Anyone familiar with something like this?

[Greg Pasquale]

I'll give an example of what I am thinking of doing and if this is a viable strategy.

Full disclosure I am relatively new and learning and taking my lumps as I take action as well as I speak with more and more people.

I've mentioned this in a few other posts, but I am sort of stuck on Long Island for another 4 years or so.  Then I am certainly moving out of state.  I pay outlandish rent, like $3k a month. I want to at least cut this in half.  By the fall I will have disposable income. Probably about 90k worth.  In lieu of house hacking, or any other strategy is the below doable?

I have an acquaintance who bought a home in Florida (by the water) and sort of AirBnb's it throughout the year blocking off times she wants to live there while still "living" in NY until she can permanently move.  According to her...by renting in a desired area for weeks at a time she is able to cover all her expenses in only a few months and allows her to support lots of her living expenses in her current property in NY.

I am well aware, that there are variables such as how much she bought the new property for, how much she put down, how much rent is she getting, where she currently lives now, etc.  But is this a strategy of sorts?  Is it sort of a buy and hold with the intention of living there at some point while covering all costs of the property and then some.(And no, it doesn't have to be Florida, I am still weighing my options on where).

Anyone do something like this?  Or have clients or associates who have done this?