
Vacation rentals with outdoor seating in The Annex, Old Toronto
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Top-rated outdoor seating rentals in The Annex, Old Toronto
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#1 on Airbnb | 2 BR | Free Parking | Sleeps 6 | DT
This luxury downtown Toronto condo features exclusive modern décor furnishings. It’s a short 10-minute walk to the iconic CN Tower and moments from Toronto’s vibrant waterfront, restaurants, bars, nightclubs, parks, and grocery stores. Nearby attractions include the Rogers Centre, Ripley’s Aquarium, Entertainment District, King St W, Union Station, TIFF Bell Lightbox, Harbourfront, Kensington Market, and Metro Toronto Convention Centre, offering a comfortable experience in the CORE of Toronto.

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.

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.

Loft-Style Private Studio Little Italy/Ossington
From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

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.

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.

Contemporary cozy home in the Annex
This 2 bed/2bath home is located in the more northern part of the downtown core called West Annex/Seaton Village and is on a cul de sac. Steps from TTC, Yorkville, art galleries, restos & more. The small urban-chic, clean and bright home boasts two balconies off either bed & a spacious backyard off kitchen. Permit No: STR-2010-GZSXPH Application Reference No: 3383-645

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!

Large new 1-bdrm/1 bath - king bed & parking
Bright newly-renovated one-bedroom basement unit with king bed, full kitchen, and living room, and free dedicated parking spot. This backs onto Bickford park, is a 5 minute walk from Christie subway station, Korea town, and bustling Bloor street. A total of 700 square feet of space (65 sq meters), in-floor heating throughout. We welcome guests from all places.

Annex Garden Coach House
Welcome to the Annex Garden Coach House! Well suited for solo and family travellers alike, seeking a centrally located, quiet little house, surrounded by backyard trees, in the leafy Annex neighbourhood. You're able to park for free at your private front door, and it's a quick walk to your choice of three nearby subway stations.
Popular amenities for The Annex, Old Toronto outdoor seating rentals
House rentals with outdoor seating

Central Family Friendly 3BR | Steps to Subway

The Peony Loft - a Modern Take on the Victorian

Modern Rustic Laneway Entire Home w/Patio

Bellwoods Flat with Rooftop Patio & CN Tower View!

Yorkville | Exec Kitchen | Office | Spa bathrooms

Stylish 1870s Home near Distillery District & Old Toronto

Entire private level in the Annex near Koreatown

Luxurious 2 Bedroom in the heart of the city!
Apartment rentals with outdoor seating

St Lawrence Market | DT Toronto | Free Parking|Gym

Luxury Retreat in Yorkville | Pristine Amenities!

Charming Liberty Village condo! - Casa di Leo

The Fort York Flat

Gateway to Downtown Entertainment and Serenity

Condo in Heart of Mississauga

King bed, Big kitchen, Free Parking, Central

Tranquility in Toronto
Condo rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking

FIFA location! Luxurious 1 bedroom condo w balcony

Chic & Cozy Condo Studio in Heart of Downtown

The Penty: Luxurious Penthouse with Pool, Hot Tub

Modern Eclectic Condo in King West Area

Modern condo steps from City Gems (free parking)

Luxury Downtown Condo For 4 (CN Tower Views)
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 | G$21,923 GYD | G$19,000 GYD | G$22,967 GYD | G$17,330 GYD | G$21,506 GYD | G$24,011 GYD | G$30,484 GYD | G$30,066 GYD | G$30,066 GYD | G$32,154 GYD | G$25,055 GYD | G$22,759 GYD |
| 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 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 G$8,352 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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
Destinations to explore
- Rentals with a patio The Annex
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- 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
- Downsview Park




