Family-friendly vacation rentals in Toronto

4.96 out of 5 average rating, 368 reviews

A bright living area is highlighted by large floor-to-ceiling windows, allowing ample natural light. A comfortable gray couch adorned with throw pillows faces a glass coffee table. A large mirror reflects the space, while a minimalist bookshelf adds a stylish touch.

Loft in Toronto

Designer 1BR Loft • Bright & Spacious • Queen West

A bright and stylish urban loft in the heart of downtown! This sun-filled suite features soaring 12-ft ceilings, stunning floor-to-ceiling windows, and sleek hardwood floors. Relax on the oversized sofa, dine at the modern table, and cook in the fully stocked kitchen with stainless steel appliances. Sleep soundly on a plush Westin Heavenly queen bed, and refresh in the spa-like marble bathroom. Includes in-suite laundry, high-speed Wi-Fi, and an unbeatable location near vibrant King Street West!

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.91 out of 5 average rating, 107 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

4.95 out of 5 average rating, 229 reviews

A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.

Guest suite in Toronto

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.

4.9 out of 5 average rating, 176 reviews

Guest suite in Toronto

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

4.99 out of 5 average rating, 251 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? 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

Superhost

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

4.93 out of 5 average rating, 207 reviews

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.

4.94 out of 5 average rating, 190 reviews

A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.

Apartment in Toronto

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

4.99 out of 5 average rating, 207 reviews

Guest suite in Toronto

Bright Private Basement Suite | 1BR Near Subway

A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.

4.91 out of 5 average rating, 106 reviews

Huge Artist Loft Coach House Downtown w/ Parking

1400 sf artist loft. Top floor 1920’s coach house. Leafy side street in cultural center. 3 min walk to Spadina Streetcar— 20min ride to FIFA at Toronto Stadium and Fort York. Kensington Market/AGO/UofT/OCAD/UHN within blocks. Antique carpets & deco furniture create a vibrantly authentic decor— this urban industrial jewel stands apart from cookie cutter condos! Queen mattress in bedroom, day bed/sofa in living room. Lots of flexible space. Free PARKING!

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

4.99 out of 5 average rating, 182 reviews

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 !

4.83 out of 5 average rating, 287 reviews

A spacious living area features a light-colored sofa facing a large window, with natural light filling the space. A modern staircase leads to the upper level. Textured stone walls add depth, and a small wooden table is positioned next to a comfortable chair.

Loft in Toronto

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.

The living space features a modern sofa accompanied by a vibrant area rug. A small dining table with four chairs is positioned near large windows that allow natural light. Wall art and a stylish light fixture enhance the contemporary design.