I will pass on what the cms are instructed. We are told to look for clues that you actually live in Florida or have established your residence as Florida. What we look for is the florida address, is it on your utility bill, voter registration is a very good proof, can we clarely see that you are getting mail at a fla residence, does the address match what is on the id. The only exception to this rule is military and they get a separate discount.
Believe me I have heard every explanation in the world, even some canadian guest who had a time share and their TA told them they could get the Fla Res discount. That was a fun experience. Sorry to those of you who own property in Fla but live elsewhere, as far as wdw is concerned you are not a Fla Resident.
Katensam I would suggest you get a Fla id card if you wish to keep your CT DL. You can then have your Fla address on it and you wont have to worry whether it is acceptable or not at the ticket window. The Fla id allong with your electric/phone/cable bill with the Fla address on it would be acceptable.
Saying all that some cms are more cautious then others about the proofs. You just dont know.