Location is key.

However, there are ways to leverage SBA loans so they can buy a new primary and then look at their current property as an investment property and secure a DSCR loan to redevelop and rebuild.

I will secure the loan for everything.

Securing Lending shouldn't become a hurdle is the Deal numbers works. 

Now we're seeing investors pouring money into buying Class C rentals - but, many are getting burned.In our experience & opinion, the main determinant of property Class is not location or even property condition, those are #2 and #3.

But the location is great, and the layout could work for a flip or a rental with multiple units.Would you take this on, or does it seem like more hassle than it’s worth?

It takes a lot of energy to thoroughly vet a deal and a borrower to make sure financing is secure.

There are more factors than just the community (#beds, level of theming, location to the amenities, style of home (single family, townhome, condo) and others) But I would strongly advise to stay within some of the same communities you mentioned like Storey Lake, Windsor Hills, Championsgate and a few others if cash flow is your goal.

I do it manually (and keep in mind, it also depends on the state and location - VRBO does for some and not for others, Airbnb does for some and not for others) I know many folks happy with Avalara though. 

Your location, your list, your approach, market conditions, time of year etc.The only thing I can tell you with 100% certainty is you'll need to SMS a lot more people than you will need to cold call.