
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.

Ossington Rowhouse + Private Garden
Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Amazing 1BR Suite Near Downtown! 4.96 Rated!
A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Comfy Oasis In Historic Downtown Neighborhood
According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Bright Private Basement Suite | 1BR Near Subway
A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.
Garden Home @ Trinity Bellwoods Park
Stay in the amazing Trinity Bellwoods area in my modern 2 bed/1 new bath apartment with a tree covered deck for coffee in the mornings! All mod cons. Cable/Netflix. Check In 3pm/Out 11AM. Parking can be organized for city streets by me. NOTE: stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. This bedroom has a 6 ft-2in ceiling height.

Liberty Village Luxurious 1 Bed + Free Parking
STR-2307-HDGHHW Welcome to Toronto! Enjoy a cozy 1-bedroom suite in vibrant Liberty Village. With free parking, it's perfect for solo travelers or couples. Explore nearby restaurants, bars, and shops, or take a short walk to the Entertainment District for more fun. Relax in comfort in this thoughtfully designed space. Can't wait to host you and make your Toronto stay memorable!

Bright & Stylish 1 Bedroom Condo in King West
My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!
Popular amenities for outdoor seating rentals in The Annex, Old Toronto
House rentals with outdoor seating

Cozy Leslieville 2-Bedroom Home

Toronto Oasis: Home Near Ossington Strip

Bellwoods Flat with Rooftop Patio & CN Tower View!

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Stylish 1870s Home near Distillery District & Old Toronto

Designer 4 bedroom house - Ossington Station

Beautiful 3BR Home • Little Italy • Free Parking

Pembroke Hideaway
Apartment rentals with outdoor seating

Highland Condo Downtown Toronto

Luxury Retreat in Yorkville | Pristine Amenities!

Charming Liberty Village condo! - Casa di Leo

The Fort York Flat

Gateway to Downtown Entertainment and Serenity

Rare 1BR - Rooftop Pool, Next to MTCC & CN Tower

Tranquility in Toronto

King West Loft Steps to CNTower/Financial District
Apartment rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

FIFA location! Luxurious 1 bedroom condo w balcony

Modern Eclectic Condo in King West Area

Lux Waterfront Condo Pool Hot Tub Free Parking

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Apartment in Toronto - Long term available

❤️Hidden Gem fully equipped 2BR w/ free parking

Cozy, Great View, Large Balcony, Close to Transit
When is the best time to visit The Annex, Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £77 | £66 | £80 | £61 | £75 | £84 | £107 | £105 | £105 | £88 | £88 | £79 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with outdoor seating in The Annex, Old Toronto

Total holiday rentals
Explore 40 holiday rentals in The Annex, Old Toronto

Nightly prices starting at
The Annex, Old Toronto holiday rentals start at £29 per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of The Annex, Old Toronto holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Annex, Old Toronto rentals

4.8 Average rating
The Annex, Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
The Annex, Old Toronto’s top spots include Royal Ontario Museum, Bata Shoe Museum and Spadina Station
Destinations to explore
- Rentals with a washing machine and dryer The Annex
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- House rentals The Annex
- Family-friendly rentals The Annex
- Pet-friendly rentals The Annex
- Fitness-friendly rentals The Annex
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- Rentals with a patio The Annex
- Rentals with outdoor seating Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




