Become a host

Condo vacation rentals in Oakville

Find and book unique condos on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oakville condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Top guest favorite
A modern living area features a light grey sofa adorned with decorative pillows, complemented by a circular area rug. Floor-to-ceiling windows allow natural light to fill the space, while green plants add a touch of nature. A sleek entertainment unit and a small dining table enhance functionality.
Condo in Entertainment District
4.99 out of 5 average rating, 95 reviews

Bright & Stylish 1 Bedroom Condo in King West

Top guest favorite
An inviting dining area features a sleek glass table set for four with neatly arranged plates. A comfortable gray sofa is visible in the background, alongside floor-to-ceiling windows that allow ample natural light. A bathroom entrance is seen to the left.
Condo in Entertainment District
4.97 out of 5 average rating, 39 reviews

Luxury Condo In Downtown Toronto

Superhost
The exterior of the Treviso Condos building is showcased, featuring modern architecture with a blend of brick and glass materials. A vibrant blue sky complements the structure, which includes multiple floors and balconies. The surrounding area displays urban streets with a clear view of the building's height.
Condo in Yorkdale
4.75 out of 5 average rating, 120 reviews

Chic Bachelor @ Lawrence Subway/Rogers Stadium

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 panoramic view of the downtown skyline is captured at twilight, with city lights twinkling against a fading blue sky. Iconic tower structures, including a prominent one with a blue illumination, stand out among the high-rise buildings.
Condo in Regent Park
4.79 out of 5 average rating, 72 reviews

Cozy one bedroom condo + free parking

Guest favorite
A cozy bedroom features a wooden sleigh bed adorned with a floral-patterned coverlet, complemented by decorative pillows. Two bedside lamps rest on matching nightstands, providing soft illumination. A window allows natural light to brighten the room, with elegant shades partially drawn.
Condo in Waterdown
4.91 out of 5 average rating, 47 reviews

2 Bedroom 2 Bath Townhome In Heart Of Waterdown

Guest favorite
The living area features a modern kitchen with dark cabinetry and stainless-steel appliances. A dining table with chairs is positioned near a sofa, while large windows invite natural light. Soft lighting from a lamp adds warmth to the contemporary space.
Condo in Mississauga
5 out of 5 average rating, 8 reviews

2BR Condo - Steps to Square One

Top guest favorite
A spacious sleeping area features a comfortable bed with decorative pillows and a cozy throw. Natural light enters through large windows, complemented by dark curtains. A bedside table holds lamps, and a small plant adds a touch of greenery to the room.
Condo in Mississauga
5 out of 5 average rating, 21 reviews

Charming 1 BR - 1 Bath, Parking

Pet-friendly condo rentals

Superhost
A softly lit bedroom features a spacious bed with a tufted headboard, complemented by white linens and decorative pillows. A bedside table with a lamp sits on one side, while a flat-screen TV is mounted on the wall. Natural light filters through sheer white curtains.
Condo in Entertainment District
4.82 out of 5 average rating, 111 reviews

Lux Spacious 3 Beds w CN Tower View (Free Parking)

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
4.92 out of 5 average rating, 169 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, 214 reviews

Stylish Yorkville Studio: Near U of T & ROM

Superhost
Condo in Humber Bay Shores
4.79 out of 5 average rating, 103 reviews

Humber Bay Family Friendly condo w Terrace&Parking

Top guest favorite
Condo in Yorkville
4.99 out of 5 average rating, 188 reviews

Admire City Views from Bed at this Chic Apartment

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

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
4.93 out of 5 average rating, 116 reviews

Charming Condo w Parking, CN Tower View & Pool

Condo rentals with a pool

Superhost
A modern high-rise condominium towers against a colorful evening sky, surrounded by bustling streets and other residential buildings. Windows catch the fading light, reflecting the urban atmosphere of downtown Mississauga, with vehicles and traffic signals visible in the foreground.
Condo in Mississauga
4.76 out of 5 average rating, 103 reviews

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

Top guest favorite
A rooftop pool is showcased against a vibrant blue sky, offering an unobstructed view of the CN Tower and surrounding cityscape. The pool area features comfortable lounge chairs lining the edge, inviting relaxation amidst the urban setting.
Condo in Entertainment District
4.97 out of 5 average rating, 37 reviews

Modern Condo | Breathtaking Views | CN Tower

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
4.89 out of 5 average rating, 122 reviews

Beautiful Condo Across CN Tower and MTCC

Superhost
The exterior of a modern condominium complex is captured under a bright blue sky with scattered clouds. Two tall glass towers reflect the sunlight, surrounded by landscaped greenery and trees along the pathway. A street is visible in the foreground.
Condo in Humber Bay Shores
4.57 out of 5 average rating, 143 reviews

Luxury 2BDR modern private condo in Toronto

Superhost
A cozy dining area is positioned near large windows with sheer curtains, offering views of the city. A white table is accompanied by two modern chairs, while a patterned armchair adds texture to the space. A small waste bin is discreetly located nearby.
Condo in Etobicoke
4.9 out of 5 average rating, 41 reviews

Modern and Cozy condo studio

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, 257 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, 208 reviews

Stylish Downtown Toronto Condo with Free 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

Quick stats about condo rentals in Oakville

  • Total rentals

    50 properties

  • Nightly prices starting at

    € 26 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

Destinations to explore