I like the addition of a deck or concrete patio, outdoor living space is a nice addition and can be fairly inexpensive.

If you go this route hide a lockbox for emergencies.I also have wifi thermostats so I can save on electricity wen no one is there.I also have a high end outdoor only camera system that sends me alerts on motion so that I can keep an eye on who is coming and going.Once you are set up it is pretty easy to self manage.I have HA/VRBO and Airbnb and the calendars synchronize to stay updated.

Check it out - Door to door millionaire is a pretty good book you can find on audible- @Josiah Patrick Zebarth

Insulating the side of the foundation as is shown in this drawing (which may not be 100% of what you have, but illustrates the point) is also a temperature control strategy.

I know golf as a sport has declined over the past few years, but with the world changing maybe outdoor sports such as golf will see a renaissance. 

Much more manageable market... world class "outdoor" destination.

Hey @Rickie Patterson Jr , thanks for sharing your experience.Here's one that comes up often on our projects - for exterior jobs, how important is it to stay within the recommended temperature ranges when painting, and are there any tricks to make a job turn out well even if its colder?

When the temperatures drop below 70 degrees, the beaches tend to sit fairly emptyAre you interested to learn more about short and medium-term rentals in Savannah, GA?

If you provide all the hookups and they have some degree of their own outdoor space/privacy you could easily get $550-$700 per month. 

From there we do Internet > then outdoor (Billboards) > then Broadcast (TV & Radio) > then market and audience specific advertising.