
Condo vacation rentals in Greater Toronto and Hamilton Area
Find and book unique condos on Airbnb
Top-rated condo rentals in Greater Toronto and Hamilton Area
Guests agree: these condos are highly rated for location, cleanliness, and more.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!
LocationValueNearby
5.0 out of 5 average rating, 236 reviews
The Wilf Jones – Heritage Loft, Downtown & Hot Tub
The Wilf Jones, the most central airbnb in Port Hope! This main street stay is the optimal location for a morning walk to the coffee shop, unique eateries, and evening cocktails. To see more, visit: @thewilfjones PLEASE NOTE There are two stair cases from street level to the apartment. Expect some noise transfer from other travellers at times. While the hot tub itself is only available to you, the patio has a shared privacy wall with the neighbouring unit (there is a second fully private patio).
LocationFamilyParks
5.0 out of 5 average rating, 268 reviews
Golf, Spa & Fall Vibes Getaway at Friday Harbour
Welcome to our exquisite 2BR/2BA oasis, where relaxation knows no bounds. Embrace the tranquility of our inviting space. Indulge in the comforts of home with a fully equipped kitchen, cozy living area and two private bedrooms designed for restful nights. Soak in the hot tub's warmth, swim and lounge by the pool or gather round the fire pit for memorable conversations under the stars. Your perfect vacation retreat awaits. Book now to experience luxury, comfort & outdoor delight like never before!
FamilyLocationDecor
4.98 out of 5 average rating, 133 reviews
The Friday Flat | Sunny Escape by the Marina
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
LocationFamilyComfort
4.93 out of 5 average rating, 242 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.
ValueFamilyCleanliness
4.9 out of 5 average rating, 169 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
FamilyLocationWalkability
4.98 out of 5 average rating, 131 reviews
Cozy Residence with Walkout to Courtyard
Experience Lakeside Luxury! Located on the ground floor with walkout access to the courtyard with a pool(closed for the season), hot tub(currently closed for repair) fire pit, and lounge areas. Everything you need is just steps away including Starbucks, LCBO, groceries, fine dining and so much more. Enjoy the live music on the pier, golfing, water activities(seasonal), and special events. Check out the Friday Habour website for a calendar of events throughout the year.
ValueFamilyBathroom
4.96 out of 5 average rating, 106 reviews
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!
ValueFamilyHeating
4.95 out of 5 average rating, 198 reviews
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
FamilyLocationGetting around
4.89 out of 5 average rating, 160 reviews
JillBilly by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!
ValueLocationNearby
4.99 out of 5 average rating, 338 reviews
Skyline Square Condo
Built in 1929, the United Office Building was erected as a towering achievement of art deco architecture uniquely blended with a Mayan revival motif. Today, it’s the home of the Giacomo — the premiere luxury boutique hotel in Niagara Falls. The Giacomo is 45 rooms of true elegance combined with exemplary service. The Giacomo Lounge is serving daily beginning at 5 PM.
FamilyLocationPets
4.93 out of 5 average rating, 153 reviews
Friday Harbour Condo | Resort Living
This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen
LocationValueHospitality
4.95 out of 5 average rating, 545 reviewsPopular amenities for Greater Toronto and Hamilton Area condo rentals
Weekly condo rentals

Lovely 3 Bedroom Condo with Stunning View and Pool
LocationValueCondition
4.99 out of 5 average rating, 235 reviews
Modern & Chic Sanctuary Suite in Collingwood
FamilyValueAmenities
4.94 out of 5 average rating, 857 reviews
LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!
FamilyLocationIndoor spaces
4.87 out of 5 average rating, 124 reviews
Stunning Lake/CN Tower View: 2BR+2BA, Free Parking
LocationValueCleanliness
4.95 out of 5 average rating, 634 reviews
Exceptional 2+1 ground floor condo @Friday Harbour
FamilyValueIndoor spaces
4.89 out of 5 average rating, 145 reviews
Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field
ValueFamilyGetting around
4.96 out of 5 average rating, 194 reviews
Spacious Luxury Condo w. Free Parking in Toronto!
LocationValueAccuracy
4.94 out of 5 average rating, 116 reviews
Modern Lakeview Condo | Walk to CN Tower & Arena
ValueFamilyNearby
4.95 out of 5 average rating, 194 reviewsPet-friendly condo rentals

Modern 1BR Toronto Downtown Condo, King size bed
ValueLocationAmenities
4.95 out of 5 average rating, 117 reviews
(A) Elora Grand River Suite
ValueFamilyAccuracy
4.86 out of 5 average rating, 198 reviews
Modern Niagara Falls Condo
ValueLocationQuiet
4.86 out of 5 average rating, 304 reviews
Resort Condo in Friday Harbour
LocationValueKitchen
4.87 out of 5 average rating, 347 reviews
Beautiful Penthouse with Breathtaking View
ValueFamilyWalkability
4.86 out of 5 average rating, 219 reviews
Bright & Cozy Condo w/ Private Balcony - Ent. Dist
LocationValueAccuracy
4.89 out of 5 average rating, 134 reviews
Debonair Condo Heart of Toronto w/Free Parking
ValueLocationAccess
4.96 out of 5 average rating, 111 reviews
2 Bedroom Condo at Friday Harbour Resort
LocationValueAccess
4.83 out of 5 average rating, 135 reviewsCondo rentals with a pool

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue
ValueFamilyGrill
4.96 out of 5 average rating, 1028 reviews
Luxury Downtown Condo For 6 (Near CN Tower)
FamilyLocationPool
4.97 out of 5 average rating, 192 reviews
Beautiful Condo Across CN Tower and MTCC
ValueLocationAccess
4.84 out of 5 average rating, 167 reviews
Blue Vista | Pool/Hot Tub/Shuttle/WalkToBlue
FamilyLocationOutdoor spaces
4.94 out of 5 average rating, 659 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
LocationFamilyIndoor spaces
4.94 out of 5 average rating, 129 reviews
Cozy & Charming Retreat at Blue Mountain
LocationFamilyGetting around
4.93 out of 5 average rating, 411 reviews
The Penty: Luxurious Penthouse with Pool, Hot Tub
LocationFamilyCheck-in
4.99 out of 5 average rating, 167 reviews
Luxury Downtown Condo For 6 (CN Tower View)
LocationFamilyBathroom
4.98 out of 5 average rating, 129 reviewsDestinations to explore
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Niagara Falls
- Toronto Eaton Centre
- Niagara Falls State Park
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum
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