Pet-friendly vacation rentals in Old Toronto

Modern 1BR Toronto Downtown Condo, King size bed

Located in the heart of downtown, this new modern and stylish 1 bedroom condo will be the perfect stay for your next Toronto experience. It features an open concept which blends functionality and comfort, it has soaring ceilings and floor-to-ceiling window. All major attractions and arenas are walking distance to where you will be staying. Events at, Roger’s centre, CN Tower, Ripley’s Aquarium, the Exhibition place, Scotiabank Arena, TIFF lightbox and Waterfront activities are a few mins away.

Walkability · Comfort · View

Sun-Filled Two-Storey Loft | Liberty Village

Welcome to our two-storey loft in the heart of entertainment! You have the place to yourself, and location strikes the perfect balance of quiet, yet close to the action. Most popular booking reasons: access to concert venues, conference centres, downtown core, waterfront and all professional sports. Work from home is ideal with a dedicated work space. The balcony gets lots of sun light; it's a cozy place to relax, have a drink and read a book. Make yourself at home and enjoy the area!

Walkability · Pets · Nearby

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!

Walkability · Pets · TV

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Outdoor spaces · Pets · Air conditioning

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.

Pets · Walkability · Shared spaces

Debonair Condo Heart of Toronto w/Free Parking

Enjoy a stylish experience at our centrally located home. Take advantage of charming cafes, Michelin-star restaurants, and boutiques at your doorstep. Steps from the following (walking times) - Financial District - 9 min - St. Lawrence Market - 6 min - Eaton Centre - 12 min - Distillery District - 18 min - St. Michael's Hospital - 9 min Note: there is a new condo building under construction which partially obstructs the view. This is not yet captured in the photo.

Walkability · Quiet · Comfort

Downtown Gem! Free Park + Roof Deck + Backyard BBQ

Prime location with a 99 Walk Score, 98 Transit Score & 99 Bike Score—steps from restaurants, shops, and transit, yet tucked on a quiet street for peaceful sleep 😴 Sparkling clean with comfy beds, in-home laundry, and flexible early check-in/late check-out when available. Dedicated quiet work/study space for 4. Enjoy free garage pad parking, rooftop deck, gas BBQ, treed backyard, and complimentary coffee/tea. Comfort, convenience, and thoughtful touches await!

Walkability · Outdoor spaces · Cleanliness

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.

Outdoor spaces · Pets · Family

Panoramic Views in Bright Loft + Free Parking

The loft has more windows than it has walls and offers a clear view of the city sky. Located in the heart of downtown, you're close to all major attractions, restaurants, bars, and coffee shops. Toronto's legendary Fashion District is where you'll find all the action. Waterworks Food Hall is right next door and makes a great co-working location. NO PARTIES - your stay will be terminated and you will be charged extra fees.

Walkability · Pets · Sleep quality

Luxury 4BR | World Cup | High Park & Beach

Luxury 4-bed, 4.5-bath home sleeping 8 in Toronto's vibrant west end. Steps from the cafes and restaurants of Roncesvalles Village, 10-min walk to Sunnyside Beach and High Park — Toronto's largest public park. BMO Field (World Cup 2026 venue) is a 30-min walk or quick rideshare away. Glimpses of Lake Ontario from the master terrace. Self check-in, high-end finishes throughout, fast WiFi, dedicated workspace, and pets welcome.

Pets · Outdoor spaces · Laundry

Garden Home @ Trinity Bellwoods Park

Enjoy the amazing Trinity Bellwoods area/park & Ossington in my modern 1 bed/1 bath apt; with a fold down double bed in the living room, for extra guests. Start the AM on the deck with your coffee. Cable/Netflix. Check-In 3 PM, Check-Out 11 AM. Parking permits can be organized. (1 day $20-$45 wk) Lower level- bathroom, storage & laundry. App. Ref.#2804-346

Walkability · Pets · Cleanliness

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

The World Cup is here! Welcome, make yourself at home. This cozy and clean bachelor studio is perfect for business or leisure stays. It features great city views, tranquil-chic decor, and a thoughtful layout with defined sleep, eat, work and lounge space. There is space for two, but accomadates one comfortably.

Walkability · Kitchen · Condition