
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.

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Cozy 2BR in DT Toronto with Parking+Laundry
Enjoy classic Toronto living in this bright and spacious 2-bedroom, 2-bath apartment in The Annex, just steps from Bloor Street’s vibrant cafés, restaurants, and boutiques. ***We block off the entire home for guests who only need 1-bedroom for maximum privacy & value. Walk to the UofT, Casa Loma, the ROM, or hop on the nearby Spadina or Bathurst subway. Enjoy a fireplace, balcony, fully equipped kitchen, in-unit laundry, and parking - your stylish home for an extended Toronto stay.

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.

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.

Stylish Apartment in Toronto - Long term available
Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)

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.

Cozy & Private Apartment DT Toronto - Free Parking
Welcome to this beautifully renovated apartment in a charming three-story century home in Little Portugal. This prime location offers convenience and easy access to the vibrant city. The apartment is a private and comfortable retreat, within walking distance of the Mall and two major subway stations. Enjoy nearby parks, restaurants, bars, and shops for endless entertainment during your visit.

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.

Modern Eclectic Condo in King West Area
Location, Location, Location!!! - Within walking distance to all major Toronto landmarks - Residence is situated on a quiet street within steps to Toronto’s popular King St W neighbourhood - steps to bars, clubs and restaurants - Dog-friendly residence and located next to a park space - Resident Underground Parking included Check out my guidebook for more information!

Private studio, clean and bright.
This open concept studio suite is great for work trips and visits with family and friends in the neighbourhood. Lower level with entry through back yard. Fully furnished with everything you’ll need for a short-term stay. Flexible check-in/out by request. *Street parking permits available from city of Toronto.
Popular amenities for The Annex, Old Toronto pet-friendly home rentals
Pet-friendly house rentals

Cozy Leslieville 2-Bedroom Home

Family Home Near St Clair W and Public Transport

Victorian Home Downtown Toronto, Cabbagetown

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Dani's Den: Private suite w. separate entrance.

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

Downtown Toronto Heritage Home

Private 1-br Apartment: Your Secluded Getaway!
Pet-friendly home rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

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

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

King West Triplex Main FLR PVT APT 1 BDRM Parking
Private, pet-friendly home rentals

City Views & Relaxation: Pool, Gym, Prime Location

2-Storey Loft in Trendy Dundas West

Modern 1-BR Full Apartment. Parking included!

Skyline 2B+2B Condo in Downtown Core

Work & Wellness: DT Toronto Spa Condo

Beauty 1800 sq ft, 2 storey, 2 beds, Little Italy

Comfy Bungalow in Midtown TO

Kimchi Loft in Koreatown
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 | $112 SGD | $102 SGD | $111 SGD | $98 SGD | $121 SGD | $120 SGD | $133 SGD | $131 SGD | $115 SGD | $114 SGD | $114 SGD | $131 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 Royal Conservatory of Music
Destinations to explore
- Flat rentals The Annex
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- 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
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park




