Long story short, I have been selling assets and plan to move back into the lending side of the business... 

Quote from @Christian Gibbs: If you can't find long-term tenants in the winter, you even less likely to find short-term renters.

I’ve been in the real estate business for almost three years now and have completed five deals: one buy-and-hold long-term rental, one short-term rental, and three fix-and-flip projects, for which I helped raise capital.

Is it what they're face resembles, how tall/short they are, short/long tail?

I think for short stays most wont notice and those that do will not care much.

Any community with an HOA will most likely prohibit any short term rentals.  

Another avenue that may be enticing would be pursuit of short term rental. short term rental can often be acquired at 5% down. 

SHORT THE DOLLAR Both candidates, Trump AND Harris are inflationary... in their own way of course, but I don't care.They and the majority of congress are under a "deficits don't matter" regime.How do I short the dollar?

Some common paths are single-family rentals, multifamily units, house flipping, or short-term rentals.

Bush-5%Republican2012Obama14%Democrat2016Obama16%Democrat2020Trump6%Republican2024Biden12%Democrat​Historical data reveals no correlation between the presidential party in office and housing price growth or stock market performance.The stock market is driven by emotions in the short term and by corporate performance in the long term.