Luxury rentals in Mississauga

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Top-rated luxury holiday rentals in Mississauga

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Luxe

Home in Richmond Hill

5 out of 5 average rating, 11 reviews

5-Star Luxury Home|5BD & 4.5BA|HWY 404

Welcome to 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 and well designed living spaces invite connection, with cozy gathering spots, comfortable rooms, spa-like bathrooms, a designated work space, a children’s play area, yoga + exercise nook, and a shared bookshelf for all ages. Perfect for families, friends, groups, or retreats seeking warmth, beauty, and connection.

Luxe

Home in Forest Hill North

4.86 out of 5 average rating, 28 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

Home in Leaside-Bennington

4.89 out of 5 average rating, 9 reviews

Enjoy PDAC in LUX 5BDRM/ 30 min TTC ride to MTCC

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.

Luxe

Home in Oakville

New place to stay

Chartwell Charm

A Lake House Oasis on Lake Ontario! Boasting panoramic views of the Toronto city skyline that will captivate you from the moment you pull in the driveway! Backyard entertainer's dream features a saltwater pool with glorious Southern Exposure!

Luxe

Home in Toronto

New place to stay

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.

Luxe