Windley Key Mountain Vacations
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Flight and Mountain hotel deals in Windley Key
Price found within the past 48 hours. Click for updated prices.
Park Central South Beach
South Beach
CA $1,630
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,952 reviews)
It was ok. good for one night before the cruise. We got stuck in the elevator so it was kind of scary. They moved our room and gave us a little compensation for our food for the inconvenience but still not the best hotel around. It was a little run down and old. Pictures make it look a lot better than it is. Staff was really nice though
Reviewed on Oct 1, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $20,306
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Southernmost House - Adult Exclusive
Old Town Key West
CA $2,406
per person
Nov 1 - Nov 7
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
We arrived at Key West just after 12 noon on a Sunday. I was planning to just leave our luggage’s at the hotel since check in time was at 4pm. Catherine was the one that greeted us and help us out on our check in process. She was very professional and very friendly. We got our room ready right away and we didn’t have to wait until check in time at 4PM.
Our room was right by the pool, it was clean, has a full size fridge and small microwave, some kitchen amenities (plates, cups, silverware’s) and a dehumidifier.
The bathroom is clean and very spacious (shower area). We thought it will be loud since it’s close to the pool and the bar but the whole time we were there it was nice and quiet.
There’s are near by restaurants, shops and coffee shops but I suggest to rent a scooter to get to the port area if you have any plans on going to any boating trips (it’s a good 20-30 mins walk from the hotel).
We met dean on our 2nd day and he was very friendly and make sure to give us our parking pass for the scooter that we rented. Dean and Catherine definitely made our stay special. And we will definitely come back to stay at this facility on our next trip to Key West. I highly recommend this place if you want a relaxing, laidback stay at Key West.
Reviewed on Oct 1, 2026
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View all trips5* Mountain holidays in Windley Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $20,306
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
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View all trips3 Night Mountain holidays in Windley Key
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Fontainebleau Miami Beach Private Luxury Suites
Mid Beach
CA $1,042
per person
Nov 23 - Nov 26
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
7/10 Good! (74 reviews)
The room was give it to us was so dirty, we talk with the people in charge and the said just that was only room available, I submit the pictures of the room to get reimbursement because I left the hotel and get another one.
Reviewed on Sep 3, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $12,421
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
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See all available trips from Columbus to Windley Key
View all trips4 Night Mountain holidays in Windley Key
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $18,011
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
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