Recently they also added a doc upload feature which lets me create a digital repository of all files I want.

Cash is not a good option- too many mistakes can be made and the digital trail is much easier for your records.

7) Might be obvious but we pay all utilities. 8) We only use digital locks.

Their 6 load balanced internet connection is rivaled by none on the Island and is therefore a magnet to all digital nomads.

If not, get a digital one that you control from your phone and use a pass code to lock it.

If oil prices are high, then there is the possibility that the limited # of contractors would take an easier oil field job making 6 digits than laboring on remodeling and dealing with demanding investors. 

The digital version is available now. 

If velocity is reducing thus stock would go down by itself , before a rebound.But if you invest in SPYL/NVDL/JEPI/TSLY only you would make money regardless from double digit cashflow LOL.

A divers paradise.Where could i market this place for digital nomads ( and similar ) tenants?

You cannot even do a hands off garage conversion for less than 6 digits.