Pet-friendly holiday rentals in The Annex, Old Toronto

Find and book unique pet-friendly homes on Airbnb

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

Pet-friendly house rentals

Guest favourite
Home in Roncesvalles
4.92 out of 5 average rating, 159 reviews

Cozy one bedroom apartment in Roncesvales village

CarolineRating, 5 stars2 weeks ago
The location of this apartment is fabulous. Easy to get from the airport and to get into the centre of Toronto. There is a big supermarket and liquor store a few minutes walk away and many restaurants, cafes and bars. High park is a short walk and the surrounding roads are very pretty. The bed in the apartment is comfortable, the shower is great. It’s quiet at night and easy to sleep.
Guest favourite
Home in Downtown Toronto
4.95 out of 5 average rating, 114 reviews

Victorian Home Downtown Toronto, Cabbagetown

RuthisonRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Toronto
4.9 out of 5 average rating, 134 reviews

Charming Century Home Close to Vibrant Shops

CourtneyRating, 5 stars2 months ago
The home was beautiful! We loved the decor and all of the characteristics of this historical house. The neighborhood was very safe, a 12 minute walk to the station of a 8 minute walk to the bus stop near aisle 3. The hosts were so friendly! They even had snacks and food waiting for us at the air bnb upon arrival. If you’re looking to get close to downtown without the hassle of driving this area is in a very good spot! We will definitely be returning, thanks again!
Top guest favourite
Home in Trinity-Bellwoods
4.92 out of 5 average rating, 344 reviews

Garden Home @ Trinity Bellwoods Park

HilaryRating, 5 stars6 days ago
love David's place, would definitely stay again our family of 5 enjoyed our time in Toronto. David allowed for an early check in which made our early morning flight so nice easily walked to everything (CN Tower, Harbor, markets, bus to Niagara) great food and shops just down the street easy parking on the street with a paid pass through the city that was printed right in the unit...so convenient! thanks for a great stay
Guest favourite
Home in Scarborough
4.95 out of 5 average rating, 104 reviews

New Cstm Bld 2 BDRM Cozy Suite-Heated Flrs-Game Rm

ZaimaRating, 5 stars1 week ago
I was more than lucky to have found Natalie’s place, it’s in a great neighbourhood, place was exactly like the photos & as described, and the most amazing host I’ve ever encountered in this app. Natalie was always more than accommodating with my requests & responded on time. She is also such a great person herself, she will not let you down. A million thank yous Natalie 🥰
Top guest favourite
Home in North York
4.88 out of 5 average rating, 80 reviews

Casa Meya - Toronto Poolhouse Villa

EhsanRating, 5 stars4 days ago
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!
Guest favourite
Home in Upper Beaches
4.9 out of 5 average rating, 48 reviews

The Park View: Upper Beach Oasis

SamRating, 5 stars5 days ago
Will definitely stay here again! Thanks Dave :)

Pet-friendly home rentals with a pool

Guest favourite
Flat in Downtown Toronto
4.92 out of 5 average rating, 37 reviews

Urban Luxury in the Heart of Downtown Toronto

SophiaRating, 5 stars4 weeks ago
It was a great experience. The host is really nice and friendly. He replied to me really fast. Very recommend
Guest favourite
Apartment in Downtown Toronto
4.89 out of 5 average rating, 35 reviews

Cozy 1B Luxury Condo Heart of TO

DanielRating, 5 stars1 week ago
Vivek’s place is great. It is perfect for a stay in Toronto. It has everything one would need for a weekend getaway. Vivek is a great host. We will be staying with Vivek in the future!
Superhost
Apartment in Downtown Toronto
4.91 out of 5 average rating, 23 reviews

Chic 1 Bed+Den Condo in Downtown Toronto

JessyRating, 5 stars2 weeks ago
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!!
Guest favourite
Apartment in Mississauga
4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

AntonioRating, 5 stars1 week ago
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well
Guest favourite
Apartment in Downtown Toronto
5 out of 5 average rating, 35 reviews

