I grew up on the Isles of Capri and lived there from 1990 to 2001. It's a beautiful place filled with modest homes and unbeatable gulf water access. I lived there before the "Boom" as they call it happened. Real-estate prices were more than manageable. It is completely different now, a large majority of the homes are old from the 60's and strictly because of land value the lowest prices are in the upper 400's. There is beginning to be a problem with the workforce on the neighboring island (Marco) because the real estate prices and the insurance costs have driven the middle class workers from their homes. Marco has and will become even more of a resort island. The cost of living outweighs the average salary (more than double). Now if you are wealthy enough, the by all means.. it's a beautiful place and enjoy it.

Capri & Marco have suffered many mid sized storms, and I myself lived there through hurricane Andrew in the mid 90's. One good thing about the area is the large amounts of money being pushed towards tourism. After the storms, everything is rebuilt quickly and fixed up even better than before. I wouldn't worry.