If you need a referral to an excellent agent who works exclusively with STRs in that specific market, I can refer ours  I'm an agent, but yes I am in contact w/ one out there familiar w/ STRs. thanks for asking. 

Many of us will gladly share our contacts - helping you AND that allows us to provide value to our contractors by referring them extra business.

Didn’t know how to post the link so I’ll just reference it.  

Any time I hear someone refer to "cold calling", I cringe as I put myself in the position of the person receiving the call or email and know that I will almost never buy/agree to anything from someone cold calling me.What I like to do when I'm in these situations, is try what I refer to as "warm calling".

This post is intended to be a response to your list as well as a reference for myself in the future!!

However, as you mentioned, the lender is referring to Fannie Mae guidelines that say PMI can't be removed until after a two-year seasoning period, even if the renovations themselves have lowered the LTV.Fannie Mae's Policy on PMI Removal: Generally, Fannie Mae guidelines allow for PMI removal if the LTV drops to 80% or below and the homeowner requests it after the loan has seasoned (usually 2 years).

I thought to myself and thought the workshops must be very intensive.For me, the 3-day Real Estate Workshop was held at Roosevelt's Hotel.First Day:I was given two booklets--1) Real Estate Workbook (wich supplements the book they gave out before the workshop)2) Real Estate Elite Workshop Events Catalog (which I first thought was the daily schedule for the workshop but later found out it's an information packet on the $39,500 "elite" courses that they sell)The ironic part is that, through this three-day event, the so-called instructor Jason Jones referred to the Ad packet "Real Estate Elite Workshop Events Catalog" SIX times (he literally asked us to take it out and flip to certain page) and didn't mention ANYTHING nor asking us to read the "Real Estate Workbook ".

Some counties in Indiana would refer to this as an Accessory Dwelling Unit. 

We're wondering about various what-if's though, such as what if the people tear up the place, what if we don't want to rent to someone in particular due to references or credit or pets, etc.

I'd recommend speaking to a referred lender to help you understand all of your options.