Condo vacation rentals in Greater Toronto and Hamilton Area

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Top-rated condo rentals in Greater Toronto and Hamilton Area

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Guest favorite

Condo in Toronto

4.98 out of 5 average rating, 239 reviews

Unwind on the Private Terrace of a Downtown Oasis

Soak up the sun or share pre-dinner drinks with friends on the 1,000 square foot terrace and take in 270-degree views of downtown. Hotel-style safes, Missoni cushions and modern artwork add a touch of luxury to this condo. Everything about this space is custom and top of the line. Furnished with high end furniture from Roche Bobois and Jardin De Ville... Missoni pillows… fascinating art...upscale linens from Sferra and Abyss...Stainless steel backsplash in the kitchen… Electric blinds in every room...High Def OLED 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 sunbathing and some pre-dinner drinks and conversation, or even an intimate catered dinner party. Come have a great time in a safe and secure building with 24 hour concierge and security. Upon arrival, you will generally find fresh flowers, coffee, tea, cream, milk, some juice and beer and a bottle of sparkling wine, plus my favourite Lindt chocolate bar :) Please let me know if you require any additional items prior to your stay and I will do my best to accommodate. There are 3 private bedrooms with queen size hotel style beds. Each of the first two have their own ensuite bathroom + the custom wall to wall cozier 3rd bedroom has a curved OLED High Def TV. There is an available roll-away bed for groups of 7 people, though the 7th person will be in the living area. Each bedroom comes equipped with their own private hotel style safe. There are 3 bathrooms in total. The first has a tub/shower, the second a marble shower and the third is a two piece bathroom. Toiletries are provided. The Kitchen comes fully equipped with all cooking utensils and pots and pans. There is also a Reverse Osmosis water filter with it's own tap at the kitchen sink. If you're a coffee lover, you're really going to enjoy our coffee selection. If needed, parking is in our own private spot off the elevators and is included at no extra charge. Lastly, please note that our spectacular and cozy sister property is right next door with 2 bedrooms and 2 full bathrooms. It sleeps five and also boasts a south view with another 1,000 foot terrace. Together, we can accommodate up to 12 guests. Please let me know if there is anything I can do to make your stay more comfortable. Access of the gym and outdoor space with BBQ is included. (6th floor) Note: If for some reason we cannot meet and greet you upon your arrival, we will send you the lock-box instructions. You can call us at any time for help. The western end of Queen is best known as a centre for Canadian broadcasting, music, fashion, performance, and the visual arts. Chinatown is just a few blocks away for an after-club meal. Famous Queen Street West is just a block away for shopping. 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 more than 7 sleeping in the suite ...no more than 10 in the suite or on the terrace. There have been numerous noise complaints and management have told us that evictions and $500.00 fines are coming our way for any guests that are loud. We have no say once security gets involved. NO loud music NO parties. NO events without prior written consent. 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. Please check out the house rules for further important details. Let's all make the AIRBNB experience a positive one!

Mar 6 – 13

G$148,736 GYD per night

Guest favorite

Condo in Toronto

4.95 out of 5 average rating, 553 reviews

Stunning Harbor/City View: 2bdrm/2bth+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

Oct 25 – Nov 1

G$65,545 GYD per night

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 111 reviews

•#TheFridayFlat Luxury Poolside Retreat for Summer

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake. Come experience the ultimate waterfront getaway at Friday Harbour!

Jun 13 – 20

G$23,360 GYD per night

Guest favorite

Condo in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/2bth Pool option

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Mar 6 – 13

G$19,808 GYD per night

Guest favorite

Condo in Toronto, Canada

4.92 out of 5 average rating, 116 reviews

The Beaches pied-á-terre (Woodbine Beach)

Cozy and private retreat located in the desirable "The Beaches" neighbourhood. An ideal location to live the beach-life, while only minutes away to the downtown. Soak-up the sun on the beach, stroll the boardwalk. Steps to Queen Street East shops, streetcar, buses, bike trails, restaurants, cafes, bakeries, patios, bars, LCBO and groceries stores. Experiences: Donald D. Summerville Olympic Pool, Bike path, Beach Volleyball, Bike rentals, SUP boarding, Jazz Festival, Tommy Thompson Park,

Aug 15 – 22

G$32,927 GYD per night

Guest favorite

Condo in Toronto

4.93 out of 5 average rating, 230 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Jan 1 – 8

G$43,921 GYD per night

Superhost

Condo in Innisfil, Canada

4.88 out of 5 average rating, 107 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

May 10 – 17

G$16,738 GYD per night

Guest favorite

Condo in Toronto, Canada

4.89 out of 5 average rating, 188 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.

Jun 3 – 8

G$32,588 GYD per night

Guest favorite

Condo in Innisfil

4.83 out of 5 average rating, 389 reviews

Lovely 2-bedroom at Friday Harbour

Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of way to enjoy your days.

Sep 30 – Oct 7

G$14,612 GYD per night

Superhost

Condo in Mississauga

4.82 out of 5 average rating, 221 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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 swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Oct 2 – 9

G$26,976 GYD per night

Guest favorite

Condo in Mississauga

4.86 out of 5 average rating, 170 reviews

Mississauga - Clean & bright. Close to airport

Clean and modern apartment with two washrooms and two bedrooms with laundry facilities. Full kitchen, television, internet, colour copier/scanner/printer for your use. 15 minutes from Pearson Airport (YYZ) Next bus routes and close to major highways for airport, Niagara Falls, and downtown Toronto. One parking spot is included, and for those that need it, 2nd spot available for for a fee.

Dec 28 – Jan 4

G$25,279 GYD per night

Guest favorite

Condo in Collingwood

4.94 out of 5 average rating, 591 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

Oct 10 – 17

G$24,209 GYD per night