
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.

Mid-town T.O. getaway - conveniently located
Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

2BD •1 Bath •4 Guests •Parking •Downtown—By Hostia
🏡 Welcome to Your Modern Downtown Retreat! Stay in this stylish 1-bedroom+den high-rise condo in Toronto’s Waterfront Communities—The Island neighborhood. Enjoy breathtaking city views from a high floor, perfect for business travelers, couples, or solo adventurers. ✨ Highlights: ✔ Free parking for easy city access ✔ 650 ft²/60 m² of stylish space ✔ High-speed WiFi to stay connected ✔ Private balcony with scenic views ✔ Fully equipped kitchen with essentials ✔ Bike Score & Transit Score of 96

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.

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.

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.

Bright, clean basement Little Portugal
Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year.

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.

Lively 1+1 Lakeview Condo near CN Tower + Free Prk
Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.

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.
Popular amenities for The Annex, Old Toronto pet-friendly home rentals
Pet-friendly house rentals

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport

Family Home Near St Clair W and Public Transport

Cozy Leslieville Home Near the Beach & Downtown

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

Downtown Gem | Free Parking + Private Rooftop Deck

Downtown Toronto Heritage Home

Private 1-br Apartment: Your Secluded Getaway!

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

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

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Beautiful Penthouse with Breathtaking View

Downtown Toronto Condo/Parking/ Sleeps 4/ Balcony

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! 👍
Private, pet-friendly home rentals

Prestigious Private Forest Hill Estate

Bloordale Marvel

Vibrant Condo in Liberty Village w/Parking

Work & Wellness: DT Toronto Spa Condo

Charming Bungalow in Greektown!

Resort Style Lake View Condo

Sunny Loft Overlooking Trinity Bellwoods Park

Urban Haven | Entire Main floor | Indoor Parking
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 | $114 SGD | $104 SGD | $113 SGD | $100 SGD | $123 SGD | $122 SGD | $135 SGD | $134 SGD | $117 SGD | $134 SGD | $131 SGD | $112 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 40 holiday rentals in The Annex, Old Toronto

Verified guest reviews
Over 1,050 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
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

4.7 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
- Family-friendly rentals The Annex
- Rentals with a washing machine and dryer The Annex
- Fitness-friendly rentals The Annex
- Flat rentals The Annex
- Rentals with outdoor seating The Annex
- Rentals with a fireplace The Annex
- Rentals with a patio The Annex
- House rentals The Annex
- Pet-friendly rentals Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




