Luxury rentals in Mississauga

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

A Luxury Heritage |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.

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.

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.

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.

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.

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

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.

Lorne Park Retreat

Tucked away on the quiet charm of Hidden Grove Lane, Lorne Park Retreat offers an elegant family residence surrounded by mature trees and timeless neighborhood beauty in one of Mississauga’s most coveted communities.