In Italy the administrative part of the tourist regulation is left to the Regions. All the Regions as well as the Autonomous Provinces have enacted laws on tourist rentals managed by private individuals, trespassing into the private law which falls within the exclusive competence of the State. In Italy the shortest line between two points is never the straight line, it’s always the arabesque, believe me.
In most cases, the private individual who owns less than three apartments (eg. Emilia-Romagna Region) or two (eg. the Lazio Region) is not considered an entrepreneur, but his management must respond to not clearly defined rules related to occasionality and other parameters.
The term "occasionality" does not only have the meaning of temporality, but it also indicates that this activity must be managed in a simple, familiar way, without those means, strategies and advertising plans that characterize whoever carries out this activity in a professional manner, usually an entrepreneur.
And in fact in some Italian Regions, despite the enactment of Legislative Decree 50/2017, the so-called "AIRBNB Law" (Article 4 "Tax regime for short leases") the owner of a family-run B & B and a private who makes tourist leases are not allowed to advertise on AIRBNB. Advertising on home-booking portals is allowed only to entrepreneurs, owners of holiday homes, guest-houses, etc.
It is clear that where a private individual systematically manages a large number of accommodation units through several home-booking portals, connecting with other hosts (see the latest AIRBNB invention: the "Teams"), using paid staff (co-host), maintenance and janitorial companies, external laundry services, frequently generating high incomes, without making leases, it is difficult to say that it is not an organized management of accommodation facilities with a strong entrepreneurial connotation.
The suspicion is that the only goal of this private individual is no longer to supplement his salary or pension, but to carry out a real economic activity, producig revenues on a continuing basis: in Italy a steady business falls within the auspices of VAT taxation, in accordance with Article 4 of Decree 633/1972.
But in any case, it is not for me nor for the Regions to establish when the leasing activity is considered exercised as a commercial enterprise or as a private axctivity, but for the State and, in fact, paragraph 3-bis of Article 4 of the above Decree refers to the Ministry of Economics and Finance the onerous task of resolving the matter.