
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.

Central condo in heart of Liberty Village +parking
Right on the park! Enjoy a comfortable & convenient stay in the heart of one the most vibrant neighborhoods in Toronto! ALL amenities within walking distance; Shops, bars, patios, groceries, parks, trails, restaurants, concerts, transit, nightlife (King st and Queen St) all just steps away. Short walk to the Waterfront/Lake Ontario, Coca-Cola Coliseum, Bud Stage, BMO field, Fort York, Bentway, CNE, & more! This location is PERFECT for quick & easy access to any experience the city has to offer!

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.

Welcome to Greenhills, a Charming Home w/ Parking
Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

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.

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.

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.

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby Street – Downstairs Apartment. We hope you enjoy your stay in our home and city. Our neighbourhood is close to popular attractions, offers great walks, and has convenient stores across the street. The subway and transit are a one-minute walk away. -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)

Luxurious 2 Bedroom in the heart of the city!
Spacious, renovated 2 bedroom space and a 4 piece washroom. It is a beautiful Basement space located in a family home in a family-friendly quiet Toronto area that is close to Wychwood Barns Park (featuring Saturday open market) Casa Loma, Christie Pits Park. Features: Spacious open concept kitchen and dining-living equipped all facilities to make the guest stay comfortable. Primary bedroom setup for WFH Desk. At doorstep TTC bus services and paid street parking available.

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Trendy King West townhome
Lovely 1-bdrm townhome in King West area, one of the most trendy, lively and vibrant neighbourhoods, offers some of the best restaurants in Toronto. It is close enough to the action of downtown Toronto, but still have that community feel of a SoHo-like neighbourhood. This 1-bdrm apartment is perfect for a couple or a single business traveler. Conveniently located on the ground floor with a cozy and quiet backyard.
Popular amenities for outdoor seating rentals in The Annex, Old Toronto
House rentals with outdoor seating

Cozy Leslieville 2-Bedroom Home

Luxury modern Victorian - private parking included

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub
Garden Home @ Trinity Bellwoods Park

Entire Guest Suite in Palmerston-Little Italy

The Crescent North.

Entire private level in the Annex near Koreatown

Toronto Gem: Steps from Beach, TTC, and Downtown!
Apartment rentals with outdoor seating

St Lawrence Market | DT Toronto | Free Parking|Gym

The Fort York Flat

Urban Gem, 3 Mins to Wellesley Station, Balcony

Bright, spacious luxury basement apartment

One bedroom vacation rental at The Beaches

Gorgeous Park House on Queen West With Parking

Comfy, Cozy Place to WFH | Close to UofT/Hospitals

City Center Comfort: Private Balcony and Views
Apartment rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Chic Condo Studio with Balcony in Heart Downtown

Modern Stylish 1BR • Trendy King East

Modern condo steps from City Gems (free parking)

Stylish Apartment in Toronto - Long term available

❤️Hidden Gem fully equipped 2BR w/ free parking

Luxurious 1000 sq ft Private Terrace 2 Bed Condo

Chic 1 Bed DT Toronto w/ Parking & Balcony
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 | £80 | £69 | £84 | £63 | £78 | £87 | £111 | £109 | £109 | £117 | £91 | £83 |
| 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 £30 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 Royal Conservatory of Music
Destinations to explore
- Pet-friendly rentals The Annex
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- Rentals with outdoor seating Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Casino Niagara
- Lakeridge Ski Resort




