I, like many if not most homeowners in denver that participate in hosting with Airbnb do NOT live in a covenant controlled area, nor HOA.

Could one buy a pool of mortgages from FNMA, split that pool back up into individual mortgages,  then negotiate with the homeowner to purchase their own mortage at a discount, removing a huge stumbling block in the real estate market.

I have found that locally, this is where you can see other homeowners who needed the same thing done and often times they have someone who isn't big on the internet or on a list, but is reliable and cost-efficient and they appreciate the business.

Am I able to cancel the lease as a new homeowner?

A lot of homeowners like to play lawyer and think they can avoid any liability by having an all-inclusive disclaimer and rental contract.

Any suggestions on insurance companies that specialize in Homeowner Insurance for investors that have a part-time vacation home that also serves as a rental property?

*in Dekalb homeowner has to live in main house or ADU or basement apartment as their primary resident. 

The risk to the buyer can be summed up as : violation of sue on sale can lead to note being accelerated:; assuming buyer is an investor and seller a homeowner the buyer will probably be named in a lawsuit should either the note be called or default occur.  

Your escrow is simply your property taxes and your home owners insurance.

Use all the data providers to get the most data points possible but also do research yourself on Airbnb and talk to the property managers / home-owners who are performing well in specific markets.