Luxury rentals in Mississauga

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Top-rated luxury vacation rentals in Mississauga

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Luxe

The contemporary hilltop home is framed by lush greenery and colorful autumn foliage. A spacious stone patio outlines a pool area, and expansive glass walls reflect the natural surroundings, enhancing the design. The building showcases a dynamic roofline and large windows that invite light.

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

A cozy living room is highlighted by a minimalist design, featuring a soft cream-colored sofa and a unique curved chair. A stone fireplace without a fire is framed by a light-toned wall, while a coffee table displays art books and decorative items. Natural light fills the space.

Home in Riverdale

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

A modern kitchen area is featured with sleek black cabinetry and stainless steel appliances. A granite island with two metal stools offers a casual seating option. Soft lighting from an overhead fixture creates a balanced and functional space.

Condo in Entertainment District

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

The kitchen features modern cabinetry with a mix of wood and sleek dark finishes. Stainless steel appliances and a central island with a black countertop provide functionality. Glassware is organized on shelves above the sink, complemented by under-cabinet lighting.

Place to stay in Entertainment District

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

The image captures a modern multi-level home featuring large glass windows that offer expansive views of the outdoor space. A swim spa is situated in the foreground, surrounded by lounge chairs. The vibrant sunset sky enhances the inviting ambiance of the property.

Home in Forest Hill North

5 out of 5 average rating, 15 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

An elegant multi-story home is showcased against a backdrop of trees and dusk skies. The exterior features a blend of stone and stucco with large windows and a welcoming entrance. A well-maintained driveway leads to the attached garage, and landscaped gardens enhance the appeal.

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.