Actually the basic halacha is that yes, when you are not in Florida you have to let others use your house there, provided they keep it in good condition and vacate it as soon as you need it. I would say that nowadays this halacha is not necessarily applicable, because we have many things in our houses, some of which are fragile, and some of which are personal, so having strangers squatting there does cost us something, if only menuchas hanefesh. Whereas in chazal;’s time a house was basically a shell, and if you were not there there was no reason not to let others use it. (Which is why in their days there was no need for Pesach cleaning; bedikas chometz was the cleaning.)
As for the driveway, you could make it known on your block that people are free to use your driveway, but they must be ready to move their cars at a moment’s notice. If you wanted to be nice you could even create a Whatsapp group for the block, and post on it when you leave CT, so whoever’s parked in your driveway has over an hour’s notice to move.