Waterfront holiday rentals in Old Toronto

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 160 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Lakeside condo designed to give you a 5-star experience. Upon entrance you are greeted with champagne and chocolate. Steps away from the main attractions .Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Bud Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, Aquarium,walking trails,Toronto Isle Enjoy your stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

4.89 out of 5 average rating, 128 reviews

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.

Flat in Downtown Toronto

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 modern living area featuring a gray sectional sofa with decorative throw pillows. A wooden coffee table sits in front, and the kitchen is visible in the background with contemporary cabinets and appliances. The space is open to a cozy sleeping area with neutral tones.

4.96 out of 5 average rating, 132 reviews

Downtown 1BR+Sofabed/Steps to ScotiabankArena/MTCC

Experience the best that downtown Toronto has to offer in this fabulously appointed, bright, open-plan lakeview condo in Maple Leaf Square. Location is everything and this beautiful condo could not be better located in the heart of Toronto's entertainment and financial district. It's a sports lover's dream with the Scotiabank Arena literally connected to the building and the Rogers Centre only 400 meters away for all the exciting Leafs/Raptors/Jays games, and countless concerts and shows!

4.88 out of 5 average rating, 158 reviews

Steps to CN Tower/Waterfront | 2BR/2BA + Parking

This stunning 2 bedroom, 2 bathroom open space corner suite offers free parking & breathtaking views of the city, CN Tower & Lake Ontario. Enjoy direct access to essential amenities like a supermarket, liquor store, Starbucks, comedy clubs, restaurants, bars & banks. Just steps from Union Station, Scotiabank Arena & a short walk to the Lake, Rogers Center, cn tower, ripleys. Convenient to BMO field, Billy Bishop Airport & the UP Express from Pearson Airport. Ideal for exploring Toronto!

4.92 out of 5 average rating, 154 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, 193 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 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, 173 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!

4.97 out of 5 average rating, 100 reviews

Flat in The Beaches

Stunning Beachfront Escape

Welcome to this gorgeous beach apartment, where the sound of the waves, stunning sunrises, and the beauty of the lakefront are right at your doorstep. This cozy, clean, and stylish retreat is perfect for singles or couples looking to unwind and reconnect with nature. Enjoy your own place complete with a kitchenette, entertainment center, private entrance, porch, just a short walk to Beach Village and beautiful trails. It's the perfect place to relax and recharge.

A scenic view showcases Lake Ontario's expansive waters, dotted with boats and framed by lush greenery. The skyline features modern buildings and a clear blue sky with soft clouds, offering a serene contrast against the vibrant lake.

4.95 out of 5 average rating, 190 reviews

Modern Lakeview Condo | Walk to CN Tower & Arena

Stay in the heart of downtown Toronto, just a short walk from Rogers Centre, Scotiabank Arena, the CN Tower, Harbourfront, Union Station, and many of the city’s biggest concerts, games, festivals, and events. This fully furnished condo features fast Wi-Fi, a smart TV with Netflix, a full kitchen and hotel-style essentials. An ideal home base for families, couples, business travelers, and guests attending downtown events or exploring the waterfront and beyond.

4.88 out of 5 average rating, 132 reviews

2BR - 2WR Luxury Suite Downtown TOR - Free Parking

Sophistication meets modern design in this 36th-floor light-filled downtown Toronto condo. This high-end executive suite features newly-renovated, top of the line finishing & floor-to-ceiling windows. Designed to the utmost comfort, while maintaining sleek design, this suite is perfect for business travelers , families & couples. Walking distance to everything downtown Toronto has to offer.

A modern bachelor unit features a spacious sleeping area with a double bed adorned with a grey blanket and yellow throw. A fully equipped kitchen is visible to the left, complemented by a dining table. Natural light filters through large windows, enhancing the contemporary decor.