Condo holiday rentals in Oakville

4.91 out of 5 average rating, 141 reviews

Bright, cozy downtown condo near King/Queen West

Bright, quiet, cozy bachelor condo in the heart of downtown, 10 min walking distance to the CN tower, Scotiabank Arena (go Leafs go!), Rogers Centre, & Queen/King St West. Restaurants, bars, night life, & late night food literally steps away. Within 2 min walk of public transit (TTC - streetcars and subway). Full condo including loft bed (double bed), couch, & 60 inch TV with Prime, YouTube, and Chromecast. Condo gym available. My quaint home with endless adventures right outside the front door.

4.88 out of 5 average rating, 111 reviews

The living area presents a spacious layout, featuring a white sofa and a glass coffee table. A large television is mounted on the wall. Decorative glass vases in teal shades are placed nearby. Natural light filters through the open space, creating a welcoming ambiance.

Condo in Oakville

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

NEW GORGEOUS LUXURY CONDO WHEELCHAIR ACCESIBLE. *** NEW BED in 2nd!*** PRIME BEDROOM has a queen size memory foam mattress & a desk. SECOND BEDROOM has a brand new bed with double mattress medium/firm and a working desk, now accessible to guests. 2 FULL BATHROOMS: The en-suite has has a step up shower and a Bidet. SECOND: Has a tub & shower, very spacious. *OPEN CONCEPT LIV. AREA. *OPEN BALCONY. TASTEFULLY FURNISHED, SOFT AND CLEAN COLORS HARDWOOD FLOORS THROUGHOUT EXTRA WIDE HALLS AND DOORS

Condo in Churchill Meadows

A modern living area features a gray sofa adorned with blue cushions. A wooden coffee table sits on a patterned rug, with a large flat-screen TV mounted on the wall displaying content. The kitchen area is visible in the background, equipped with sleek appliances.

4.92 out of 5 average rating, 128 reviews

Entire Condo - 20min from Toronto Airport

This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

A modern high-rise building reflects a sleek architectural design, situated on a bustling city street. Surrounding structures show a mix of contemporary and historic elements. Traffic signals and crosswalks indicate active pedestrian traffic, enhancing the vibrant urban setting of downtown Toronto.

4.89 out of 5 average rating, 99 reviews

Modern Downtown Studio w/ City View

Located in the entertainment district of downtown core, this private and functional studio apartment offers great north facing city views with lots of natural light and a short walk to Financial District, subway, Theatre District, Fine Dining & Cafes. From ambient mood lighting to luxury bathroom amenities, this high-floor studio apartment offers a peaceful and quiet escape for you to relax after the fast paced and busy lifestyle of downtown Toronto. You are only steps away from the action...

5 out of 5 average rating, 135 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

4.89 out of 5 average rating, 275 reviews

The living area features a black leather sofa with decorative cushions, accompanied by a natural wood coffee table and a black chair. Two lamps provide soft lighting, and large windows offer expansive views of the downtown skyline.

Condo in Harbourfront

Designer sky-high condo w skyline view (pool/gym!)

Amazing light-filled 1-bedroom condo overlooking the centre core of downtown Toronto. Huge windows give you spectacular views of the Rogers Centre, the CN Tower, the Steamwhistle Roundhouse, and the Metro Toronto Convention Centre. Located just steps from the Scotiabank Centre, Rogers Centre, Ripley's Aquarium, and all downtown restaurants and attractions; minutes to walk to any building in the financial core and right at the waterfront. Steps away from Union Station for quick metro access.

4.92 out of 5 average rating, 276 reviews

A modern kitchen area features stainless steel appliances and sleek cabinetry, complemented by a glass dining table with two chairs. Wooden flooring adds warmth to the space, while a glass partition allows views of the adjoining bedroom.

