Luxury rentals in Greater Toronto Area

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Top-rated luxury holiday rentals in Greater Toronto Area

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Luxe

Place to stay in Caledon

Peak House

Hills and valleys stretch for 100 acres around this design-forward hilltop home in the Ontario countryside. A pool and hot tub sit mid-lawn, and a firepit anchors a covered outdoor seating area. Glass walls contrast moody rooms splashed with dark stone and wood paneling. It’s a few minutes to the village of Caledon and less than an hour to dining, shopping, and entertainment in downtown Toronto. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Master: King size bed, Ensuite bathroom with standalone shower and bathtub • Bedroom 2: Queen size bed • Bedroom 3: Twin size bed, Shared access to hallway bathroom, • Bedroom 4: 2 Twin over bunk beds, Ensuite bathroom with standalone shower • Bedroom 5: Queen size bed, Shared access to hallway bathroom, STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Luxe

Home in Toronto

5 out of 5 average rating, 6 reviews

Beautiful Luxury Urban Retreat in Leslieville

Nestled in the vibrant Riverside/Leslieville neighborhood, this spacious 4-bedroom, 2-bathroom (+ 2 powder room) complete with an outdoor lounge/dining area (+ 1 parking spot). Is steps away to trendy eateries, cafes and bars, and just minutes away from Downtown Toronto and The Beaches. Ideal for your family, a group of friends or to host your bridal / wedding guests. Exquisitely decorated and curated by artist Anna Church. This exceptional property transcends the ordinary rental property.

Luxe

Home in Nobleton

King Vista

This Scandinavian inspired vacation home is the perfect escape from the city. Located just 40 km north of Toronto, you will feel like you're a million miles away but within an hour's drive. This brand new sustainably built home invites you to come and enjoy the nature of the 50 acre estate while minimizing your carbon footprint. With endless nearby hiking trails, a heated saltwater pool and hot tub, everything is here for your enjoyment! Copyright © Luxury Retreats. All rights reserved.

Luxe

Apartment in Toronto

5 Star SoHo Hotel 2BR (No Cleaning Fees)

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.

Luxe

Place to stay in Toronto

5 Star SoHo Hotel 1BR (No Cleaning Fees)

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.

Luxe

Home in Brechin

4.92 out of 5 average rating, 13 reviews

Waterfront HotTub PoolTable FirePit Kayaks Simcoe

Welcome to The Villa - luxury waterfront escape. This custom-built waterfront home stuns with rich millwork, natural textures, and designer finishes throughout. Soak in the hot tub, gather by the fire pit, or dine alfresco with beautiful views. Inside, enjoy a pool table, Pacman Arcade, oversized Jenga, and Connect 4 for nonstop fun. With a BBQ, outdoor seating, and elegant contrast details, this home is the perfect blend of comfort, entertainment, and lakeside serenity.

Luxe

Home in Toronto

5 out of 5 average rating, 7 reviews

SwimSpaSauna Elevator PoolTableGits UltraLux7500SF

🌟 Welcome to The Icon—Toronto’s most luxurious short-term rental. A masterpiece in design and luxury, 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.

Luxe

Villa in Innisfil

5 out of 5 average rating, 27 reviews

Luxury Waterfront Cottage

Welcome to our lakefront vacation rental! Enjoy the full spectrum of morning golden hour colours in this premium waterfront villa on Lake Simcoe. This premium house on a private road is situated in a quiet neighbourhood, which offers a peaceful environment for time well spent with a group of friends or large family gatherings. This house is a unique east-facing spot surrounded by greenery and fresh air. It is minutes from happening Friday Harbour resort.

Luxe

Villa in Burlington

5 out of 5 average rating, 5 reviews

Lavish Luxury Experience

Elegant and luxurious, this multi-million dollar home in Burlington, Ontario is the perfect place to impress friends and loved ones, or coworkers on a work retreat. Only the finest white marble, brass fixtures, and designer furnishing made the cut at this masterpiece villa. Set on a secluded, nature filled plot, the kids will love playing in the grass and on the playground. Nearby, Toronto awaits. Copyright © Luxury Retreats. All rights reserved.

Luxe

Villa in Georgina

5 out of 5 average rating, 8 reviews

Georgina Waterfront Villa

Welcome to our brand new designer estate, located on the waterfront of Lake Simcoe. This coastal-inspired retreat offers a perfect blend of relaxation, entertainment, and luxurious amenities for a group of up to 12 people. In addition to various lakeshore activities your friends and family can enjoy our state of the art spa area, relax in the hot-tub, and explore the game room with pinball machine, pool, foosball and air hockey!