Family-friendly holiday rentals in Downtown Toronto

Guest suite in Little Portugal

Bright Suite in Little Portugal / Queen West

Our guest suite is bright, spacious & cozy - just down the street from The Drake Hotel. We're in the heart of Little Portugal - tons of amazing restaurants, shops, amenities & cafes in all directions. It’s a great launch pad to explore Queen west / Ossington / Parkdale / Trinity Bellwoods / Dundas West. *Check-in using the keypad on. We keep the space simple and very clean, all the linens & towels are cotton and you'll find organic coffee beans ready to grind + brew! *Pack+play bed available

4.93 out of 5 average rating, 215 reviews

4.98 out of 5 average rating, 169 reviews

Luxury 1BR- Exclusive Maple Leaf Square condo

Beautiful and spotless 1 bedroom condo located in the prestigious Maple Leaf Square. Located next to Scotiabank Arena, and steps to Union Station, Rogers Centre, Ripleys Aquarium, CN Tower, Metro Toronto Convention Centre, and more. Floor to ceiling windows. Hi-Speed Internet/ Wi-Fi, 42" Flat Screen Cable TV, fully-stocked kitchen and washer/dryer in the unit. Spectacular view from your private balcony. A grocery store, liquor store, bank and restaurants are also located within the building.

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.

4.94 out of 5 average rating, 130 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.

The image displays the CN Tower from different angles, showcasing its height against a sunset and nighttime sky. The left view highlights the tower with the Rogers Centre below, while the right view features the illuminated tower amidst the city lights, emphasizing the vibrant colors at night.

4.95 out of 5 average rating, 634 reviews

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking

Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min

A spacious balcony offers panoramic views of Toronto's skyline, including the iconic CN Tower nearby. Outdoor seating arrangements are visible, providing a place to relax while enjoying the cityscape. Clear skies and scattered clouds enhance the bright atmosphere of this high-floor location.

4.89 out of 5 average rating, 131 reviews

Luxury Condo near CN Tower/Scotia Arena w/ parking

Includes 1 free parking spot! Private 1 bedroom + den condo on a high floor overlooking Toronto with a large balcony, fits 3 guests with 1 queen bed, 1 single cot, and 1 regular sofa. Located next to the CN Tower in the heart of the city. 5 min walk from Scotiabank Arena, Ripley's Aquarium, CN Tower, & the Toronto Harbourfront. Steps from the city's transit hub Union station. Equipped with a kitchen, 4K TV with streaming apps, you will find yourself feeling at home with this luxurious condo.

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.

4.92 out of 5 average rating, 221 reviews

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, 269 reviews

Home in Downtown Toronto

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

4.92 out of 5 average rating, 168 reviews

Skyline Condo | Free Parking | Steps to CN Tower

Stay in the heart of downtown Toronto with FREE PRIVATE PARKING included. This modern one-bedroom condo is just steps from the CN Tower, Rogers Centre and waterfront. Enjoy beautiful skyline views, floor-to-ceiling windows and a private balcony. The unit features a comfortable queen bed, sofa bed, full kitchen, smart TV, high-speed Wi-Fi and in-suite washer and dryer. Perfect for couples or small groups. Guests also have access to the building's gym and outdoor pool.

4.91 out of 5 average rating, 137 reviews

Home in Downtown Toronto

Beautiful, Bright 1-Bedroom in Victorian Home!

Feel at home in the heart of Toronto in this beautifully renovated century old Victorian main-floor suite on a quiet Kensington Market street. Enjoy an incredible bright solarium, spacious living room, fully equipped galley kitchen, and large bedroom with a king size bed. Private furnished backyard to enjoy. Walk to Kensington Market, Chinatown, Little Italy, U of T, and major hospitals. A stylish, comfortable home base perfect for exploring the city.

4.99 out of 5 average rating, 187 reviews

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.

Home in The Beaches

Luxury 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 !

4.84 out of 5 average rating, 303 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 Downtown 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.

4.98 out of 5 average rating, 109 reviews

A spacious outdoor deck is furnished with a large sectional couch and a glass table. The well-maintained garden is bordered by wooden fencing, featuring a lush green lawn, flowering plants, and a hammock hung between two trees, with a children's playhouse visible in the background.

Apartment in Midtown

Main fl Annex, private garden oasis, welcome dogs!

Entire main floor of a beautiful 100-year-old Victorian house with incredible 100-foot-long PRIVATE garden oasis - great for dogs!. Located in the heart of the Annex, one of Toronto’s oldest and most vibrant neighbourhoods with stately homes, leafy streets and loads of hip bars, cafes, and restaurants.

