
Pet-friendly holiday 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.

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.

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.

Trendy & Cozy 1BD Condo in the Heart of Toronto
Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

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.

Chic Garden Suite. Walk to City's Best Areas.
Welcome to the Garden Suite @HighParkHomes *Quiet block near all the fun: Dundas W|Queen W|Trinity Bellwood|Roncy|Little Portugal|Little Italy|Bud Stage|BMO Field|Scotia Arena|Rogers Centre. *Fully private. *High ceilings. Heated floors. *Powerful rain shower. Bidet. USB ports all over. Quality furnishings. *Sunlight fills the suite thru the 9 foot glass entryway. (NB, this is a bsmt reno'd to 9'). *Full kitchen. Full laundry in suite.

Spacious 3-Bedroom Apartment|Perfect for Families
Luxury 3-Bedroom Retreat | Prime Location | Free Parking Newly renovated, this private 3-bedroom apartment offers modern comfort and convenience. Features 100% cotton luxury bedding, full kitchen with espresso machine, 2 full bathrooms, Smart TV, WiFi, and keyless entry. Steps from shops, dining, and transit. 10-20 min to Downtown, <10 min to Pearson Airport & malls. Includes 2 FREE parking spots. Book your stay today!

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.

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!
Garden Home @ Trinity Bellwoods Park
Enjoy the amazing Trinity Bellwoods area in my modern 2 bed/1 bath apartment. Start the AM under the tree on the deck with coffee provided. Cable/Netflix avail. Check-In 3PM-Out 11AM. Street parking permits can setup. NOTE: stairs are narrow to the lower level/ bathroom, laundry & 2nd bedroom area. This bedroom has a 6 ft-2in ceiling height. App. Ref.#2804-346
Popular amenities for The Annex, Old Toronto pet-friendly home rentals
Pet-friendly house rentals

Great Davenport Hillcrest House

Ravine Paradise ! heated pool and hot tub!

Spacious Mid Century w/Patio

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Downtown Gem | Free Parking + Private Rooftop Deck

Downtown Toronto Heritage Home

Mid Century Modern 3 BR in Cabbagetown, TO

4 BR, 3BA Modern Toronto Home | Espresso, Records
Pet-friendly home rentals with a pool

2BR by Union, Scotia Bank Arena CN Tower + Parking

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

The Farmer's Cottage

Humber Bay Family Friendly condo w Terrace&Parking

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Designer Condo, steps to CN tower

Beautiful Lake View Studio Condo + 1 free Parking

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

Leslieville Luxury Home 4BR Entertainer's Dream

Heart of Harbord Village • Parking Included

Wychwood Haven: Spacious Lower Level Apartment

Downtown Modern Loft - 2 Car Parking & Terrace!

Stylish Downtown Getaway | Prime City Location

Luxury Home in Trinity Bellwoods | Hot Tub

Modern 1BR Toronto Downtown Condo, King size bed

Comfy Bungalow in Midtown TO
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 | $113 SGD | $103 SGD | $112 SGD | $99 SGD | $122 SGD | $121 SGD | $134 SGD | $132 SGD | $116 SGD | $115 SGD | $115 SGD | $132 SGD |
| 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 that are pet-friendly in The Annex, Old Toronto

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

Verified guest reviews
Over 1,070 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 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

4.7 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 outdoor seating 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
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara




