Waterfront holiday rentals in Old Toronto

4.95 out of 5 average rating, 247 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.

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, 125 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.

4.89 out of 5 average rating, 122 reviews

1BR+sofa with waterfront views

Start your day with the breathtaking view of Lake Ontario and the stunning Toronto skyline! Whether you're visiting Toronto for business or leisure, the vibrant downtown core is undoubtedly the heart of this beautiful city. How better to enjoy it all than in a 1BR + sofa bed suite in downtown Toronto. You'll be near the CN Tower, Ripley's Aquarium, Rogers Centre, and the city's greatest restaurants and entertainment. Don't miss this wonderful opportunity in the city's most dynamic location!

4.93 out of 5 average rating, 152 reviews

Home in Roncesvalles

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

Book GardenGem @HighParkHomes risk-free to get our Insider’s Guide to Toronto's most vibrant places & best discounts. Keep it even if you cancel. 🚶🏻‍♀️WALK to BMO Field •RBC Stage •Little Portugal•Dundas •Bellwoods •Roncy •Little Italy 🚊UP EXPRESS Train in 10 mins to CN Tower, Scotia Arena, Rogers Centre •PRIVATE! High ceilings, heated floors, quality furnishings. ☀️Sunlight fills a big glass entry to lower level, renovated to 9' ceilings. 👨🏻‍🍳Full kitchen. 🧺Laundry ensuite.

4.96 out of 5 average rating, 189 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

The living area features a sleek grey sectional sofa adorned with decorative pillows, situated near floor-to-ceiling windows that offer views of the CN Tower. A dining table with chairs is positioned next to the windows, and a 65-inch Smart TV is mounted on a white entertainment unit.

4.9 out of 5 average rating, 146 reviews

Cozy 1BR Near CN Tower & Downtown Core

Situated on the 30th+ floor with floor-to-ceiling windows, you'll have the perfect view of the CN Tower, Rogers Center, city, and lake. The fourth photo in the gallery is the actual view taken from the room. Located in the heart of downtown. Minutes walk from the CN Tower, Rogers Centre, ACC, waterfront trails & Union/Train Station + PATH for convenience. 65" Smart 4K TV with Netflix and YouTube. Contemporary, quiet, and perfectly central location for your Toronto getaway

4.92 out of 5 average rating, 207 reviews

High-Floor w/ Balcony | CN Tower | Scotia | Rogers

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.

4.98 out of 5 average rating, 170 reviews

Amazing Views, King Bed, In The Heart of Toronto!

Enjoy the iconic Toronto skyline and Lake Ontario from the large balcony, with an incredible view of the famous CN Tower! King size bed - ideal for couples, solo guests, friends or those in town for work. Steps from Canada's largest transit hub, Union Station. Short walk to CN Tower, The Harbourfront, two major sports/concert venues, the Entertainment District, restaurants and shopping. Two guests maximum and no visitors permitted. Please read the rules section in full!

A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.

4.93 out of 5 average rating, 154 reviews

Luxury Entire Condo At Downtown+parking

Escape to luxury in our 1-bedroom Toronto haven! Enjoy just 5 minute walk to CN Tower and Roger center and 5 minutes ride from billy bishop airport Nestled in a prime Downtown Toronto area, our home boasts luxury furnishings for our guests. Perfect place for your events . Enjoy the seamless blend of comfort and convenience with easy access to highways and the subway and street cars. Unwind in the expansive, Spectacular Views, Comfort and Entertainment.

A modern studio space features a queen-sized bed with soft linens, accompanied by a stylish lamp and wall art. A round dining table with two chairs is situated nearby, and large windows provide natural light, framed by elegant drapery.

4.86 out of 5 average rating, 169 reviews

Amazing Lake View Studio CN Tower

Experience modern downtown living near the CN Tower, Scotiabank Arena, and the waterfront. This bright, open-concept condo offers a full kitchen, comfortable lounge, and floor-to-ceiling windows. Enjoy free Wi-Fi, fresh linens, and professional cleaning. Perfect for business or leisure, you're steps from top dining, entertainment, and easy transit. Valid ID is required at check-in; quiet hours run 10 p.m.–8 a.m. Book now and enjoy Toronto!

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 179 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

A modern bedroom features a spacious bed with a patterned comforter and two neatly arranged towels. Floor-to-ceiling windows provide a bright atmosphere, offering views of the cityscape. A decorative plant is placed near the window, and a wall-mounted TV adds to the room's convenience.