The only inconvenience is I have to pay booking.com a commission at the end of the month, and I have to remit the local taxes myself vs.

This approach will give you a clear picture of both rental prices and demand in your area.

As others have alluded to, buying larger units or a house near the beach is a better play. 

This is the cleanest way to do it, but transferring it post-exchange could have tax or lender implications. 

Our goal is to have a short term rental business and build it over the next several years.

A professional home inspection can help you avoid costly surprises by uncovering potential issues before you buy, renovate, or rent out a property.Key Areas an Inspection Should Cover:✅ Roof – The home's first line of defense.

These can help you build capital while gaining valuable experience.

I lived there for a couple years and I met this guy who has bought and managed a ton of property there. 

but hey ,  and this is not aimed at this guy.. but we all have to start somewhere . 

But the good news is, you don’t need to have all the answers right away.