This is going to do two things to help you in the future to free up your VA entitlement so you can buy another home 100%. 

Quote from @Mike Grudzien: Two thoughts:1) stay in your STR for a day or two and you'll discover things it needs or that would be nice to add2) use several touch-points to communicate with Travelers/Guests.

All things being equal, I would accept these applicants, but I would require them to pay a deposit equal to two months of rent.

You may even find one or two who won't mind if you shadow a project they currently have going. 

Worth noting that most firms will do two types of studies (although they may be named differently) - detailed engineering and modeling.

It will take two months to turn it around and get it rented.

Wholesale, foreclosure, and seller financing can work too, but I’ve noticed that careful analysis and having reliable local contacts often deliver the best results over time.So as you two gear up for your first flip, how are you balancing the potential risk with your long-term goal of buying rentals?

Just by having those two traits they are in the top 25%, based on my experience. 

You have two days to place the property in service.

Am I correct in thinking that with the two units vacating soon, the property will be entirely vacant in 2 months if you also move out?