Condo in Harbourfront

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

4.9 out of 5 average rating, 154 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

4.94 out of 5 average rating, 157 reviews

Luxury 2BR Condo w/ Skyline Views & Balcony

Some places you stay — this one you remember. Fully renovated corner unit high above the city with panoramic skyline views toward Lake Ontario. Bright, sun-filled space with a private balcony for golden-hour sunsets. Steps to Square One. Fast WiFi, Smart TV, free parking, in-unit laundry, gym & pool. Perfect for families, business & longer stays. ⚽ FIFA World Cup 2026? BMO Field is 30 min away. Limited June dates. ⭐ Top-rated stay with 155+ reviews — book with confidence

A bright living area features a navy sofa bed positioned across from a black TV stand with a flat-screen television. Natural light floods in from the sliding glass doors that lead to a balcony, with greenery from a nearby plant adding a touch of nature.

4.91 out of 5 average rating, 234 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

4.97 out of 5 average rating, 148 reviews

A simple black background features the text 'Gallery Suite' in a bold, modern font. Below it, the words 'Stay a While' are presented in a smaller, complementary style, creating a welcoming and contemporary graphic. The overall design is minimalistic and elegant.

Condo in Strathcona

Gallery Suite

The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

4.9 out of 5 average rating, 137 reviews

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a well equippedand gym and games room. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto

Popular amenities for Oakville condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

5 out of 5 average rating, 20 reviews

Condo in Toronto

Entire DT Condo • Parking • Msg me 4 discount

4.98 out of 5 average rating, 95 reviews

Condo in Old Town

Debonair Condo Heart of Toronto w/Free Parking

4.69 out of 5 average rating, 32 reviews

Condo in Milton

Our cozy casa

4.91 out of 5 average rating, 69 reviews

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

4.86 out of 5 average rating, 14 reviews

A bright living area features two comfortable sofas situated around a modest coffee table. Natural light filters through sheer curtains, creating a soft ambiance. A wall-mounted TV is prominently displayed, and a small dining area is present, accompanied by simple chairs and decorative elements.

Condo in Oakville

Luxury New Condo In Oakville W/Free Parking & WiFi

4.67 out of 5 average rating, 9 reviews

Elegant &Cozy 2 BR Condo, Parking, City view.

Condo in Humber Bay Shores

4.85 out of 5 average rating, 41 reviews

Luxury Lakeview Condo Near BMO field World Cup

4.92 out of 5 average rating, 48 reviews

Condo in North Toronto

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Pet-friendly condo rentals

A bright and modern kitchen is showcased with ample natural light streaming through large windows. The space includes sleek cabinetry, a central island with seating, and stainless-steel appliances. A kettle rests on the counter, enhancing the kitchen's functionality and inviting atmosphere.

4.84 out of 5 average rating, 274 reviews

Luxury and Spacious 1BR + Den - Financial District

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.

4.93 out of 5 average rating, 178 reviews

Beautiful suite in Downtown Toronto

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.

4.97 out of 5 average rating, 145 reviews

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

4.85 out of 5 average rating, 233 reviews

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

Stylish Yorkville Studio: Near U of T & ROM

4.99 out of 5 average rating, 196 reviews

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

Admire City Views from Bed at this Chic Apartment

4.9 out of 5 average rating, 144 reviews

An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.

Condo in The Beaches

The Beaches pied-á-terre (Woodbine Beach)

An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.

4.97 out of 5 average rating, 101 reviews

Modern 1BR Toronto Downtown Condo, King size bed

4.89 out of 5 average rating, 117 reviews

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

Stylish Apartment in Toronto - Long term available

Condo rentals with a pool

4.85 out of 5 average rating, 141 reviews

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

Condo in North Toronto

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

4.89 out of 5 average rating, 879 reviews

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

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.

4.98 out of 5 average rating, 213 reviews

Stylish Condo | Walk to BMO Field + Free Parking

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Beautiful Lake View Studio Condo + 1 free Parking

A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.

4.92 out of 5 average rating, 317 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 158 reviews

Artsy and Comfy Home with a View

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 108 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

A balcony view captures the iconic CN Tower alongside a modern building structure. The expansive glass windows reflect the urban skyline and lake in the distance, evoking a sense of openness and connection to the city.