
Luxury rentals in Old Toronto
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

SwimSpaSauna Elevator PoolTableGits UltraLux7500SF
Welcome to The Icon—Toronto’s most luxurious short-term rental. Just minutes from where Drake grew up, this designer home features over 7500 SqFt, Control4 Automation, 6 lavish bedrooms with walk-in closets & ensuites, 9 bathrooms, an elevator, a handcrafted staircase, a pool table, a 12-person swim spa, and a private sauna. Perfect for elite getaways, family trips, athletes & celebrities. Experience the city’s most iconic stay in the heart of Forest Hill. Book now and live like an Icon.

SoHo Two Bedroom Suites: 5 min to BMO/FIFA
No Cleaning Fees! A spacious 916 sqft luxury suite in a four star boutique hotel located in downtown Toronto's most walkable neighborhood. Suite features two king size beds, fully equipped open concept kitchen, a separate living area filled with natural light and cozy dining space. With two restaurants and 24 hour concierge services enjoy hotel luxury. Walk out to Union Station, Metro Toronto Convention Centre, CN Tower , the Rogers Centre or The Well for shopping across the street.

SoHo Toronto 1 Bedroom Suite: 5 mins to BMO/FIFA
No Extra Cleaning Fees! A spacious 800-square-foot luxury suite in a four star boutique hotel located in downtown Toronto across from Roger Centre. Suite features a king size bed, fully equipped open concept kitchen, separate living area filled with natural light and cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, close to Union Station, Metro Toronto Convention Centre, and CN Tower.

SoHo Two Bedroom Penthouse: 5 min to BMO/FIFA
The pinnacle of modern luxury living. Toronto’s most exclusive penthouse suite is a 5282 sq. ft tri-level apartment with its own private elevator. The SoHo Penthouse features two king bedrooms, five bathrooms and a large furnished terrace with hot tub, this is simply one elite residence. Located by Rogers Centre and the CN Tower in Toronto's Entertainment district there is no better address. Walk to the city's best restaurants, theatres and attractions.

Ultra LUX Leaside 5BDRM/ GYM/ Elevator/ PingPong
A true masterpiece in modern luxury living, proudly positioned in one of Toronto's most esteemed neighborhoods - the Leaside community. This stunning home epitomizes sophistication and style, nestled within a vibrant community renowned for its top-ranked schools, serene tree-lined streets, lush parks, and boutique shopping experiences. Prepare to be captivated by a residence that seamlessly blends timeless elegance with cutting-edge modern design.

Leslieville Luxury Home 4BR Entertainer's Dream
A private designer home in the heart of Leslieville, offering a refined escape just minutes from downtown Toronto. Thoughtfully curated with high-end finishes and a calm, modern aesthetic, the space is designed for both relaxed living and effortless entertaining. Perfect for weekend stays, family visits, or a more elevated city experience.

Yorkhaven Estate
Step into sophistication. This North York luxury home blends contemporary elegance with premium amenities, creating the ideal retreat for families, executives, and weekend indulgence.

Herbert House
Historic and luxury1895 mansion designed by Frederick H. Herbert in Toronto's prestigious Annex neighbourhood with private backyard and pool.

Ultra-Modern 5BDR Home with Pool, Gym & Theatre
✨Welcome to our luxurious house of light This ultra-modern 7,800 square foot property is a haven of luxury and comfort in the city.
Popular amenities for Old Toronto luxury holiday rentals
Other great luxury holiday rentals in Old Toronto

Leslieville Luxury Home 4BR Entertainer's Dream

SoHo Two Bedroom Suites: 5 min to BMO/FIFA

Yorkhaven Estate

Ultra LUX Leaside 5BDRM/ GYM/ Elevator/ PingPong

SoHo Two Bedroom Penthouse: 5 min to BMO/FIFA

Herbert House

SoHo Toronto 1 Bedroom Suite: 5 mins to BMO/FIFA

Ultra-Modern 5BDR Home with Pool, Gym & Theatre
Destinations to explore
- House rentals Old Toronto
- Waterfront rentals Old Toronto
- Fitness-friendly rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a sauna Old Toronto
- Aparthotel rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with lake access Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with breakfast Old Toronto
- Family-friendly rentals Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with pools Old Toronto
- Flat rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Rentals with beach access Old Toronto
- Apartment rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Guest house rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Hotel rooms Old Toronto
- Rentals with a patio Old Toronto
- Townhouse rentals Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with a kayak Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Boutique hotels Old Toronto
- Luxury rentals Toronto
- Luxury rentals Ontario
- Luxury rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Casino Niagara
- Dufferin Grove Park
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Sports activities Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Art and culture Toronto
- Things to do Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Sports activities Ontario
- Entertainment Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Sports activities Canada
- Art and culture Canada
- Nature and outdoors Canada
- Entertainment Canada
- Tours Canada



