Villa vacation rentals in Mississauga

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Top-rated villa rentals in Mississauga

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A paved driveway leads through neatly manicured lawns adorned with evergreen trees. Fenced in by lush greenery, the entrance features a black gate framed by vibrant grass and the distant expanse of farmland, inviting a sense of arrival to the property.

Villa in King City

4.58 out of 5 average rating, 19 reviews

Luxury 3 Bed Guest House In King City

Welcome to our 3 Bed exquisite luxury guest house nestled on a sprawling 50+acreage, where indulgence meets tranquility. This exclusive retreat offers a haven of opulence and serenity, promising an unforgettable escape from the ordinary. As you step onto the property, a sense of grandeur envelops you, with meticulously landscaped gardens, and breathtaking views that stretch as far as the eye can see. The 3Bed guest house itself is a masterpiece ,sophistication with the charm of the countryside.

A spacious cottage-style villa is set amidst lush green trees, showcasing a well-maintained exterior with a blend of brick and wood. A paved driveway leads to the garage, while the surrounding yard features manicured bushes and a playground, providing a serene outdoor space.

Villa in Whitchurch-Stouffville

4.67 out of 5 average rating, 24 reviews

Luxury countryside/Forest Villa (close to lake)

Enjoy your peaceful country life but close to city. Close to highway 404 and Walmart. Walk to forest and hiking trail. A cottage style villa on a 2 Acres land. Each room has fantastic window view. Spacious main floor with cozy 4 bedrooms on second floor. Spacious basement has home theater, office and bedroom. This stylish place to stay is perfect for family or group trips. Only 15 mins drive to public lake with beach and free parking. We promise this house is clean and the host is reliable.

Guest favorite

A comfortable living area features a light-colored sofa with decorative cushions, positioned before a glass coffee table. Natural light enters through a large bay window adorned with sheer curtains, illuminating the space. Two blue accent chairs provide additional seating, complemented by a contemporary artwork piece on the wall.

Villa in Richmond Hill

4.95 out of 5 average rating, 86 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.

A modern living room features a light-colored sectional sofa and a black armchair, creating a comfortable seating area. A sleek fireplace is centered on the wall, with a decorative mantle and artwork above. Large windows provide natural light, enhancing the welcoming atmosphere.

Villa in Aurora

5 out of 5 average rating, 6 reviews

6BR 6BA Luxe Aurora Retreat | 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

A two-story home with light-colored siding is framed by greenery. Large windows allow natural light to fill the spaces inside. A well-maintained front garden features a variety of plants and flowers, enhancing the property’s welcoming exterior.

Villa in Niagara-on-the-Lake

4.85 out of 5 average rating, 94 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. We also partner with 🍇 Grape and Wine Niagara Tours if you are looking for any wine tours in this Wine Country!

Top guest favorite

A backyard oasis is presented with a custom exotic pool, accented by purple lighting and a large pink float. Comfortable seating areas are visible beside the pool, surrounded by lush greenery. Fire features add warmth to the ambiance, and a canopy offers shade over the lounging spaces.

Villa in Hamilton Beach

5 out of 5 average rating, 51 reviews

Tropical Beach House with 2 level Pool & Hot Tub!

Welcome to Chloe's Beach House with Custom Exotic Pool & Rooftop Patio, offering the perfect opportunity to hold intimate social events or a great family staycation. Located steps from a sandy beach along with limitless amenities nearby... Niagara Falls, award winning vineyards & downtown Toronto only 45min away, or at your doorstep you'll find batting cages, mini putt, Jetski & paddle board rentals and great beachside restaurants 5 min away. It's the perfect location for your getaway!

Guest favorite

An outdoor dining area is set with a dark table surrounded by comfortable chairs. Elegant tableware and floral arrangements decorate the table, while soft lighting creates a warm ambiance against a backdrop of lush greenery.

Villa in Kettleby

4.97 out of 5 average rating, 59 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

The spacious foyer features high ceilings and large skylights, highlighting the marble flooring with a decorative inlay. A central seating area is surrounded by greenery, with wooden staircases leading to the upper level on either side, creating an open and welcoming ambiance.

Villa in Burlington

4.66 out of 5 average rating, 38 reviews

Grand Villa Estate

Embrace Spring in style on this 25 acre of land with indoor heated swimming pool!! 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

A serene backyard is viewed with vibrant landscaping, including colorful flowers and lush green shrubs. Two ornate lamp posts stand on the patio, illuminating the path. In the distance, a wooden gazebo is framed by trees, providing a tranquil setting surrounded by nature.

Villa in Richmond Hill

4.83 out of 5 average rating, 42 reviews

Fully independent 1400 square foot, 2 bed rooms

Beautiful, renovated 1400 square foot, two bedroom ensuites in first floor in Jefferson community with separate entrance, kitchen and laundary with washer. Walk out to a vast amazing backyard facing forest. All spaces and facilities are private without any sharing. Living, dining room and kitchen are spacious, bright and clean. 10 minutes walking distance to Yonge St with many shops and restaurents，29 KM to Pearson airport, 30 KM to Toronto downtown Union Station.

Guest favorite

An aerial view captures the villa nestled among lush greenery, showcasing a saltwater pool surrounded by lounge chairs. The structured layout of the property is visible alongside the landscaped backyard, offering a serene outdoor space for relaxation.

Villa in Niagara-on-the-Lake

4.86 out of 5 average rating, 132 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 open mid-May -September License # 052-2022

Guest favorite

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Aldershot

4.95 out of 5 average rating, 129 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.