
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.

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

Stylish Downtown Toronto Condo Free Parking | FIFA
Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today.

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.

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Luxury newly furnished home away from home in central downtown 300 Front Street with balcony CN Tower view. 2 Bedroom 2 Bath, Comfortable King bed TV en suit, Double bed TV w blackout curtains Enjoy in building Gym, Steam room, Outdoor pool with 360 degree view of the city, Whirlpool, and BBQ. Steps away from CN Tower, Rogers Centre, Aquarium, Metro Convention Centre, short walk to Scotiabank Arena, the lake, Bell Lightbox, Billy Bishop Airport, Union Station, Entertainment District and more

Luxury and Spacious 1BR + Den - Financial District
Perfect location in the heart of Toronto Entertainment District and surrounded by retail shops, restaurants, café, pub and everything that keep you busy during your stay! Walkable to many Toronto major attractions too such as CN Tower, Rogers Centre, Aquarium, Scotia Arena and many more! This ideal 1 Bedroom plus Den definitely ideal for family holiday, sports event, concert or work colleagues that come for the meeting in town. There is paid parking available on site if arranged beforehand.

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

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.

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.

Gorgeous Downtown Condo
Gorgeous high-ceiling condo in downtown Toronto, located in the vibrant old fort york neighborhood. Spacious and bright unit with 2 bedrooms, 2 bathrooms, and 2 balconies. Equipped for remote work with 2 desks. A step away from the city best-known attractions: Lakefront, CN Tower, Rogers Center, Aquarium, shops, bars, restaurants and nightclubs Easy access to commodities (5 min walk from Starbucks, LCBO, Lowblaws, CityAirport and TTC) Underground parking spot is included.

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!

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

Humber Bay Family Friendly condo w Terrace&Parking
Located in Toronto's west end, overlooking the lake with bike paths, kayaking and canoeing, beaches and boating at your doorstep. Classic decor with a large terrace/balcony for entertaining. Steps away from restaurants, bars, and shopping with groceries and LCBO across the street.
Popular amenities for Oakville condo rentals
Weekly condo rentals

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

Modern & Luxury 1+Den Condo w/Parking

Cozy One Bedroom in Shore Breeze , Free Parking

Luxury New Condo In Oakville W/Free Parking & WiFi

Modern 1BR Toronto Downtown Condo, King size bed

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

Mississauga Square One Condo

Luxury Lakeview Condo free parking
Pet-friendly condo rentals

2BR by Union, Scotia Bank Arena CN Tower + Parking

Beautiful suite in Downtown Toronto

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

Stylish Yorkville Studio: Near U of T & ROM

The Beaches pied-á-terre (Woodbine Beach)

Stylish Apartment in Toronto - Long term available

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool
Condo rentals with a pool

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

Modern 2BR Condo • Walk to Sq1 • Free Parking

Entire Condo Lakeview Luxury Escape – Toronto

Luxury 1+Den condo steps away from CN Tower & Lake

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

Beautiful Condo with Parking Mississauga Downtown

Artsy and Comfy Home with a View

Elegant Sunset Lake View Suite with Parking
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,938 GYD | G$18,564 GYD | G$17,938 GYD | G$19,189 GYD | G$20,441 GYD | G$21,067 GYD | G$22,944 GYD | G$23,778 GYD | G$22,318 GYD | G$20,649 GYD | G$19,815 GYD | G$20,232 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 G$4,172 GYD per night before taxes and fees

Verified guest reviews
Over 1,400 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Oakville vacation rentals include wi-fi 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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Massey Hall
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Casino Niagara




