The last time we spoke, he texted me that he was having medical issues and asked me for the address of a hospital nearby, which I gave him.

Medical in its administrative capacity may also be a venue.

You may not have $100k.Also, you may qualify for the "unforeseen circumstances" exemption and be able to avoid tax, based on what you described.

Helped several clients, specifically physicians this year along with @Jason Wray's medical program acquire STR's and take huge advantage of this. 

Furnished finder is the primary source of leads from traveling medical professionals, though there are others like social media pages dedicated to travel nurses, for example.

Additionally, if the Sarasota home has been their primary residence, all gains up to $500k will be tax-exempt, so there will be no tax bill to pay (consult your/their accountant first to confirm).

@Roger MatthewsHomestead laws and the Homestead exemption for property taxes have nothing to do with each other. 

You will lose your homestead exemption which will raise your taxes, so consider that if you decide to hold.Being an OOS landlord myself, it's not that bad as long as you find a good PM and the house is in descent shape, you vet your tenants well and have protections in your lease.

I checked out all the beaches from Sunset to the outer banks and this is what my wife and I surmised: We immediately crossed OBX off our list because it was very far and because of the lack of medical care nearby…you have to think of these things once you have children.

Landing a higher rent reliable tenant on the coast can take a little time as it is very transient, but often landlords find quality tenants in young families relocating to the coast, those employed in the medical fields, Coast Guard and State workers relocating to coastal cities.