This property was actually my grandparents and now it is in the process of being emptied out to prepare for sale.My uncle, the executor, plan is to rehab the house so it meets the FHA’s regulation standards for anyone who would potentially be buying the home in were to happen in the future.

@Gene Knighton - you need to use a 203k contractor who has the funds to buy materials upfront. 

Can you get some other together who are landlords and send a collective letter to the people responsible for these regulations? 

There are state regulations involved and insurance since you are taking care of people.

@Kyle Gene KellyThe window in the bathtub or shower is just bad.  

The point of focusing on vacation rental markets is in most cases, you don’t have to worry about anti STR regulation.

Hello Jake, I went out to Gene's training in Phoenix, and am working towards going in the ALF/ALR direction, (you can purchase and also do the training at your own pace on line.)

I am certainly not advocating for overzealous city inspectors or ridiculous regulations, but when you invest in a certain market, you have to play by those rules.

I used this web site to better understand the Massachusetts STR regulations when they were first passed and my rentals are not located on the Cape or the Islands. 

"Specialized" is a regulated word by the State Board of Legal Specialization.