
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.

Ask re: FALL Specials-Heated Pool-tub Open 365 Day
Ask about FALL BONUS NIGHTS: BOOK 2 nights-get 3rd for free: Located right by the lake. HEATED private pool and spa. OPEN 365 days- EVEN IN WINTER !! Explore local shops on Queens St. Swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

4 BR, 3BA Modern Toronto Home | Offices, Espresso
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!

1300sf unique artists loft. Downtown coach house
Stellar 1,300sf artists loft (sleeps 5)! 1920’s coach house on a leafy street In the heart of downtown. Market/Chinatown/AGO/UofT/OCAD/UHN within blocks. Renovated with antique carpets/curios/plush furniture for vibrantly authentic decor. My urban 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!

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.

High Floor & Spacious Corner Unit @ Harbourfront
Enjoy a luxurious experience at this centrally located condo in one of the best possible locations in Toronto with unobstructed panoramic views from the 41st floor. You walk in to a spacious open concept kitchen and living room with wrap around windows that highlight the CN tower and the downtown skyline. Two bedrooms with floor to ceiling windows and big beds to ensure a comfortable stay. We are walking distance to restaurants, CN tower and arenas. One free parking is also available

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!

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.

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.

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.

Canadiana Downtown Condo w/King Bed + Free Parking
We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

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

Cozy Leslieville 2-Bedroom Home

Newly Renovated House Sunnybrook Toronto 3parkings

Family Home Near St Clair W and Public Transport

Luxury Modern Downtown House

Victorian Home Downtown Toronto, Cabbagetown

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

Luxury Designer Condo, steps to CN tower

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

King West Triplex Main FLR PVT APT 1 BDRM Parking

Charming Condo w Parking, CN Tower View & Pool

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

Modern Designer Home w/ Pool Open Game Rm/Fire Pit
Private, pet-friendly home rentals

2-Storey Loft in Trendy Dundas W

Pet Friendly Condo, Private Terrace, Pool & Gym

Dupont & Relax – 2BR Comfy Stay

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

Valentina's Oasis in Downtown Toronto

Guest suite 10 min to subwy w kitchen FREE parking

Perfect Midtown Pied-à-terre

Balcony Bliss, Access to Pool & Gym
Quick stats about vacation rentals that are pet-friendly in The Annex, Old Toronto
Total rentals
40 properties
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Rentals with a fireplace The Annex
- Family-friendly rentals The Annex
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- Rentals with a washer and dryer The Annex
- House rentals The Annex
- Rentals with a patio The Annex
- Rentals with outdoor seating The Annex
- Pet-friendly rentals Toronto
- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara