I have a client who owns a "resort" in Antigua. It's basically just a big house that they rent out and it has all the amenities. They got tired of living in Chicago and moved down there a few years back.
They maintain the properties and have a nice place of their own. They tell me they love it and are never coming back. I have an open invitation to come and visit with the family, but don't want to be tempted myself.
I have another buddy from HS who has a bar in St. Thomas, USVI and he says the same thing.