lazy, nothing to do with FL and storm insurance, but I hear you. "no one ever said paradise was cheap", you bet...
We sold for about $600k in Boston and bought for about $550k in Tuscany, thinking we were a bit ahead of the game. Well, our living area is 2x the size, our yard is 20x the size, but I have to deal with endless dusting, cleaning and mopping everywhere, our gas bill for heating is about 4x what it was in Boston although the weather is far milder and I keep the thermostat lower (enormous energy prices and taxes, no Italian concept of insulation, 14 ft. ceilings). For the first time in my life I actually paid a guy to help with pruning trees, hedges, etc. this winter... Even at €8/hour he spent over two solid weeks this winter working, and that doesn't count the time we spend ourselves continuously weeding, mowing, watering.. There's a "rain water holding tank" (shaped like a pool, wink wink) that to turn into an actual pool would take minimum $40k-$50k and involve excavating a meter or so of bedrock, so for the foreseeable future it will remain a crumbling cement hole painted blue.
Here practically everyone who has more than a 2-bedroom apt. has "help". The assumption is that no one takes on an actual "house" without an army of Filipinos, Poles, and so on.. Having paid strangers in my home makes me queasy, and the expense makes me cringe. Having servants. however, seems to be the norm for 'bourgeois' life here.. (i.e, above subsistence level). Who knew?
A tiny ratchet up in relative economic "class" brings with it a whole host of extra headaches and expenses. "Society"-wise, we are sandwiched between the (few) rich ex-fascists and the (many) active communists!! There's no in-between.
Uneasy lies the head, and so forth.. :
--P.S. My (ill) mother is the proud owner of a lot in Ft. Meyers, FL, which my grandfolks bought back in the '60s as a potential "retirement" scenario. ( I gather there was a lot of this speculation going on..) No one in our family has even seen it!!