Upper Matecumbe Key Cheap Vacations
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Flight and Cheap hotel deals in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was CA $1,758, price is now CA $1,069 per person
CA $1,069
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (124 reviews)
good location! the property was in good condition. typical size of a condo-good size for 2-3 people. clean. the app to assess amenities and the door was a bit finicky but other than that i would recommend it to others
Reviewed on Mar 31, 2026
Carillon Miami Wellness Resort
North Beach
Price was CA $3,830, price is now CA $2,223 per person
CA $2,223
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.8/10 Excellent! (787 reviews)
The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it
Reviewed on Feb 5, 2026
Isla Bella Beach Resort & Spa
Price was CA $3,377, price is now CA $2,159 per person
CA $2,159
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (1,105 reviews)
Beautiful resort, lots of pools so no problem finding chairs. Beautiful grounds. Would not recommend all inclusive as the restaurants are not great and there are so many really good options in Marathon.
Reviewed on Apr 2, 2026
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See all available trips from Columbus to Upper Matecumbe Key
View all trips5* Cheap holidays in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.
Carillon Miami Wellness Resort
North Beach
Price was CA $3,830, price is now CA $2,223 per person
CA $2,223
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.8/10 Excellent! (787 reviews)
The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it
Reviewed on Feb 5, 2026
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See all available trips from Columbus to Upper Matecumbe Key
View all trips3 Night Cheap holidays in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was CA $1,758, price is now CA $1,069 per person
CA $1,069
per person
Jun 15 - Jun 18
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (124 reviews)
good location! the property was in good condition. typical size of a condo-good size for 2-3 people. clean. the app to assess amenities and the door was a bit finicky but other than that i would recommend it to others
Reviewed on Mar 31, 2026
Don't see what you're looking for?
See all available trips from Columbus to Upper Matecumbe Key
View all trips4 Night Cheap holidays in Upper Matecumbe Key
Price found within the past 48 hours. Click for updated prices.
Carillon Miami Wellness Resort
North Beach
Price was CA $3,283, price is now CA $2,097 per person
CA $2,097
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
8.8/10 Excellent! (787 reviews)
The staff were so so nice! The hotel was so clean and so green and so cool and I loved every minute of it
Reviewed on Feb 5, 2026
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See all available trips from Columbus to Upper Matecumbe Key
View all tripsCheap Hotels in Upper Matecumbe Key
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,677 reviews)
Our rooms were spacious, clean, and very comfortable, with what appeared to be recent renovations—fresh paint and supportive beds that didn’t sag. The breakfast each morning was excellent, and chefs Chris and Jose were especially warm and accommodating, making the experience even more enjoyable. ...
Reviewed on Apr 2, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
