Actually thinking about it, one of my relatives has friends who live(d) in Florida who run (or ran) an interior design business on an E-2 visa, I think they jacked it in though. The reason being that their son had no status when he grew up and they didn't like having to live so far away from him. One of my friends is friends with an Australian who had a travel agency business in Florida as well on E-2, but last I heard the business failed when the depression hit because I heard he was moving back to
Australia.
This is the real problem with an E visa - it's a non-immigrant visa, so it's only valid while the business is in operation, if the business fails or you retire, your status is invalid.
The real solution is EB-5, immigrant investor, but that requires a whopping investment (at least $500,000) and you must employ (directly or indirectly) at least 10 US citizens or LPRs. This is how some rock stars and the seriously wealthy immigrate into the US, because USCIS consider they're probably indirectly employing ten people at the bank to count their money.
There's another category called "immigrant investor center", which basically means you give $500,000 to an "investor center" for six years and you get LPR status, they give it back to you after six years with minimal interest. However there is risk involved in that one as the centres are usually local government entities and given the economy I wouldn't trust them for six years with $500,000 (and who can live without that much money for six years - not many people).
You can make money with a B&B in Orlando. Not much money I guess but Florida is a pretty cheap place to live. The thing to do is to have a "boutique"
hotel or something. The couple I met seemed to be doing okay but that was back around 1998 as I recall.
Steve.