Family-friendly holiday rentals in Downtown Toronto

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.

Family · Kitchen · Bathroom

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.

Indoor spaces · Kitchen · Nearby

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 .

Indoor spaces · Kitchen · Value

2-storey Penthouse w/2 parking and lake/city views

Stunning Two-Story Downtown Toronto Penthouse Stay in a luxury high-floor, two-story penthouse in the heart of CityPlace. This spacious condo features 3 bedrooms, 7 beds, and 4 bathrooms, perfect for families or groups. Enjoy beautiful lake and city views and an unbeatable location just steps from the CN Tower, waterfront, Rogers Centre, and top downtown attractions. Bright, modern, and centrally located—this penthouse is the perfect home base for exploring Toronto in comfort and style.

Indoor spaces · Kitchen · Getting around

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

Indoor spaces · Family · Hospitality

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

Family · Kitchen · Quiet

Lakeview Serviced Condo: 2bed 2bath 1 free parking

✓ Registration number: STR-2207-FXLKVD ✓ Modern 2-BR 2-BA Condo in the City's Heart ✓ Stunning 23rd-floor views of Harbor Front & Central Island. ✓ Free parking, full kitchen, Wi-Fi & Smart TV. ✓ Stay cool with central AC. ✓ 24/7 security and front desk. ✓ Direct indoor access to Longo's & LCBO via P.A.T.H. ✓ Prime location: Entertainment & Financial District. ✓ Minutes to Union Station, Scotiabank Arena, CN Tower & Rogers Center - Experience the best of city living!

Kitchen · Family · Value

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.

Indoor spaces · Kitchen · Decor

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 !

Family · Kitchen · Hot tub

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.

Indoor spaces · Kitchen · Location

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

Family · Kitchen · Value

Lakeview Condo in the heart of Downtown Toronto

Enjoy a stylish experience at this centrally located place. Beautiful views of the lake and sunrises. Minutes away from all Tourist attractions such as Centre island, Scotiabank arena, Ripley's aquarium, Restaurants, Toronto Harbourfront, Roger Center, CN Tower, union station ungrounded P.A.T.H. This is the place where you want to be.

Indoor spaces · Kitchen · Accuracy