
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.

Penthouse * Rare * Stunning Views * 2500 sq ft
Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Lovely Gardens. Best Location. HighParkHomes
Why HighParkHomes? Best location value. Save w direct, short hops to all the best Toronto offers. *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.

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.

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.

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.

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.

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.

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy a private, year-round heated pool and spa only steps from the lake. Kayak, volleyball, tennis and basketball gear all ready for you-plus skates and ski trails when snow falls. Inside you'll find a gourmet kitchen, wood-burning fireplace and four comfy bedrooms that sleeps the whole crew. Pool & hot tub heated to 87-102 F, 365 days. Winter rink, summer pickle-ball courts. Please respect quiet hour 11pm-7am so everyone can relax.

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.)

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

Private Lower 1 BR + Sofabed Self Checkin with PKG

Family Home Near St Clair W and Public Transport

*RARE LOFT* Huge Artistic Gem in Heart of Downtown

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

The Crescent North.

Cozy Studio Near the Subway

Luxury Haven in Little Tibet

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

RentX | Yorkville 1-Bed Suite - Gym/ Pool/WiFi

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

Beautiful Penthouse with Breathtaking View

Luxury Designer Condo, steps to CN tower

Beautiful Lake View Studio Condo + 1 free Parking

King West Triplex Main FLR PVT APT 1 BDRM Parking

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

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

2-Storey Loft in Trendy Dundas W

Walk to CN Tower | 1+1 BR | Free Parking

Bright Apartment in Casa Loma

2-storey Penthouse w/2 parking and lake/city views

Downtown Modern Loft - 2 Car Parking & Terrace!

Ultra Luxury Custom Downtown Penthouse

Spacious 2BR Modern Apt Downtown

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 | $125 CAD | $114 CAD | $124 CAD | $110 CAD | $135 CAD | $133 CAD | $147 CAD | $146 CAD | $128 CAD | $146 CAD | $143 CAD | $122 CAD |
| 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 40 vacation rentals in The Annex, Old Toronto

Verified guest reviews
Over 1,050 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of The Annex, Old Toronto vacation 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
- Rentals with a fireplace The Annex
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- Rentals with outdoor seating The Annex
- Family-friendly rentals The Annex
- Rentals with a washer and dryer The Annex
- House rentals The Annex
- Apartment rentals The Annex
- Rentals with a patio 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
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




