The plan here is to f**k you in the long term: if you buy two houses and then rent them, good luck proving in 5 or 10 years that you are not tax resident in Italy.
You will be of course under scrutiny for a long time, so just be careful in the long run. Living in those parts of italy might be ok from april to november, but it's kind of suicide for the remaining period: if you make 200k a year, Dubai would be a much wiser choice IMHO, you have much more fun living in Dubai with the money rather than living︀ in Palermo. Also, a much safer life. In any case it's doable.
BTW the reason︁ it's not advertised it's the same reason for which your home country didn't officially advertise︂ the fact that Italian retiree could go live in portugal without paying any taxes on︃ their pension: it's against EU rules. They didn't advertise it officially but they did big︄ campaigns on the internet. The reason is obvious, in italy a freelancer pays around 60%︅ of it's revenue in taxes, if he plays by the rules, and seeing people make︆ 200k and pay little, well, it's not very popular.
You will be of course under scrutiny for a long time, so just be careful in the long run. Living in those parts of italy might be ok from april to november, but it's kind of suicide for the remaining period: if you make 200k a year, Dubai would be a much wiser choice IMHO, you have much more fun living in Dubai with the money rather than living︀ in Palermo. Also, a much safer life. In any case it's doable.
BTW the reason︁ it's not advertised it's the same reason for which your home country didn't officially advertise︂ the fact that Italian retiree could go live in portugal without paying any taxes on︃ their pension: it's against EU rules. They didn't advertise it officially but they did big︄ campaigns on the internet. The reason is obvious, in italy a freelancer pays around 60%︅ of it's revenue in taxes, if he plays by the rules, and seeing people make︆ 200k and pay little, well, it's not very popular.