Family-friendly holiday rentals in Old Toronto

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

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.

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, 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

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

The Peony Loft - a Modern Take on the Victorian

Built in 1893, this classic Toronto Victorian home will be a relaxed introduction to city life. Enjoy the upper living space, laid out over two floors, with a gorgeous private, beautiful furnished sky deck with a view of Toronto's exciting skyline. Experience the restaurants, pubs & nightlife of Toronto's College St. neighbourhood of Little Italy, all within walking distance of your front door.