
Vacation rentals with outdoor seating in The Annex, Old Toronto
Find and book unique outdoor seating rentals on Airbnb
Quick stats about vacation rentals with outdoor seating in The Annex, Old Toronto

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

Nightly prices starting at
The Annex, Old Toronto vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,790 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of The Annex, Old Toronto vacation rentals include wi-fi 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
Top-rated outdoor seating rentals in The Annex, Old Toronto
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Chic King West Studio – FIFA at Your Door
Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto 23 Min walk BMO Field 15 Mins to TIFF Overlooks Park + Outdoor Public Pool Open Concept 745 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry for long term guests Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District

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.

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

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.

Entire Heritage House for Two! 1BR 3BA 2 Liv Rms
Beautiful detached heritage home on a quiet, tree-lined street in the heart of downtown Toronto. Wellesley Subway Station is just half a block. We offer one spacious bedroom with ensuite bathroom, formal dining room, living room, modern kitchen with bright breakfast area, and tv room. You’ll also find an extensive library throughout the home — perfect for curling up with a book during your stay. Our pricing is transparent, with a modest cleaning fee and no surprises at checkout :)

Cozy 1 Bedroom Unit in the Annex, Free Parking
Welcome! This cozy unit is a great place to stay if you want to be in the city without feeling like you're in a concrete jungle. Located in the Annex, it's a food haven for those that are interested in exploring different places to eat. It's also a 5 min walk away from the Bloor/Spadina subway station (or Bathurst station in the other direction), so it's great for commuting around to different areas of Toronto. Yorkville, the ROM, and Casa Loma are also under 10 mins drive from here.

Toronto Island Wonderland View
Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Two story home & garden in vibrant neighbourhood
Newly renovated heritage home in the heart of one of Toronto's most vibrant neighborhoods. Perfect for families, the home features hardwood floors, lots of natural light, and very comfy beds. Conveniently located steps from the subway on a residential street, you are close to many great restaurants & blocks from the U of T and Kensington market. Not far from Scotiabank arena & Rogers centre - for concerts and sporting events. Patio and garden are yours to enjoy. Pets welcome.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

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.

The Robert House: Masterpiece in Harbord Village
The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.
Popular amenities for The Annex, Old Toronto outdoor seating rentals
House rentals with outdoor seating

Stylish house in the Annex with parking

Comfy Oasis In Historic Downtown Neighborhood

New! Private 1BR in Toronto by Danforth, Sleeps 4
Garden Home @ Trinity Bellwoods Park

Luxury Beaches Home Gourmet Kitchen Private Garden

Toronto Oasis | Cafés, Local Vibes, Subway, Shops

Luxurious 2 Bedroom in the heart of the city!

Light-filled design house + easy World Cup access
Apartment rentals with outdoor seating

Luxury Condo w/ Pool, Parking, King Bed, Epic View

Your Downtown Living

The Fort York Flat

King bed, Big kitchen, Free Parking, Central

One bedroom vacation rental at The Beaches

Gorgeous Park House on Queen West With Parking

Bright Two Story Loft, Downtown TO, FREE Parking

Bay St Stay for FIFA 2026 | Pool, Gym & TTC Nearby
Condo rentals with outdoor seating

Chic Condo Studio /w Balcony in Heart of Downtown

The Penty: Luxurious Penthouse with Pool, Hot Tub

Modern Eclectic Condo in King West Area

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

Modern condo steps from City Gems (free parking)

Central condo in heart of Liberty Village +parking

Trendy King West townhome

Luxurious 1000 sq ft Private Terrace 2 Bed Condo
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 | ﺩ.ﺇ386 | ﺩ.ﺇ334 | ﺩ.ﺇ404 | ﺩ.ﺇ305 | ﺩ.ﺇ378 | ﺩ.ﺇ422 | ﺩ.ﺇ536 | ﺩ.ﺇ529 | ﺩ.ﺇ529 | ﺩ.ﺇ566 | ﺩ.ﺇ441 | ﺩ.ﺇ400 |
| 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 |
Destinations to explore
- Rentals with a washer and dryer The Annex
- Rentals with a patio The Annex
- House rentals The Annex
- Family-friendly rentals The Annex
- Pet-friendly rentals The Annex
- Fitness-friendly rentals The Annex
- Apartment rentals The Annex
- Rentals with a fireplace The Annex
- Rentals with outdoor seating Toronto
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Casino Niagara





