We created an open concept kitchen to open the space up, added a new rear porch, removing the enclosure and fully renovated the interior.

Maybe start with adding 1 more property instead of 3.

When talking to my FL lawyer he stated any beach equipment or toys you have can be used as an avenue to sue if they get hurt with it, even if previous guess left them so he added a paragraph on beach toys/equipment. 

Next, run the potential income against construction costs for adding up to four more stories to the building.

A month ago I added converted 1-bed and 2-bed listings to our platforms to help with weekdays.

I do think MT might see better activity, but also more owner involvement and the added intricasies of furnishings, etc, so if you're willing that might be the better route.

I recently added new properties in a new city and posted a craigslist ad but got no response.

I see their ads pop on my social media and I think there are some scare tactics. 

Since the yard is already rough, I would keep the shed and see how it works out.Consider adding something to the lease that permits you to remove it from the property if it becomes problematic.

Continue renovating my current house--big projects would include finishing the basement (adding a bedroom/bathroom/living rm space) and putting new siding on (the current siding is probably the original).