Villa holiday rentals in Mississauga

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Top-rated villa rentals in Mississauga

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Superhost

Villa in Hamilton

4.91 out of 5 average rating, 11 reviews

5 mins: St. Joseph's hospital, McMaster, downtown

"An exhibit of Hamilton's Mansions for the inner voyeur" - Globe & Mail newspaper. This truly unique historic home is just steps away from the best of Hamilton - wonderful downtown restaurants, cafes, bars and St. Joe's Hospital and McMaster. A Majestic Beauty, with an original 8ft glass portrait of Lady Nora, the mansion is perfect for traveling professionals, remote workers and families. We can accommodate events - weddings, reunions, etc. Contact us for more details and special pricing.

Guest favourite

Villa in Richmond Hill

4.96 out of 5 average rating, 70 reviews

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Guest favourite

Villa in Aurora

4.97 out of 5 average rating, 30 reviews

6BR 6BA Luxe Aurora Oasis | Pool Table, Sun Room

**Sleeps 8 upstairs, 8 downstairs. Please let us know if you are more than 16 guests.** NEWLY RENOVATED! BBQ now available! Discover the perfect oasis at our spacious 6-bedroom haven in the scenic neighborhood of Aurora. Steps from a beautiful pond, this retreat is great for family, friends or colleagues. Unwind in the sunroom, challenge your group to a fun game of billards or ping pong. Your retreat, your way – welcome to your dream getaway. 10min from Madison Greenhouse & many Golf Clubs

Superhost

Villa in North York

5 out of 5 average rating, 8 reviews

Award Winning Designed Home with Sauna + Pool

Winner of the 2023 RESA Home Staging Industry Award, my house was professionally designed to ensure my guests have a 5-star atmosphere to enjoy their stay. It has 3 bedrooms with 4 beds total, as well as 3.5 bathrooms and a sauna. It is fully equipped with everything you'll need including comfortable Fairmont Royal beds , High Speed WiFi, several 4K TV's, spacious rooms and a large backyard in a ravine lot. It has been recently renovated and has a brand new deck to relax on by the pool.

Superhost

Villa in North York

4.94 out of 5 average rating, 134 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Guest favourite

Villa in Niagara-on-the-Lake

4.93 out of 5 average rating, 57 reviews

Old Town Cottage up to 8, min to Wineries & Shaw

Welcome to Anne Street Cottage - a beautiful home for travellers to take in the finest that Niagara-on-the-Lake has to offer. With an ideal location, our home includes: - 4 bedrooms, 3 full bathrooms - complete kitchen with all appliances, dishware, glassware - fresh linens & towels included - large outdoor space with seasonal BBQ 2 minutes by car to Queen Street, our home is minutes by foot to restaurants, shops, theatre, golf, Lake Ontario and all the best that NOTL has to offer!

Superhost

Villa in Niagara-on-the-Lake

4.85 out of 5 average rating, 110 reviews

Bright & Beautiful Villa with Pool

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a saltwater pool in a secluded backyard. This villa is the perfect haven for a peaceful retreat with easy access to attractions, a short walk from Lake Ontario's sunsets, near the quaint downtown and top wineries, and 20 minutes from Niagara Falls. Pool Availability: Open mid-May -September License #: 052-2022

Guest favourite

Villa in Kettleby

4.96 out of 5 average rating, 52 reviews

Entire Villa with beautiful fenced backyard

This cozy and elegant villa is situated on 0.5 acre with spacious first-floor master bedroom suite, indoor outdoor office spaces, lovely sunroom, beautiful fenced backyard, fire pit and long driveway. Awesome location with lots of greenery, fall colours and fairy tale snow scenes! Everything is close by but you are in the peaceful countryside. 3 mins from HWY 400 and 30 mins from airport. For any event or mid-term stay, please confirm with the Host prior to booking. Thanks!

Superhost

Villa in Niagara-on-the-Lake

4.84 out of 5 average rating, 88 reviews

Brookhaven Cottage — Niagara on the Lake

Our home, centrally located in Niagara on the Lake, is perfect for that large family getaway, or vacation with friends. Take a stroll just a few blocks to the beach, or Old Town. Niagara on the Lake Golf course is also within walking distance, and wineries are just minutes away. Or enjoy a coffee or glass of wine on the deck off the kitchen, overlooking the tranquil back yard. ** This is a city construction on the side, expected to finish in 2 weeks. **

Superhost

Villa in Burlington

4.69 out of 5 average rating, 36 reviews

Grand Villa Estate

LET'S BREATH IN FALL COLOURS IN THIS GRAND VILLA ESTATE!! Located Centrally between Toronto & Niagara Falls. Downtown Toronto Easy Accessible Via Go Train From Appleby Station. Spacious 5 Bed Rooms, 4 Full Baths Seasonal HEATED INDOOR SWIMMING POOL. Free Parking, Grand Villa Offer HUGE FOYER W/ 5 Skylights. WIFI, NETFLIX, No PARTY CLOSE TO: PLENTY OF RESTAURANTS, CAFE, PUBS, GROCERY GOLFING, TRAILS, NIAGARA ESCARPMENT AND TO ALL MAJOR HIWAYS

Guest favourite

Villa in North York

4.86 out of 5 average rating, 35 reviews

Luxury Unit in Toronto with Unbelievable Backyard

Welcome to your urban oasis in North York, Toronto! This charming villa offers more than just a place to rest – it’s an experience. Nestled in a serene neighborhood, our two-bedroom unit is perfect for families, friends, or anyone looking to explore Toronto. With a spacious backyard filled with unique amenities and a location that’s just minutes from public transit, restaurants, and parks, this is your ideal home away from home.

Guest favourite

Villa in Niagara-on-the-Lake

4.95 out of 5 average rating, 159 reviews

Vintner's Cottage, a charming, friendly retreat

Vintner's Cottage, located in Historic Old Town Niagara-on-the-Lake, is a cozy two-story house with a local theme: the surrounding vineyards. With rustic decor and rooms named for wine types, the subtle charm of the house is all-present. Laid out for comfort and relaxation, amenities abound in this cozy, green-shuttered cottage located a short walk away from the Main Street of the Old Town.