
Condo holiday 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.

Luxurious 1000 sq ft Private Terrace 2 Bed Condo
Relax amid the latest high-end furniture from Roche Bobois and Jardin de Ville, even a coffee table designed by Lenny Kravitz. The 1,000 square foot terrace boasts a 270-degree view of Toronto. Guests have access to hot tubs, a gym, sauna, and more. NOTE: Amenities (including the gym) in the building are temporarily closed due to COVID-19. The condo is furnished with high end furniture from Roche Bobois and Jardin De Ville... there's even a coffee table designed by Lenny Kravitz. Smart TV's everywhere and Sonos Sound system for indoor and outdoor listening pleasure. Our 1000 Square Foot terrace is very unique for a downtown location. You have a 270 degree view of the downtown and is a perfect entertainment spot. It's great for sun bathing and some pre-dinner drinks and conversation. Come have a great time in a safe and secure building with 24 hour concierge and security. There are 2 private bedrooms with queen size hotel style beds + available roll-away bed for groups of 5 people. 2 full bathrooms with all toiletries provided. The Kitchen comes fully equipped with all cooking utensils and pots and pans. If you're a coffee lover, you're really going to enjoy the coffee selection that is provided. Note: We have a spectacular sister property right next door, which boasts 3 bedrooms, plus a roll-away bed if needed, plus another 1000 square foot terrace. The 2 terraces are connected and will be accessible for large groups. The 2 condos hold a total of 12 people. Guests are allowed to use all amenities in the building. Amenities include the outdoor space on the 6th floor, which has hot tubs, many lounge areas, BBQ's and sun decks. The gym is also on the 6th floor along with the mens/womens change rooms, saunas/showers, a tv lounge and quiet sitting areas. You will need to bring your keys/fobs to gain access to the common areas. I live 5 minutes away from the building and almost always greet guests upon their arrival to show them around and take them up to the suite. I am readily available if guests need anything such as extra towels, supplies or even suggestions on where to go for dinner. Note: If for some reason I cannot meet and greet you upon your arrival, I will send you the lock-box instructions. The western end of Queen (sometimes simply referred to as "Queen West") is now best known as a centre for Canadian broadcasting, music, fashion, performance, and visual arts. Over the past 25 years, it's become a major Toronto tourist attraction. Public transit is closeby... streetcars on Queen Street and King Street, plus the Osgoode Subway station is just a short 2 minute walk. Both Union Station (train) and The Bus Terminal are just a 10 minute walk, Billy Bishop (Island Airport) is 10 minute taxi ride away and Pearson Airport can be reached by taxi or by the UP express train from Union Station. Please adhere to the following; NO loud music NO parties NO narcotics NO smoking indoors (balcony only) Please be respectful of your surroundings and the neighbours. The majority of the people who live in the building are full-time residents who go to work and don't want to have to deal with excessive noise and problems. Let's all make the AIRBNB experience a positive one!

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 Condo | Walk to BMO Field + Free Parking
Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay 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.

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking
Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min

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

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

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.

Trendy & Cozy 1BD Condo in the Heart of Toronto
Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

Beautiful Condo Across CN Tower and MTCC
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Luxury 2BR • Steps to Sq1 & Celebration Sq • View
Luxury high-floor 2BR in the heart of Mississauga Steps to Square One & Celebration Square Perfect for families, business stays & events Fully renovated with modern finishes, bright open layout. Lake & skyline views 🌆 • 2 queen beds (sleeps 4–5) • Fast WiFi + smart TV • Fully equipped kitchen • Private balcony + free parking Walk to top restaurants, shopping & events Clean, stylish & professionally managed for a seamless stay ✨
Popular amenities for Oakville condo rentals
Weekly condo rentals

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

Beautiful Condo with Parking Mississauga Downtown

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

The Calm House | 5 mins Walk to Square One Mall

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

Entire Unit | Walk Everywhere

Toronto Skyline view | Walk Everywhere

Lakeview Oasis with 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

Humber Bay Family Friendly condo w Terrace&Parking

The Beaches pied-á-terre (Woodbine Beach)

Beautiful Lake View Studio Condo + 1 free Parking

3 Bed Downtown Toronto CN Tower Financial District
Condo rentals with a pool

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

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

Waterfront condo with pool/hot tub/free parking/BMO Feild

Hidden gem in Humber bay shores Toronto w/ parking

Artsy and Comfy Home with a View

Closest condo to Rogers Centre/CN tower in Toronto

Luxury Downtown Condo For 6 (CN Tower View)

Toronto CN Tower 2 Bed 2 B w Master King w Parking
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 AUD | $124 AUD | $120 AUD | $128 AUD | $137 AUD | $141 AUD | $153 AUD | $159 AUD | $149 AUD | $138 AUD | $132 AUD | $135 AUD |
| 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 holiday rentals
Explore 50 holiday rentals in Oakville

Nightly prices starting at
Oakville holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Oakville holiday 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
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Wilfrid Laurier University
- Massey Hall
- Downsview Park
- Casa Loma
- Dufferin Grove Park
- Casino Niagara




