Condo vacation rentals in Oakville

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Top-rated condo rentals in Oakville

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favourite
A cozy living area is equipped with a smart TV set on a wooden console. A potted plant adds a touch of greenery to the space. Natural light enters through a large window, enhancing the inviting atmosphere.
Condo in Downtown Toronto
4.92 out of 5 average rating, 180 reviews

Luxury Escape: Stunning City Views by CN Tower!

Enjoy a stylish stay at this stunning luxury condo in downtown Toronto, located next to the CN Tower in one of the city's most sought-after neighbourhoods. Perfect for both business and leisure travellers, this modern space is in the heart of the Entertainment District and Harbourfront. Just steps away from Union Station, CN Tower, Rogers Centre, Ripley’s Aquarium, Metro Toronto Convention Centre, Scotiabank Arena, and Billy Bishop City Airport. + we have Starbucks at the base of the building.

Guest favourite
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
4.87 out of 5 average rating, 112 reviews

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

Guest favourite
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.
Condo in Mississauga
4.92 out of 5 average rating, 130 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.

Guest favourite
An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.
Condo in Downtown Toronto
4.96 out of 5 average rating, 167 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

Top guest favourite
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 dĂŠcor.
Condo in Yorkdale
5 out of 5 average rating, 139 reviews

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

Top guest favourite
The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.
Condo in Downtown Toronto
4.98 out of 5 average rating, 163 reviews

Amazing Views, King Bed, Easy Access to World Cup!

Easy access for those going to FIFA World Cup events! Enjoy views from the large balcony with great views of the CN Tower, Lake Ontario and Toronto skyline! King size bed. Ideal for couples, solo guests, friends or those in town for work. Steps from Union Station with instant access to all major transit. Short walk to CN Tower, The Harbourfront, sports/concert venues, the Entertainment District, restaurants and shopping. No additional guests permitted. Please read the rules section in full!

Top guest favourite
A modern living area featuring a gray sectional sofa with decorative throw pillows. A wooden coffee table sits in front, and the kitchen is visible in the background with contemporary cabinets and appliances. The space is open to a cozy sleeping area with neutral tones.
Condo in Downtown Toronto
4.97 out of 5 average rating, 121 reviews

Downtown 1BR+Sofabed/Steps to ScotiabankArena/MTCC

Experience the best that downtown Toronto has to offer in this fabulously appointed, bright, open-plan lakeview condo in Maple Leaf Square. Location is everything and this beautiful condo could not be better located in the heart of Toronto's entertainment and financial district. It's a sports lover's dream with the Scotiabank Arena literally connected to the building and the Rogers Centre only 400 meters away for all the exciting Leafs/Raptors/Jays games, and countless concerts and shows!

Guest favourite
A panoramic view captures the iconic CN Tower and nearby structures in the vibrant Toronto skyline. The image showcases the expansive cityscape, featuring the Rogers Centre and a glimpse of the waterfront, all under a clear blue sky.
Condo in Downtown Toronto
4.92 out of 5 average rating, 594 reviews

Upscale Condo in the Clouds at CN Tower

Drink in unobstructed CN Tower and lake views from the floor-to-ceiling windows of this executive-style condo. There’s a cozy ambiance to the neatly arrayed interior, which hosts an intuitively designed layout maximizing on the compact space. Special set-up available for floral and balloons. Steps to Rogers Centre, CN Tower, Scotiabank Arena (Air Canada Centre), Entertainment district and Financial core. Pool and ameneties unavailable for short term guests. Parking included for 1 car

Guest favourite
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.
Condo in Mississauga
4.9 out of 5 average rating, 156 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.

Guest favourite
A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.
Condo in Downtown Toronto
4.94 out of 5 average rating, 100 reviews

Stylish 1BR on Toronto’s Harbourfront

Discover the ultimate Toronto experience in our fabulous 1BR condo on Yonge Street, right in the heart of downtown. My husband Saeid and I are proud to host you in this vibrant space with unbeatable access to the Harbourfront, CN Tower, and all of Toronto’s top attractions. Enjoy stunning city views from our thoughtfully decorated condo, featuring a fully-equipped kitchen and a cozy bedroom. Plus, access to great amenities for your comfort. Your Toronto adventure begins here!

Guest favourite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.93 out of 5 average rating, 209 reviews

Beautiful 1 Bedroom Yorkville Condo w/ Parking

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Top guest favourite
A modern living area features a spacious, cozy sectional sofa with decorative pillows. A large window offers views of the city skyline and access to a balcony adorned with patio furniture. Natural light fills the room, complementing the contemporary decor and wooden flooring.
Condo in Liberty Village
4.98 out of 5 average rating, 128 reviews

Central condo in heart of Liberty Village +parking

Right on the park! Stay in one of Toronto’s most vibrant neighborhoods. This modern space includes high-speed Wi-Fi, dedicated workspace, large HDTV, in-unit laundry, and access to a private gym. ALL amenities withing walking distance Steps to cafés, nightlife, transit, parks, and more. Walk to the Waterfront, BMO Field, RBC Amphitheatre, Enercare center, CNE, Fort York, and top attractions—perfect for work or play.

Popular amenities for Oakville condo rentals

When is the best time to visit Oakville?

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Quick stats about condo rentals in Oakville

  • Total vacation rentals

    Explore 50 vacation rentals in Oakville

  • Nightly prices starting at

    Oakville vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Oakville vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakville rentals

  • 4.8 Average rating

    Oakville stays are highly rated by guests—averaging 4.8 out of 5!

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