Family-friendly vacation 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, 214 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 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.

4.96 out of 5 average rating, 194 reviews

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

Welcome to this luxury 3-bedroom, 2-bath lakeview condo in downtown Toronto. Enjoy stunning views of Lake Ontario and the CN Tower in a modern, comfortable space perfect for families, business travelers, or groups. Only a 3-minute walk to TTC Osgoode Subway Station, and about 15 minutes by subway to BMO Field, one of the 2026 FIFA World Cup venues. Close to Toronto’s best restaurants, shopping, nightlife, entertainment, and major attractions. *Not ideal for parties *Must be quiet

4.99 out of 5 average rating, 269 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, 137 reviews

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.

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

Enjoy the amazing Trinity Bellwoods area/park & Ossington in my modern 1 bed/1 bath apt; with a fold down double bed in the living room, for extra guests. Start the AM on the deck with your coffee. Cable/Netflix. Check-In 3 PM, Check-Out 11 AM. Parking permits can be organized. (1 day $20-$45 wk) Lower level- bathroom, storage & laundry. App. Ref.#2804-346

4.92 out of 5 average rating, 397 reviews

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

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

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

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, 184 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

4.98 out of 5 average rating, 130 reviews

Luxury Downtown Condo For 6 (CN Tower View)

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, 118 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, 192 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.94 out of 5 average rating, 151 reviews

Charming Condo w Parking, CN Tower View & Pool

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

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 134 reviews

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

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.

4.94 out of 5 average rating, 627 reviews

Comfy Oasis In Historic Downtown Neighborhood

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!

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

4.83 out of 5 average rating, 206 reviews

Bright downtown Toronto studio Renovated & Modern

Luxe

A modern living room features a gray sofa with decorative cushions, a coffee table, and a cozy rug. Shelves against the wall display books and decorative items, with a warm wooden accent above. A plant and stylish lighting enhance the inviting atmosphere.

4.94 out of 5 average rating, 139 reviews

The Robert House: Masterpiece in Harbord Village

4.92 out of 5 average rating, 155 reviews

Home in Roncesvalles

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

Townhouse in Downtown Toronto

Rare Park View + Terrace, Free Parking

4.93 out of 5 average rating, 104 reviews

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, 152 reviews

2BR Across from CN Tower & MTCC

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.

4.84 out of 5 average rating, 167 reviews

Beautiful Condo Across CN Tower and MTCC

4.92 out of 5 average rating, 165 reviews

Skyline Condo | Free Parking | Steps to CN Tower

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, 178 reviews

Central Condo Across CN Tower

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

4.99 out of 5 average rating, 160 reviews

The Fort York Flat

A modern living area features a sectional couch with decorative pillows and a wooden coffee table. Expansive floor-to-ceiling windows offer views of the city skyline. A flat-screen TV is positioned on a sleek console, while soft lighting is provided by a nearby lamp.

4.88 out of 5 average rating, 248 reviews

Modern 1+Den condo steps away from CN Tower & Lake