Family-friendly holiday rentals in Toronto

Artist's Lovely Cabbagetown Century Home Downtown

Located in a peaceful historic neighbourhood, you'll feel right at home in this Arts and Crafts residence featuring authentic finishes, hardwood floors, private courtyard garden, and deck. A quaint cottage-like gem filled with the artist's original works. Fast hi-speed Wi-Fi, premium cable. One block from streetcars. Many award-winning restaurants, jazz bars and gourmet shops. Walking distance to the core of Toronto's downtown. Street parking and city lot on the block. Superhost for 11 years.

Brand New Condo Downtown Toronto beside CN Tower

FIFA Location: Brand new 1 Bedroom + Den fully furnished executive private condo in the heart of downtown Toronto with private CN Tower & Lake Ontario view. Perfect for business trips, couples & solo travelers. Complimentary: Free welcome bottle of wine. Free Coffee & Tea High speed internet - 1 Gbps fibre. Full kitchen Ensuite washer & dryer with all soaps & detergents. 2-15 minute walk to: FIFA BMO Field Scotiabank Arena Union Station Rogers Center CN Tower Ripley's Aquarium Waterfront

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

World Cup - Queen West Unique Laneway Home

Featured in Dwell, this unique and private detached laneway home is located in Toronto's trendiest neighbourhood, West Queen West. The Scandinavian inspired retreat features an open concept main floor with a walkout to a private patio, a spa like bathroom with skylight and heated floors, 2 spacious bedrooms and is packed full of smart technology and entertainment features. Cozy up for a movie with the 100 inch projector or listen to your favourite music on the full home smart speaker system.

Sun-Filled Two-Storey Loft | 15 Minute FIFA Walk!

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!

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

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

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

Cozy CN Tower Sunset View Haven

Location! Location! Location! Step into your dream escape! Located in the vibrant heart of downtown, on the 58th floor offers a front-row seat to breathtaking sunsets and stunning panoramic views of the CN Tower. Just steps from all major transportation, you're perfectly positioned to soak up the best the city has to offer. Imagine sipping your morning coffee with the city skyline spread out before you—this is the perfect spot to experience Toronto

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

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.