
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.

Luxury Condo - Yorkville Toronto
Enjoy a stylish and luxury experience at this centrally located place in the Heart of Yorkville. Walking distance to Queen's Park, Royal Ontario Museum, University of Toronto, Whole Foods, Yorkville Village Shopping and more! Steps away from world-class dining including Cibo Wine Bar, Dimmi Bar and Trattoria, Kasa Moto, PLANTA, Sassafraz, STK Steakhouse, and Yamato Japanese Restaurant. Upscale boutiques including Chanel, Gucci, Holt Renfrew, Louis Vuitton, Prada, Tiffany & Co., and many more!

Charming Condo w Parking, CN Tower View & Pool
Enjoy your stay at a charming & modern condo located in the heart of downtown Toronto. Stop settling for sub-par accommodations, and treat yourself to this fully equipped, meticulously cleaned unit with 1 Queen Bed + 1 Sofa Bed. You will be within steps (literally) to the CN Tower, Rogers Center, Ripley’s, and many of Toronto’s top attractions. I am an extremely passionate & attentive host who will cater to your requests and desires. Shoot me a message to get started on your Toronto getaway.

4 BR, 3BA Modern Toronto Home | Espresso, Music
Relax with the whole family at this cozy place to stay in Toronto. Although we are on a quiet tree-lined street, you will be only steps away from all the restaurants, cafes, shops, and bars in Toronto’s Leslieville neighborhood. The house offers 4 bedrooms and 2 fully equipped offices. Perfect for working from home!!! The house includes an incredible dining table, a chef kitchen, and a finished basement with a murphy bed + home theater. You won't find anything else like this ! 2 Car parking!

Spacious & Vibrant upstairs apartment
There are several shops and restaurants on St. Clair Ave W. Plenty of transit options north of you on the St. Clair line or the bus line on Dufferin. A dog within minutes from the home. The actual space is perfect. Opposite of the open concept apartment, this spacious one bedroom had a separate eat-in kitchen, separate living room, and bedroom. The apartment has the fastest wifi speed. The second floor back terrace has a lovely view with gorgeous sunsets. Parking ✅ Not a shared space.

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.

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!

Artistic loft near U of T. Free parking. Unique!
Stellar 1,300sf artists loft (sleeps 5) in Deco era coach house on a leafy street in heart of downtown. Chinatown/AGO/UofT/OCAD/UHN within blocks. Antique carpets/curios/plush furniture create a vibrantly authentic decor— my urban industrial jewel stands apart from cookie cutter condos! The historic exterior is adorned (legally) by the city's finest graffiti artists. You might just want to hang out:-). One parking spot included. Experience Toronto at its comfortable bohemian best.

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 is fresh and functional . The art work and accessories were carefully chosen to accentuate your positive living experience. This is a one bedroom, one bathroom unit with kitchen living dining and den areas. There is a fully equipped gym on the 3rd floor for your use. Check in time is between 3 PM and 10 PM the day of arrival and check out time is 11 AM the day of departure.

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.

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.
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

Year-Round Heated Pool & Hot Tub Family Oasis

*RARE LOFT* Huge Artistic Gem in Heart of Downtown

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

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Beautiful Penthouse with Breathtaking View

Canadiana Downtown Condo w/King Bed + Free Parking

Humber Bay Family Friendly condo w Terrace&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

Modern 1-BR Full Apartment. Parking included!

Steps to CN Tower |1+1BR| w/ View & Free Parking

Cozy Suite in Downtown Toronto!

Cozy Private Oasis In the Annex (Basement Apt)

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

3 Bedroom Junction Home With Gym & Ping Pong!

Resort Style Lake View Condo

Iconic 2BR Designed Condo Next to Dundas Square
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.ﺇ327 | ﺩ.ﺇ297 | ﺩ.ﺇ323 | ﺩ.ﺇ286 | ﺩ.ﺇ353 | ﺩ.ﺇ349 | ﺩ.ﺇ386 | ﺩ.ﺇ382 | ﺩ.ﺇ334 | ﺩ.ﺇ382 | ﺩ.ﺇ375 | ﺩ.ﺇ320 |
| 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 1,070 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 Royal Conservatory of Music
Destinations to explore
- Fitness-friendly rentals The Annex
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara
- Christie Pits Park
- Rouge National Urban Park