Popular amenities for Downtown Toronto family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.

4.94 out of 5 average rating, 179 reviews

Rooftop Pool Condo with CN Tower View

The image captures a vibrant urban landscape featuring a modern building with glass and metal elements. The prominent CN Tower stands in the background against a clear blue sky. The area is filled with pedestrians enjoying the surroundings, complemented by greenery and architectural structures.

4.85 out of 5 average rating, 106 reviews

Central downtown condo next2 CNtower+free parking

4.98 out of 5 average rating, 130 reviews

Luxury Downtown Condo For 6 (CN Tower View)

A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.

4.92 out of 5 average rating, 185 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.

4.93 out of 5 average rating, 126 reviews

Stylish 1BR on Toronto’s Harbourfront

A bright living area is displayed with a spacious sectional sofa, accented by colorful throw pillows. A wooden coffee table rests on a patterned rug, with sunlight filtering through large windows, illuminating potted plants placed strategically around the room.

4.97 out of 5 average rating, 119 reviews

Downtown Oasis with Serene Patio

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.97 out of 5 average rating, 193 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.

4.96 out of 5 average rating, 102 reviews

Prime location • Amazing views • FREE parking

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 134 reviews

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

4.94 out of 5 average rating, 627 reviews

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Downtown Toronto

Comfy Oasis In Historic Downtown Neighborhood

Home in Trinity-Bellwoods

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.

Garden Home @ Trinity Bellwoods Park

4.92 out of 5 average rating, 397 reviews

4.85 out of 5 average rating, 247 reviews

A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.

Condo in Yorkville

Stylish Yorkville Studio: Near U of T & ROM

4.85 out of 5 average rating, 534 reviews

An open-concept living space showcases a foosball table in the foreground, with colorful player figurines. A staircase leads to the upper level, while exposed brick walls and a cozy seating area with a sofa create a welcoming environment. Bicycles are displayed on the wall.

Loft in Liberty Village

1100sq True Loft with Parking!

4.92 out of 5 average rating, 155 reviews

Home in Roncesvalles

Garden Gem | Central | Walk to City's Best Places.

A modern kitchen area is equipped with stainless steel appliances, including a large refrigerator and oven. A glass-topped breakfast bar is accompanied by two neutral-colored stools. Decorative wall art and a small plant add visual interest, while natural light enhances the bright ambiance.

4.92 out of 5 average rating, 273 reviews

Vibrant downtown place

4.85 out of 5 average rating, 197 reviews

An expansive terrace features a dark sectional sofa with colorful accent pillows and a spacious dining table with chairs. Potted plants add a touch of greenery, while large glass windows provide natural light and views of the surrounding area.

Loft in Downtown Toronto

Executive suite w/ private urban terrace + parking

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 142 reviews

Good Looking Condo Across from CN TOWER & MTCC

A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.

4.78 out of 5 average rating, 153 reviews

2BR Across from CN Tower & MTCC

A modern living area features a comfortable gray sofa adjacent to a circular dining table set for four. Large windows provide abundant natural light, and a television is positioned on a minimalist white media console. A colorful piece of art adorns the wall.

4.83 out of 5 average rating, 180 reviews

Central Condo Across CN Tower

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.85 out of 5 average rating, 168 reviews

Beautiful Condo Across CN Tower and MTCC

The living area features a white leather sofa adorned with blue floral cushions, paired with a glass coffee table. A plant is positioned beside the floor-to-ceiling windows, allowing natural light to brighten the space. In the background, the kitchen is visible with modern appliances.

4.92 out of 5 average rating, 142 reviews

1BR+Den|Parking&Pool|Union Station|CN Tower&Arena

A modern living space is presented, featuring a dark leather sectional sofa positioned near large windows that provide a city view. A dining area with a black table and chairs is visible, along with a sleek kitchen design highlighted by red accents. Soft lighting is provided by a floor lamp.

4.84 out of 5 average rating, 103 reviews

Executive Suite, Toronto Skyline

An open-concept living space features a modern kitchen with dark wood cabinetry and red accents. A dining table with stylish chairs is positioned beside a cozy seating area, while floor-to-ceiling windows allow natural light to fill the room, offering a view of the vibrant city.

4.97 out of 5 average rating, 109 reviews

Modern 2BR 2BATH Urban Core Hotel-Style Condo