Family-friendly holiday rentals in Toronto

An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.

4.95 out of 5 average rating, 105 reviews

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.

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 109 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

An aerial view captures the iconic CN Tower against a clear blue sky. The skyline of downtown Toronto is featured prominently, showcasing a blend of modern skyscrapers and construction projects. The scene embodies a vibrant urban atmosphere with unobstructed city and lake views.

4.93 out of 5 average rating, 121 reviews

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

4.86 out of 5 average rating, 109 reviews

A sandy beach is depicted under a clear blue sky, featuring a small lifeguard station with a red roof positioned to the right. Colorful beach chairs are arranged in a row, with calm waters stretching into the distance.

Flat in Toronto

Cute retro beach flat

A unique getaway, this tiny, authentic home-away-from home is truly a Beach original, with genuine art, books, and the water just steps away. No 'hotel' vibe here, this vintage flat is an artist's home. Whether you crave a few days away to work in peace or to hit the beach, this tiny oasis has what you need. Good wifi & a workspace w extra monitor, great coffee shops, the library, the boardwalk for runs, the Fox cinema, and main floor access. Old, but charming :) and radiator heat is quiet .

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

4.92 out of 5 average rating, 210 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.

A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.

4.93 out of 5 average rating, 212 reviews

Beautiful 1 Bedroom Yorkville Condo w/ Parking

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

4.99 out of 5 average rating, 254 reviews

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

4.91 out of 5 average rating, 104 reviews

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

4.79 out of 5 average rating, 100 reviews

A bright living area features a blue sofa adorned with decorative pillows, complemented by a dining table with white chairs. Natural light filters through large windows, highlighting the wood flooring and contemporary decor elements, including a wall art piece and indoor plants.

Flat in Toronto

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

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, 183 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, 289 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.

A modern living area is highlighted by a spacious gray couch adorned with decorative pillows. Abstract artwork is mounted on the wall, complemented by a woven area rug. The open layout features a dining table, sleek kitchen, and natural light flowing through large windows.