
Pet-friendly vacation rentals in The Annex, Old Toronto
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in The Annex, Old Toronto
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Large Artsy Loft w 30ft Ceilings and Natural Light
Welcome to one of the last surviving historic live/work lofts in the city! Live the Toronto artist's dream in this 1000 sq ft, 30ft ceiling, 3-level, artistic and spacious pad in the Junction Triangle! Enjoy a light-filled space sandwiched between the hippest neighborhoods of Toronto West - with Bloordale, Roncesvailles and Brockton Village as neighbours you’re only steps away from some of the city’s coolest restaurants, coffee shops, vintage and galleries! Right on the UP express line!

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.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Yorkville 29th Floor Celebrity Suite GREAT VIEW
This top floor Yorkville celebrity suite corner suite has unobstructed views of Yorkville from the Queen sized bed in the master bedroom. Steps to UofT campus, and less than 5mins walk from 3 subway stops. Luxury shopping and stores like Whole Foods, Louis Vuitton, Holt Renfrew, Nespresso, Dolce+Gabbana, Tiffany at your front door. Perfect for business or leisure. The building has a gym on the 3rd floor. The suite sleeps up to 4 people in 2 areas. The sofa bed in the living room.

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.

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.

Panoramic Views in Bright Loft + Free Parking
The loft has more windows than it has walls and offers a clear view of the city sky. Located in the heart of downtown Toronto, you're close to all major attractions, trendy restaurants, bars, and coffee shops. Toronto's legendary Fashion District is where you'll find all the action. If you're here for work, you'll be walking distance to most ad agencies, software companies, and a 15 min walk to the financial district.

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
Enjoy the amazing Trinity Bellwoods area/park and Ossington in my modern 1 bed/1 bath apartment; with a fold down double bed in the living room, for extra guests. Start the AM under the tree on the deck with coffee provided. Cable/Netflix avail. Check-In 3 PM, Check-Out 11 AM Street parking permits can be organized. Lower level is the bathroom, storage and laundry. App. Ref.#2804-346

Spacious 3-Bedroom Loft in Leslieville
Gorgeous 3 Bedroom loft conveniently located on Queen St. East and in one of Toronto's most beautiful neighbourhoods. Steps to amazing restaurants, some of the city's best brunch spots, the best cafes and independent shops. Ideal for those looking for a beautifully furnished stay and looking for the convenience of having all you need just steps away. We look forward to hosting you!

1100sq True Loft with Parking!
This 1100SQ hard loft with 2 floor open living space. Stay in this character filled, artist loft in the west end(aka the best end) of Toronto! Exposed brick and concrete floors. 1 parking spot included. Short walk to Toronto Stadium(BMO Fields), Enercare Center, RBC Amphitheater, Bentway and Exhibition Place.
Popular amenities for The Annex, Old Toronto pet-friendly home rentals
Pet-friendly house rentals

Cozy Leslieville 2-Bedroom Home

Luxury Modern Downtown House

Bellwoods Flat with Rooftop Patio & CN Tower View!

Spacious Mid Century w/Patio

Downtown Gem | Free Parking + Private Rooftop Deck

Downtown Toronto Heritage Home

Mid Century Modern 3 BR in Cabbagetown, TO

Quiet Private Cabbagetown Suite Toronto
Pet-friendly home rentals with a pool

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

Ravine Paradise ! heated pool and hot tub!

The Farmer's Cottage

Humber Bay Family Friendly condo w Terrace&Parking

Canadiana Downtown Condo w/King Bed + Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

King West Triplex Main FLR PVT APT 1 BDRM Parking

Charming Condo w Parking, CN Tower View & Pool
Private, pet-friendly home rentals

Urban Retreat | Private Patio Near Subway

1 BDRM Urban Oasis-Steps toWellesley Subway

Debonair Condo Heart of Toronto w/Free Parking

Charming Apartment with Patio in Midtown Toronto

Cute & cozy private laneway home

Chic Yorkville Condo • Sleeps 3 • Prime Location

Bright Apartment in Casa Loma

Valentina's Oasis in Downtown Toronto | FIFA 2026
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.ﺇ371 | ﺩ.ﺇ441 | ﺩ.ﺇ455 | ﺩ.ﺇ286 | ﺩ.ﺇ353 | ﺩ.ﺇ349 | ﺩ.ﺇ386 | ﺩ.ﺇ382 | ﺩ.ﺇ334 | ﺩ.ﺇ331 | ﺩ.ﺇ331 | ﺩ.ﺇ382 |
| 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 that are pet-friendly in The Annex, Old Toronto

Total vacation rentals
Explore 50 vacation rentals in The Annex, Old Toronto

Verified guest reviews
Over 940 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 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

4.7 Average rating
The Annex, Old Toronto stays receive an average rating of 4.7 out of 5 from guests

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 washer and dryer The Annex
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- 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
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Niagara Falls State Park
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Massey Hall
- Niagara Falls
- Museum of Illusions
- York University





