
Condo holiday rentals in Oakville
Find and book unique condos on Airbnb
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 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 Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, 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.

Modern Lakeview Condo | 2026 Match Stay
Visiting Toronto for FIFA World Cup 2026? The condo is well positioned for match-day stays, with easy access to Toronto Stadium at Exhibition Place, the waterfront, downtown restaurants, transit, and the FIFA Fan Festival area around Fort York and The Bentway. This fully furnished condo offers fast Wi-Fi, a smart TV with Netflix, a full kitchen, and hotel-style essentials. Steps to Scotiabank Arena, CN Tower, Rogers Centre, Union Station, and the waterfront. Perfect for families, business trips.

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...

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

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.

Cozy Toronto condo, great location, 1 free parking
Enjoy this conveniently located condo in the entertainment district of downtown Toronto, perfect for outings and group trips with family and friends. 2 Bdrm condo very close to the Lakeshore Waterfront. Short walk to The Rogers Centre, the CN Tower, The Well and Ripley's aquarium. Restaurants are just steps away with King and Queen west walking distance from your stay which is the hub for fine dining and nightlife. For the kids, Ripley's Aquarium, Hockey Hall of fame, Fort York and much more.

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.

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

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.

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
Weekly condo rentals

Debonair Condo Heart of Toronto w/Free Parking

Our cozy casa

Entire Condo Lakeview Luxury Escape – Toronto

Modern 1 BR+ Balcony/ Free Parking

Mississauga Square One Condo

Luxury Lakeview Condo Near BMO field World Cup

Elegant Sunset Lake View Suite with Parking

Resort Style Lake View Condo
Pet-friendly condo rentals

Luxury and Spacious 1BR + Den - Financial District

Beautiful suite in Downtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

The Beaches pied-á-terre (Woodbine Beach)

Modern 1BR Toronto Downtown Condo, King size bed

Stylish Apartment in Toronto - Long term available

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

Beautiful Condo Across CN Tower and MTCC

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

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

Artsy and Comfy Home with a View

Luxury Downtown Condo For 4 (CN Tower Views)

Closest condo to Rogers Centre/CN tower in Toronto

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 | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $125 AUD | $128 AUD | $128 AUD | $129 AUD | $137 AUD | $142 AUD | $154 AUD | $160 AUD | $150 AUD | $139 AUD | $133 AUD | $136 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Pocono Mountains Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Rentals with breakfast Oakville
- Rentals with a fire pit Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- Rentals with pools Oakville
- Waterfront rentals Oakville
- Rentals with a hot tub Oakville
- Rentals with an EV charger Oakville
- Private suite rentals Oakville
- Family-friendly rentals Oakville
- Rentals with a patio Oakville
- Rentals with outdoor seating Oakville
- Rentals with beach access Oakville
- Rentals with a fireplace Oakville
- Rentals with lake access Oakville
- Pet-friendly rentals Oakville
- House rentals Oakville
- Rentals with a washing machine and dryer Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Condo rentals Halton
- Condo rentals Ontario
- Condo rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Niagara Falls State Park
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- Niagara Falls
- Museum of Illusions





