I think there is a chance you are in effect responsible to the inconvenience and you psychologically put yourself in more trouble than it really is...normally a hotel provide a safe to put valuables and if not, the minimum might be to put in locked bag, you could also have lost your wallet or be robbed in the street, etc.. so as some others mentioned that is something you should be able to deal with.

Also you were in vacation in Florida..which is hardly Zanzibar. So how can your vacation be 'ruined' when you can call your bank/amex/visa and ask for a replacement card or are able to get temporary money in a lot of places ? especially as you say you still had your Amex...

Asking for "a check to cover air, rental car, entertainment, and food for a 2 week vacation, along with 10 free nights at any of the chains properties." is greedy if not absurd. If one manages to get away with that, you can sure expect a lot more people to put their valuables on display on purpose to get it stolen.