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym

DavidRating, 5 stars5 months ago
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.
Guest favourite
Apartment in Mississauga
4.84 out of 5 average rating, 267 reviews

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

VerdiRating, 5 stars2 weeks ago
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..
Superhost
Apartment in Downtown Toronto
5 out of 5 average rating, 4 reviews

Modern 2 Bedroom DT Condo on Yonge with Parking

ConnieRating, 5 stars2 weeks ago
Great host! Beautifully remodeled. Stayed four nights lots of sightseeing, great location building is safe and has parking. Security in building 24 seven. This was a last-minute Trip. We had a late check-in, everything went smoothly. We had an amazing time . Highly recommend Daniel.
Guest favourite
Apartment in Downtown Toronto
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars1 week ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.

Private, pet-friendly home rentals

Superhost
Flat in Downtown Toronto
4.76 out of 5 average rating, 37 reviews

Premium Studio Perfect for 2 with Free Parking

CourtneyRating, 5 stars4 days ago
Everything was good. Only bad part was that you have to leave your car outside on the street and hope it doesn’t get a ticket or towed while you run up for the keys. I didn’t have any issues but I could see how some people might
Superhost
Guest suite in Midtown
4.71 out of 5 average rating, 24 reviews

Quiet and private bachelor, separate entrance.

RebeccaRating, 5 stars7 months ago
Olivia’s place was perfect for me as a solo traveler visiting Toronto for a long weekend! Getting downtown was very easy - It was about a 30 minute bike ride. City bikes were conveniently located just down the road at a nearby park. Olivia was quick to respond with any questions I had about the area. Her place was clean, comfortable, and exactly as described, would recommend!
Guest favourite
Flat in Toronto
4.94 out of 5 average rating, 89 reviews

Toronto Island Wonderland View

Valerie And RandyRating, 5 stars8 months ago
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!
Top guest favourite
Guest suite in Toronto
4.9 out of 5 average rating, 58 reviews

Bloordale Marvel

JeanelleRating, 5 stars2 days ago
Stephen and Michelle were wonderful hosts to us and our dog. Their space is comfortable, spacious, and feels right at home. The location is super convenient to a bunch of cafes, restaurants, buses, trains, and it was also easy for parking once you get a temp permit. They were super helpful and responsive to all our needs and would definitely stay here again.
Guest favourite
Townhouse in Yorkville
4.8 out of 5 average rating, 84 reviews

Stunning Yorkville Townhome Backing onto Park

HuilinRating, 5 stars1 month ago
We stayed in this villa for 8 days. This villa is very clean, warm and comfortable, with all kinds of facilities. Its geographical location is very good, close to the city center, close to a beautiful park, and the environment is very good. We had a very pleasant holiday here. When we encountered some small problems, the housekeeper quickly solved or helped us. It was very heartwarming. We look forward to the opportunity to come here in the future.
Guest favourite
Flat in Downtown Toronto
4.96 out of 5 average rating, 25 reviews

RentX |1-Bed Corner Suite-MTCC/Rogers Centre/FIFA

HarrietRating, 5 stars2 months ago
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.
Top guest favourite
Guest suite in Davisville Village
5 out of 5 average rating, 25 reviews

Perfect Midtown Pied-à-terre

annaRating, 5 stars1 week ago
This is one of the best experiences I've ever had with staying away from home. The apartment is beautiful, fully equipped, clean, well ventilated. The beds were comfortable. The neighbourhood was lovely, lots of greenery, but very close to the hustle and bustle of Toronto's Young, Eglington and Mount Pleasant streets. The hosts were amazing too. So responsive, helpful and friendly. We could not have found a better place to stay in Toronto. Thank you Margery and Naghi for everything. We'll definitely stay there again next time we are in town!
Guest favourite
Flat in Parkdale
4.82 out of 5 average rating, 34 reviews

Brock Avenue Escape - Entire Apartment

StephenRating, 5 stars3 weeks ago
We loved our stay , beautiful view, enjoyed the chocolate maker store adjacent to the apartment. It was easy to get around and the area was walkable and safe. Everything was as described in the add and a very nice apartment.

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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