
Luxury rentals in North York
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Top-rated luxury vacation rentals in North York
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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.
4.77 out of 5 average rating, 13 reviews
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.

Luxury Home 5bed5bath Rosedale Pool|Sauna|Parking
Welcome to this stunning Rosedale home, a rare blend of elegance, space, and comfort in one of Toronto’s most prestigious neighbourhoods. Designed for refined living and effortless entertaining, this beautiful residence offers generous interiors, timeless finishes, and serene outdoor amenities that make it a true retreat in the city. Prime location in Rosedale, surrounded by quiet tree lined streets while remaining close to top schools, parks, trails, and quick access to downtown.

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.

The Heritage Haus | 5BD Family Retreat
Welcome to The Heritage Haus, an architect-designed home where three eras meet in timeless harmony — the charm of 1840, the craftsmanship of 1910, and the luxury of 2025. Thoughtfully curated living spaces invite connection, with cozy gathering spots, a kitchen guests love cooking in, spa-like bathrooms, a designated work space, a children's play area, and a shared bookshelf for all ages. Perfect for families, friends, and groups seeking warmth, beauty, and connection.
4.95 out of 5 average rating, 21 reviews
2,500 sq ft | Penthouse | Scotiabank Arena
Newly renovated Executive Penthouse — high-end comfort in Toronto's core. Perfect for business or leisure. → Steps from Convention Centre & Financial District → Next door to Scotiabank Arena → Around the corner from top restaurants & bars → Short walk to Harbourfront → Minutes to Rogers Centre, Ripley's & CN Tower ✔️ 3 KING beds ✔️ Motorized blackout blinds ✔️ 85" 4K TV + Sonos Arc Theatre ✔️ 10' floor-to-ceiling windows Luxury, location, and privacy — all in one.
5.0 out of 5 average rating, 20 reviews
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.
4.91 out of 5 average rating, 11 reviews
The Robert House: Masterpiece in Harbord Village
The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.
4.93 out of 5 average rating, 136 reviews
47F Sub-Penthouse | Lake + Skyline | Private Patio
A sub-penthouse on the 47th floor, with views over the skyline to the lake. Two king bedrooms, two baths, a living room that becomes a private theatre with a 4K projector, a newly renovated kitchen with proper espresso, and a private patio above the city. Union Station, Scotiabank Arena, and the CN Tower are minutes away on foot. Equally suited to a focused week of business or a weekend spent entirely above the noise.
4.95 out of 5 average rating, 22 reviews
Parking | Hot Tub | BBQ | Rooftop
Exclusive Queen West luxury home for a high-end stay in Toronto. → Steps from iconic Trinity Bellwoods Park → Next to top restaurants & cafes → Short ride to Rogers Centre, Scotiabank Arena & Budweiser Stage → Close to King West nightlife → Near Toronto Field & Enercare Centre → CN Tower & skyline views → Private Master Suite with KING bed, rooftop terrace → 2 car Free Parking
4.94 out of 5 average rating, 16 reviews
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.
4.94 out of 5 average rating, 85 reviews
Luxury Toronto Home with Rooftop Terrace & Parking
Stay in this spacious four-level Toronto home featuring a private rooftop terrace with CN Tower views, a backyard, driveway parking, and room for the whole family. Enjoy a fully equipped kitchen, Smart TV, fast Wi-Fi, and a prime location near Queen West, Trinity Bellwoods, downtown attractions, dining, and nightlife
5.0 out of 5 average rating, 12 reviewsPopular amenities for North York luxury vacation rentals
Other great luxury vacation rentals in North York

The Robert House: Masterpiece in Harbord Village
4.93 out of 5 average rating, 136 reviews
Ultra LUX Leaside 5BDRM/ GYM/ Elevator/ PingPong
4.91 out of 5 average rating, 11 reviews
Ultra-Modern 5BDR Home with Pool, Gym & Theatre
5.0 out of 5 average rating, 10 reviews
The Heritage Haus | 5BD Family Retreat
4.95 out of 5 average rating, 21 reviews
2,500 sq ft | Penthouse | Scotiabank Arena
5.0 out of 5 average rating, 20 reviews
Leslieville Luxury Home 4BR Entertainer's Dream
4.94 out of 5 average rating, 85 reviews
47F Sub-Penthouse | Lake + Skyline | Private Patio
4.95 out of 5 average rating, 22 reviews
SwimSpaSauna Elevator PoolTableGits UltraLux7500SF
4.77 out of 5 average rating, 13 reviewsDestinations to explore
- Rentals with breakfast North York
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- Luxury rentals Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls
- Niagara Falls State Park
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Coca Cola Coliseum
- Massey Hall




