What I can tell you is that you won't get a visa with just two rental homes as a business model. What would happen to your income if you were unable to rent them out or your expenses came to more than the rentals you received?
You need a business that's going to give you a more substantial amount of money to live on in Florida, even just to pay for health and car insurance, before you've even started on the rest.
As Carol has said, have a look through this section and you may get some ideas.
Anyone who lives in Florida is entitled for their children to go to school. This is free but there are private schools (as in the UK) that you can choose to pay for if you wish.
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