy and quiet while also being close to some fun restaurants and a quick drive to downtown Toronto! I highly recommend this Airbnb to anyone going on a solo trip or going on a trip with a partner or friend!

Newly Renovated House Sunnybrook Toronto-3parkings
We had a great time in Toronto. The space was exactly was described and was perfect for our long weekend stay in the city.

Cozy Basement Pad - Leslieville
Mark‘s cozy basement is the perfect place while staying in Toronto! It is super close to restaurants, pubs & bars, coffee shops etc. while still being located in a quiet side street. The place itself is super comfy and we felt right at home. When we were forced to cut our trip short due to a family emergency Mark provided us with all the support we needed. It felt more like talking to friend than a host and we can’t thank him enough for that. We would definitely recommend Mark‘s place to everyone and are already planning to come back again!

15 Min to Downtown | Games Room | Private Parking
Great and comfortable stay for our family of 5 with garage parking, outdoor space, bbq and 4 bedrooms!

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

Entire Guest Suite in Palmerston-Little Italy
We enjoyed a great week here. It is a great location in a very nice neighbourhood. There are lots of great restaurants close by and it is a nice walk through the neighbourhood to the city centre. The whole check-in process was smooth and there was instant response to any messages sent. We booked another stay in 5 weeks, I think that says it all.
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!

Main fl Annex, private garden oasis, welcome dogs!
This is a lovely ground floor apartment with its own garden. It’s spacious and clean and nicely decorated and the garden is lovely with local wildlife popping by! This is a nice part of Toronto generally, close to a lot of things but more green and quiet than downtown. Would recommend

Highland Condo Downtown Toronto
Bojan was a great communicator. The condo was very comfortable and stylish. The location was a perfect spot for us to use public transportation to explore Toronto! We would definitely stay again!

Spacious Riverdale One Bedroom Garden Suite
I absolutely loved this place! It was perfect — clean, beautifully decorated, cozy, and very well organized. Everything felt welcoming and thoughtfully arranged. I would definitely come back and highly recommend it to anyone looking for a peaceful and charming stay.

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!

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.

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.

Large & Bright 2BR+Den in Midtown w/ Free Parking
We had a great time staying at this condo in Toronto—it reminded us a lot of our old place in Chicago. The view overlooking the city was beautiful, and the neighborhood itself was surprisingly calm and not overly crowded. There were plenty of nearby food and coffee options, which made it easy to grab something quickly without having to venture far. The location is well-connected, with convenient access to multiple train lines, and the condo itself was clean, well-maintained, and easy to settle into. I especially appreciated the eclectic artwork from different cultures throughout the home—it gave the space a unique and welcoming charm. All the appliances were easy to use, and the overall setup worked really well for a small group wanting to stay close to downtown. One heads-up: the parking garage can feel a bit tight if you’re driving a larger vehicle, but it’s definitely manageable. If you’re looking for a comfortable, convenient place in Toronto, this is it!

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.
Quick stats about holiday rentals with outdoor seating in Rosedale, Old Toronto
Total rentals
20 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
500 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 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