Is it actually better to sleep fewer guests?

My best advice to you is to just consume as much information as possible.

I'm not an expert on Indiana law, but as best I can tell the usury laws in your state limits the maximum interest rate that can be charged on "non-supervised" consumer loans to 21 percent per annum. 

And in the meantime, those boomers are going to be going on Medicare and social security and consuming those resources. 

.)#2 A marketing/booking service takes care of the most time-consuming responsibilities of STRs: helping owners with the advertisement(s) of their vacation rental property as well as handling all communications with travelers before, during & after their stay, handling payment schedules, sending rental agreements, communicating with the  housekeeping/maintenance staff and following up with the guests to request that they submit a review of their stay at your property.

Bought around 500 sq.ft. of it; it was rated quite well by Consumer Reports and it looked great after the handyman installed it and it's much more durable than the cheaper vinyl one can buy. 

Getting your Agent's license AND transacting will give you the background necessary to make fewer mistakes once you push into investing2.

I feel like no one wants to evict a tenant, its messy, and time consuming, so it does make you wonder what the ulterior motive the government might have for taking away the recourse for the owner....is there perhaps some huge hedge fund or investment bank waiting in the wings that has paid off the governor to take the small time land lord out of the game so that they can come in a swoop up all the properties after the land lords can't support them anymore? 

I pulled the HOA documents; they allow a hardship waiver only if the complex has 20% or fewer renters. 

In some states there are consumer/renter protection laws which prohibit you from charging for utilities that are not separately metered.