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Condo vacation rentals in Oakville

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Vacation rentals for every style

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Popular amenities for Oakville condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Superhost
A spacious living area is shown, featuring a black leather sofa, a decorative coffee table, and a large Smart TV mounted on the wall. Natural light streams in through glass doors leading to a private balcony, with a view of the city skyline. A door is visible leading to a bedroom.
Condo in Mississauga
4.64 out of 5 average rating, 14 reviews

Executive 2Br 2Bth 1 Prk Condo SQ1|Toronto Airport

Guest favorite
A modern living area showcases a dark sofa and an armchair, creating a comfortable seating arrangement. A sleek coffee table sits in the center, with a small decorative plant placed on top. Large windows allow natural light to illuminate the space, adorned with light-colored roller shades.
Condo in Mississauga
4.91 out of 5 average rating, 75 reviews

Home away from home!

Guest favorite
The spacious studio features sleek glass partitions that separate the sleeping area from the living space. A flat-screen TV is mounted on the wall beside a modern dresser. Natural light fills the room, highlighting the elegant furniture and open layout.
Condo in Yorkville
4.86 out of 5 average rating, 71 reviews

Yorkville's Continental Suite

Guest favorite
Bright living area features large windows with city views, allowing ample natural light. A gray sectional sofa is adorned with decorative pillows, complemented by a warm throw. A dining table with modern chairs sits nearby, beside a stylish coffee table displaying books and greenery.
Condo in Yorkville
4.94 out of 5 average rating, 71 reviews

Prestigious Yorkville Condo, Free Valet Parking

Guest favorite
A modern living area is displayed, featuring a large flat-screen television mounted on the wall. A white coffee table sits in front of a sectional sofa adorned with red and white cushions. A dining area with a black table and chairs is visible in the background.
Condo in Mississauga
4.89 out of 5 average rating, 53 reviews

2 BR Apartment + 1 Parking/SQ1 Area

Superhost
A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.
Condo in Toronto
4.88 out of 5 average rating, 100 reviews

Stylish Apartment in Toronto - Long term available

Top guest favorite
A bright living space is highlighted by floor-to-ceiling windows offering panoramic views of the lake and skyline. A sleek black sofa is accompanied by decorative cushions, while a dining table with chairs is positioned nearby. Soft natural light fills the room, enhancing the modern aesthetic.
Condo in Humber Bay Shores
5 out of 5 average rating, 17 reviews

Lakeview Oasis

Guest favorite
A bright bedroom is featured, showcasing a spacious bed with white bedding. A desk and chair are positioned beside a large window that offers a view of green landscapes and a blue sky, framed by dark curtains.
Condo in Oakville
4.93 out of 5 average rating, 27 reviews

2 Bdrm Luxury Condo in Oakville + Free parking

Pet-friendly condo rentals

Top guest favorite
A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.
Condo in Entertainment District
4.93 out of 5 average rating, 167 reviews

Beautiful suite in Downtown Toronto

Guest favorite
A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.
Condo in Fort York
4.97 out of 5 average rating, 143 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Superhost
A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.
Condo in Yorkville
4.85 out of 5 average rating, 212 reviews

Stylish Yorkville Studio: Near U of T & ROM

Superhost
A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.
Condo in Humber Bay Shores
4.78 out of 5 average rating, 101 reviews

Humber Bay Family Friendly condo w Terrace&Parking

Guest favorite
A bright bedroom features a spacious bed adorned with plush pillows in pink stripes. Large windows provide stunning views of the cityscape, while dark curtains offer options for privacy and light control.
Condo in Yorkville
4.99 out of 5 average rating, 185 reviews

Admire City Views from Bed at this Chic Apartment

Guest favorite
A modern living area features a stylish black sofa and a glass coffee table, complemented by a round dining table with four wooden chairs. Large windows allow ample natural light, enhancing the clean lines of the space. A decorative mirror adds depth to the room.
Condo in Entertainment District
4.85 out of 5 average rating, 119 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

Guest favorite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Condo in Entertainment District
4.94 out of 5 average rating, 112 reviews

Charming Condo w Parking, CN Tower View & Pool

Superhost
A modern kitchen area is equipped with stainless steel appliances, including a large refrigerator and oven. A glass-topped breakfast bar is accompanied by two neutral-colored stools. Decorative wall art and a small plant add visual interest, while natural light enhances the bright ambiance.
Condo in Church-Wellesley
4.92 out of 5 average rating, 248 reviews

Vibrant downtown place

Condo rentals with a pool

Superhost
An indoor swimming pool area is featured, with clear water inviting relaxation. A stainless steel handrail provides stability for entry, while large windows allow natural light to illuminate the space. The area is equipped with tiled flooring and a clock on the wall for convenience.
Condo in North Toronto
4.85 out of 5 average rating, 113 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Superhost
A modern living area is illuminated by natural light coming through large windows. A comfortable sofa is positioned on a striped area rug. A glass coffee table sits in front, with a wall-mounted television displaying the Netflix logo. An artwork is featured on the adjacent wall.
Condo in Entertainment District
4.84 out of 5 average rating, 106 reviews

Beautiful Skyline View Downtown Toronto

Guest favorite
The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.
Condo in Unionville
4.91 out of 5 average rating, 119 reviews

Downtown Markham Unionville

Guest favorite
A spacious bedroom is featured, showcasing a striped bedspread on a large bed. A bedside lamp provides soft lighting, while a stylish desk with a chair is positioned nearby. Red curtains frame the window, contributing to the room's cozy ambiance. A clock is mounted on the wall.
Condo in Mississauga
4.85 out of 5 average rating, 82 reviews

Mississauga Sq 1 Building Condo with Balcony

Guest favorite
A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.
Condo in Entertainment District
4.91 out of 5 average rating, 118 reviews

Beautiful Condo Across CN Tower and MTCC

Guest favorite
A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.
Condo in Entertainment District
4.97 out of 5 average rating, 256 reviews

Chic, High-Rise Apartment with CN Tower Views

Top guest favorite
A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.
Condo in Fort York
4.98 out of 5 average rating, 206 reviews

Stylish Downtown Toronto Condo with Free Parking

Superhost
A bright bedroom showcases a spacious bed with white linens and a textured blanket. A yellow accent pillow adds color. A bedside lamp and a framed artwork are positioned thoughtfully, while large windows provide panoramic views of the city.
Condo in Entertainment District
4.86 out of 5 average rating, 129 reviews

Luxury 1BR Executive Condo • Panoramic City Views

Quick stats about condo rentals in Oakville

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$6,274 GYD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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