Condo holiday rentals in Caledon

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Top-rated condo rentals in Caledon

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Guest favourite

Condo in Downtown Toronto

4.98 out of 5 average rating, 262 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!

Guest favourite

Condo in Downtown Toronto

4.98 out of 5 average rating, 126 reviews

Luxury 1BR- Exclusive Maple Leaf Square condo

Beautiful and spotless 1 bedroom condo located in the prestigious Maple Leaf Square. Located next to Scotiabank Arena, and steps to Union Station, Rogers Centre, Ripleys Aquarium, CN Tower, Metro Toronto Convention Centre, and more. Floor to ceiling windows. Hi-Speed Internet/ Wi-Fi, 42" Flat Screen Cable TV, fully-stocked kitchen and washer/dryer in the unit. Spectacular view from your private balcony. A grocery store, liquor store, bank and restaurants are also located within the building.

Guest favourite

Condo in Innisfil

4.97 out of 5 average rating, 160 reviews

Stylish getaway condo, resort living

Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lake views of Friday Harbour All Seasons Resort. Features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more. King bed, Queen bed, sleeps 4. Smart TV, High Speed WiFi. 1 reserved parking spot and paid per night lot parking, BBQ, In-Suite Laundry NOTE: short stay of 2-3 nights must book full weekends and not break up weekend dates

Superhost

Condo in Innisfil

4.85 out of 5 average rating, 111 reviews

2 Bedroom Condo at Friday Harbour Resort

Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes everything you need for a comfortable stay, including fully equipped kitchen, linens, bedding, towels, shampoo and conditioner, laundry, toilet paper, utensils, pots and pans, dishes, etc. Quiet building on the 2nd floor with a main view of the terrace gardens and slight view of the marina. Please visit the Friday Harbour website for information about the resort and amenities.

Guest favourite

Condo in Fort York

4.96 out of 5 average rating, 129 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

Guest favourite

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/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!

Guest favourite

Condo in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the fall season with access to golf, walking trails, beach, boating, biking, live music & weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Laundry

Guest favourite

Condo in Innisfil

4.87 out of 5 average rating, 189 reviews

Lake Simco penthouse at Friday Harbour resort

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

Guest favourite

Condo in Innisfil

4.94 out of 5 average rating, 202 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favourite

Condo in Downtown Toronto

4.88 out of 5 average rating, 111 reviews

Luxury Escape: Stunning City Views by CN Tower!

Enjoy a stylish experience at this gorgeous luxury condo in downtown Toronto next to the CN tower and in one of Toronto's most highly sought after neighbourhoods. Perfect for both business and leisure travellers, in the heart of the Entertainment District and the Harbourfront in downtown Toronto. Steps away from Union Station, CN Tower, Rogers Centre, Ripleys Aquarium, Metro Toronto Convention Centre, Scotiabank Arena, Billy Bishop City Airport.

Superhost

Condo in Innisfil

4.82 out of 5 average rating, 451 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.

Guest favourite

Condo in Innisfil

4.94 out of 5 average rating, 134 reviews

Lake Simcoe Resort Retreat

Beautiful, fully furnished one bedroom vacation retreat in the vibrant resort community of Friday Harbour. Experience the all-season recreation including the beach, marina, nature preserve, eighteen hole golf course, sports facilities and more! Find everything you're looking for, from grocery stores and restaurants to coffee shops and the LCBO, just steps from the boardwalk.