Quote from @Mike Levene: Hi all, I recently started an informal real estate group with some old college friends.

I also hope airbnb does not continue to get less host friendly.  

and even for friends and family, that's more of a favor than a loan...you asked not to sugarcoat, so here goes. 

I navigate through cities and towns, identifying areas that are both friendly and challenging for STRs.

One of my friend happens to be a RE agent, landlord and a property manager himself and he seems to feel that as long as she pays rent on time and does not create nuisance, not to worry much and just keep do a quarterly property inspection.

When they got back to TX, friends asked how it was, was it worth it, holly cow that was so much $ they spent and "Betty-Jean" says with a smile ear-2-ear "it was everything I had hoped it would be.....

Best of luck on your journey, and remember, delayed gratification is your best friend in this business!

Personally, I bought a 3 bed single family home soon after starting my job and had two friends from college rent which covered my mortgage plus a little extra.

Here are some reasons to get the ball rolling:Thriving Market: Florida's population continues to boom, fueled by warm weather, a strong job market, and a business-friendly climate.

Definitely connect with an investor-friendly agent, they should have all the knowledge, resources, and connections you will need.