Luxury rentals in Mississauga

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Mississauga

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

JeremyRating, 5 stars7 months ago

6 of us stayed here for a reconnect weekend. The house was so cozy and perfect, we only left a few times. Otherwise, we were all hanging together in the kitchen or living space like it was our own home. A great location, walkable to cafes and lunch spots and a wine shop a quick 5 min walk away. Hosts were very communicative and accommodating.

Luxe

A modern structure is showcased against a twilight sky, featuring large glass windows that reflect the serene surroundings. The property displays multiple outdoor seating areas, complemented by well-maintained landscaping, with a saltwater pool visible in the foreground illuminated by soft lighting.

Home in North York

5 out of 5 average rating, 8 reviews

Ultra-Modern 5BDR Home with Pool, Gym & Theatre

LauraRating, 5 stars2 weeks ago

This Airbnb was absolutely beautiful, as stunning as it shows in the photos (if not even more beautiful in person!). With the owner and property manager's permission, we rented the space for my clients to host their little ones' birthday bash. Julie, the property manager was very responsive, helpful, and flexible with making the booking and check-in process as smooth as possible. The cleaning crew also did an impeccable job, ensuring the house was in tip top shape (the pool was spotless and everything was vacuumed/steamed cleaned!) All the guests absolutely had a blast at this wonderful Airbnb!

Luxe

A modern living area features a spacious sectional sofa, paired with accent chairs, all arranged on a textured area rug. Floor-to-ceiling glass windows frame views of the surrounding landscape, while wooden ceiling beams and warm lighting create a cohesive design.

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 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 Downtown 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

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 Downtown 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

The living room features a spacious gray sectional sofa arranged around a sleek black coffee table. A light-colored area rug complements the hardwood floor. The kitchen area is visible in the background, showcasing modern appliances and light wood cabinetry. Large windows allow natural light to fill the space.

Home in Midtown

New place to stay

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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Popular amenities for Mississauga luxury vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great luxury vacation rentals in Mississauga

Luxe

Home in Riverdale

5 out of 5 average rating, 6 reviews

Beautiful Luxury Urban Retreat in Leslieville

JeremyRating, 5 stars7 months ago

6 of us stayed here for a reconnect weekend. The house was so cozy and perfect, we only left a few times. Otherwise, we were all hanging together in the kitchen or living space like it was our own home. A great location, walkable to cafes and lunch spots and a wine shop a quick 5 min walk away. Hosts were very communicative and accommodating.

Luxe

Home in North York

5 out of 5 average rating, 8 reviews

Ultra-Modern 5BDR Home with Pool, Gym & Theatre

LauraRating, 5 stars2 weeks ago

This Airbnb was absolutely beautiful, as stunning as it shows in the photos (if not even more beautiful in person!). With the owner and property manager's permission, we rented the space for my clients to host their little ones' birthday bash. Julie, the property manager was very responsive, helpful, and flexible with making the booking and check-in process as smooth as possible. The cleaning crew also did an impeccable job, ensuring the house was in tip top shape (the pool was spotless and everything was vacuumed/steamed cleaned!) All the guests absolutely had a blast at this wonderful Airbnb!

Luxe

A modern living area features navy blue sofas arranged around a glass coffee table. Warm wood paneling adorns the walls, while large glass doors provide views of the outdoor space. Soft pillows offer comfort, and natural light brightens the room.

Villa in Burlington

5 out of 5 average rating, 3 reviews

Lavish Luxury Experience

KhaderRating, 5 stars1 week ago

The interior was luxurious, impeccably clean, and thoughtfully designed. One of the highlights was the breathtaking backyard view, which added a peaceful and scenic touch to our stay. The host was welcoming

Luxe

Condo in Downtown Toronto

5 Star SoHo Hotel 2BR (No Cleaning Fees)

Luxe

Place to stay in Downtown Toronto

5 Star SoHo Hotel 1BR (No Cleaning Fees)

Luxe

Home in Midtown

New place to stay

SwimSpaSauna Elevator PoolTableGits UltraLux7500SF

Luxe

Place to stay in Caledon