At this point you just want quality conversations to happen, just like with direct mail, it's a follow-up game.I don't think your expectations are unrealistic when it comes to having your VA sound less robotic, they conversion numbers aren't that bad, they need feedback to get better and sounds like you're providing that.

We gave them the option to either provide them with the nightly rate per diem of the rental for them to do as they please or we would book accommodation for them.

It really depends on what you want to do.  

You may not get any cash flow but you will get an education that Harvard, Stanford, or any Ivy League school can provide.  

It depends if you have a lien on title already (a mortgage or hard money loan), but I would either do this as a hard money refinance or a DSCR cash-out refinance to pay for the reno. 

There may be other things he can do depending on the facts. 

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Within the immediate Orlando metro, you can see a pretty wide range of rental rates depending on neighborhood and property class.

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

Maybe it won't matter if I'm not depending on the equity of the land to get the loan.