Also vrbo has done a huge progress in the past few months with a much better calendar, better user interface in general,  $1M liability coverage and a better phone customer service (than airbnb).

2) What type of insurance coverage should I be looking into for these secondary properties and can I get this insurance through my normal agent that covers our family home or do you need to get "special" insurance for this investment "secondary" property?  

The infra red is good so I have night coverage too.

But note that these reports are rarely comprehensive and usually just focus on the main systems of the house.

You also need Liability coverage for the property and possibly the project (if you self GC).   

I have a $5000 deductible and coverage of the full purchase price, ~$191k.

My insurance broker just quoted me one as an add-on for my homeowners for $240 more annually which provides me $1 million in personally liability coverage.

C-Corp's have special considerations and should be weighed carefully to make sure they are appropriate to your purposes.It is essential to take a comprehensive view of your business entity plan.

I like to provide a comprehensive list showing all the work that has been done on the property since I bought it.If you are using a portfolio lender with an in-house appraiser, then the appraiser may give some weight to the rent component.

From what I've read on the Nashville codes website this meets the minimum coverage necessary to obtain a permit.