Are there other factors you might need to consider such as major airports, weather, culture, outdoor recreation etc...

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

I think the major branches of STR that owners need to know are -Financing, Market Research (you technically have it already in Cape Coral), Property Selection (what makes good STRs, regulations, analyzing, etc.), Designing and Furnishing (amenities, design, theme, linens, etc), and operating (Insurance, Property management or self-management, Tech & Tools, Cleaners & handy people, etc)All of these could be covered depending on who you work with that can cover each topic. 

I'm also working on ways to separate myself from the majority of these wholesalers that are independent and not offering the best deals.

I know Kilington and Stowe are strong but I thought being a little closer to major metros might help and the info I'm finding seems to support.

Are you finding it to be a major concern for buyers, or do they seem willing to overlook it in certain areas?

Quote from @Rafael Ramos: The vast majority of investors with real estate "empires" use property managers.

I've overseen major construction projects and remodels but I would not be doing that in this case since I'd be out of state.

I very well understand that the majority of people can't imagine this, but for instance during Covid many people I knew disagreed with the forced vaccines and such but were too scared to stand up for themselves.

This thing has major reno needed including fire damage mitigation.