Family-friendly vacation rentals in Old Toronto

Luxury Yorkville Escape | Condo in Prime Location

Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

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.

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Take in Panoramic City Views from a Sophisticated Condominium

This one-bedroom, two-bathroom suite on the 40th floor offers approximately 750 square feet of open-concept living. The bright and spacious layout features quality finishes, including granite countertops, stainless steel appliances, and floor-to-ceiling windows. All furnishings are of designer quality, creating a stylish modern and comfortable atmosphere. The skyline and city lights add to the overall experience. Suite includes, King-size bed, a work desk, washer/dryer, and plenty of space!

Bright & Spacious 3BR Family Home | Walk to Subway

Stay in a bright & spacious 3 BR home just steps from Coxwell Subway, with direct access to downtown Toronto in 10 minutes. Perfect for families, small groups, or business stays, this home combines space, comfort, and unbeatable transit access in one of Toronto’s best walkable neighbourhoods. This family friendly home is full of natural light and features a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

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.

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.

Private Guest Suite with Separate Entrance.

Have this entire guest suite to yourself that's just a 4 min. walk from the beach and the boardwalk. This is a lovely, spacious 1 bedroom with its own open concept living and dining areas with a separate, keypad lock entrance for privacy. Quiet residential street close to public transit, grocery stores, lots of great restaurants and the beach. Wifi, radiant heat in the floors, with full bathroom, laundry, 8 foot ceilings, central air conditioning and 800 sq. feet of living space.

Stylish 1870s Home near Distillery District & Old Toronto

Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Bright & Cheerful Laneway Home

The Laneway suite is my home and was built in 2022 as my dream home in behind an investment property. I’ve equipped my laneway home with all the modern amenities and have tried to give it a real homey feel. I am an artist and my own art is displayed on the walls. I love music so I’ve equipped it with a nice surround sound system. I travel often for work but I’m always reachable through the airbnb messaging system.