
Pet-friendly holiday rentals in The Annex, Old Toronto
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Top-rated pet-friendly home rentals in The Annex, Old Toronto
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Popular amenities for The Annex, Old Toronto pet-friendly home rentals
Pet-friendly house rentals

Welcome to Your Urban Oasis! +1 Parking Spot
Athanasois place was clean, bright, stylish and in a very continent location close to groceries and restaurants but not far from King Street West or Queen Street West. Extra points for the comfortable couch and the amazing rooftop patio. Would 100% stay again.

Serene Home in Harbord Village
This place was amazing! Super close to everything you need, reasonable walk from the cn tower!! The only warning i would give is it requires you to handle stairs a lot (the third floor stairs are pretty steep but the room is gorgeous and spacious) but if you can handle them you will love it!!! And the pricing was a steal!

Victorian Home Downtown Toronto, Cabbagetown
Sarah’s home is a wonderful stay in the city with such a homey feel and proximity to downtown. Sarah was communicative and provided great suggestions for things to do in the area!

Heated Pool-tub Open 365 Days
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!

Luxury Home in Trinity Bellwoods | Hot Tub
Wonderful home, in a perfect location. Nick’s communication was great.

Charming Bungalow in Greektown!
Absolutely beautiful place with every amenity you could think of included! Extremely responsive host and loved the walkability of the neighborhood.

Casa Meya - Toronto Poolhouse Villa
We had an amazing one-week stay at Roozbeh’s place with our family. The home was spotless, beautifully designed, and filled with high end technology and stylish furniture that made our stay both comfortable and luxurious. Every detail was thoughtfully put together, and we truly felt at home. Roozbeh was a warm and welcoming host, very responsive and friendly throughout our stay. We couldn’t have asked for a better experience. Highly recommended!

The Park View: Upper Beach Oasis
Will definitely stay here again! Thanks Dave :)
Pet-friendly home rentals with a pool

RentX | Yorkville 1-Bed Suite - Gym/ Pool/WiFi
Wonderful location, space and amenities. Couldn’t recommend it more highly for anyone staying in the area. Will definitely be back!

1BedroomCondo/Pool/CN Tower/Entertainment District
Easy check in and out. Jacob was accommodating as well as great with communication and responses. clean and tidy when we arrived. good size balcony for relaxing in the shade in the morning with afternoon sun. we used the heated rooftop pool it was amazing at night with the CN tower all lit up. lots of extra towels and blankets/pillows what a comfy little place. we will be back to stay again! Highly reccomend.

Classy 1 Bed+Den Condo in Downtown Toronto
Helpful and responsive host and Co-hosts!! Great communication! Beautiful place, great location in downtown Toronto! Great location for food as they are around every corner. Would definitely book again the next time I come around!!

Beautiful Penthouse with Breathtaking View
Wafa was an incredible host and was always responsive and attentive to any questions we had. The place was just as described, clean, and had a wonderful view. Would definitely book again!

Cozy Central Condo in DT Toronto
This stay was perfect. The condo felt very cozy and right at home. Adithya was the best host you can ask for. They were extremely accommodating and understanding. I would recommend this place to anyone looking for a super nice condo in Toronto with a lot of activities around.

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym
An excellent apartment with a lovely city and lake view. Convenient to the subway and lively Yonge St, but closer to the quieter Bay St and the university. Super responsive communication.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Great place , easy to find and there are many great things to do in the area , and the view front the condo was just beautiful..

Charming Condo w Parking, CN Tower View & Pool
This is my second time staying with Ali and he never disappoints. He is a wonderful host with an even more wonderful airbnb. He is super helpful and responsive and will work to accommodate all of your needs! Very responsive and knowledgeable of the area. The building and amenities are amazing, veey few places in the city can compete. Highly recommend!
Private, pet-friendly home rentals

Humber Valley Private Suite
We loved staying at Susan's place. It was quiet and clean and the perfect size. We appreciated her communication throughout the process and would definitely stay there again and recommend it to anyone going through Toronto.

Royal 1BD Condo in Downtown Toronto
Booked for my friend and he likes the place

Unique Converted 1913 Church
We found the unique church to be just that. It’s beautifully remodeled, in a great location and has plush amenities. The loft has a sectional sofa that is pull out bed and probably the most comfortable one I have ever slept on! Both floors have restrooms and great showers. It’s extremely clean and has great light. If you’re traveling with guests where some are earlier risers than others, I would suggest the non early risers utilize the bedroom as you can hear the kitchen and living room from the loft. I would also recommend unloading luggage/groceries at the front of the building (on Jones) if you are parking in the rear. Which, the team running this location handled beautifully! Parking was a breeze! It’s very difficult to find any negative feedback for this beautiful space as it is so well done, modern and unique. Thanks for a wonderful stay!

Toronto Island Wonderland View
Sylvia’s place was perfect for our long weekend staycation! It was just the right amount of space for my husband, two year old and small dog. It was cozy, clean, and conveniently located. We love the island and this was an amazing find. Sylvia was available and responsive. We’d definitely book here again!

RentX |1-Bed Corner Suite-MTCC/Rogers Centre/FIFA
We had a 2 month stay at Luca’s apartment and it was perfect. The apartment was stunning, and had everything we needed. The kitchen was fully equipped, and the milk frothier for our coffee was a lovely bonus! Mike’s grocery store was about a 3 minute walk from the apartment and had everything we needed for a weekly food shop. There were lots of restaurants and coffee shops nearby, (Pai being one of our fav’s), and exploring out was never really more than a 10 minute Uber away as the location is very central. We did rent a car a few times, and there were multiple parking lots minutes away from the apartment building which was super handy. Joe and Luca were responsive throughout, and made our stay very comfortable.

Valentina's Oasis in Toronto
Our stay at Valentina’s Oasis was absolutely wonderful. Valentina truly is the best of the best! From the very beginning, she immediately shared all the details we needed along with great restaurant suggestions and answered all our questions. Once we arrived, we were greeted by a spotless, beautiful home equipped with everything we could possibly need. Throughout our stay, she checked in to make sure we were comfortable and was always there to help if we had questions, needed help. We had the pleasure of meeting in person, and she’s such a warm, friendly, practical, and well organized person who knows exactly how to make you feel at home. Oasis truly lives up to its name: it’s an incredibly peaceful, relaxing, and cozy retreat right in the heart of the city. We especially loved spending time on the lovely terrace, and it truly became a home away from home for us. Thank you so much, Valentina, for being such an amazing host and for going above and beyond to make our experience perfect!

Stylish Apartment in Toronto - Long term available
The place is really cozy, and I stayed for over one week happily. Good restaurants nearby, tho would be nicer if the place has a microwave. Kajsa is very responsive and helpful when I had a request or ran into issue.

B Life @ Leonard
Honestly one of the best overall Airbnb experiences we have, and we've stayed in quite a few. Rohan is an exceptional host and it shows in the property. All of the little touches are there that make Airbnb's so great from basic staples and toiletries to a full kitchen with appliances and utensils. The place itself is lovely and modern with a super comfy bed, soundproof windows, and temp controlled ducted cooling and heating. The WiFi is fast and consistent which matters a lot for working remotely. There's an awesome private backyard with bbq and chairs and table, but it was a bit too cold and wet to enjoy those while we were there. Theres great food nearby at Kensington market and at a little set of container street food stalls nearby that are dishing up great affordable food too. We'll definitely come back here again next time.
Quick stats about holiday rentals that are pet-friendly in The Annex, Old Toronto
Total rentals
40 properties
Total number of reviews
960 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Royal Ontario Museum, Bata Shoe Museum and Spadina Station
Destinations to explore
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park