Hey Carly and everyone else, I just noticed all of the responses on this thread and figured I'd give provide an update.
The STR worked great until COVID. Unfortunately the local laws kept us from renting out the house after COVID hit and even though AirBnB infamously stated they would be giving Super Hosts a grant to help keep them in business during the lockdown - they did not follow up on their promise.
I ended up renting out my old house long-term (which is a waterfront townhouse) after AirBnB cancelled all my bookings without my permission and gave all the down payments back without my permission and then moving into the STR home full-time. Still living there and refinanced at a nice 2.75% rate.
Looking back (of course with hindsight being 20/20), I do regret putting so much control into the hands of the platforms (AirBnB and VRBO) and going forward plan to only invest via flipping or multi-family residences... it's the way to go.
The roofing company is still running smoothly through COVID, barely skipping a beat. The market is strong down here, Fort Lauderdale is growing fast.
Carly - Hi! I am still interested in investing, but have not been actively searching in the last year or so.