Hence my hesitation, the price tag is so big and the inventory so low there isn't much room for error.

Any repair issues the new acquisition has you will feel to much greater magnitude due to the property carrying a lot of debt.

I ran into a few issues with lenders.

None of these communities will be changing to residential neighborhoods, although a couple do have residential 'sides' that full time residents live in and can not be rented short term.Two of the big communities that you will have some issues with self managing are Reunion and Margaritaville.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

People who have service dogs (or horses, as these are the only 2 service animals) that are genuine have no issue disclosing that on the front end and can answer the 2 questions easily - is the animal necessary for a disability, and what specific tasks has the dog (or horse, if you're getting one of those) been trained to perform? 

Quote from @Jim Stanley: You should reserve insurance for large claims.Contact the city and report the issue to them.

I bought the book also & the link leading me to Biggerpockets does not work either & gives me the same error!

Having the tenant be responsible for something like the first $1000 of each maintenance issue, or $500 can be a big help.

My underwriting would have this large negative cash flow for 7 years.I would do a thorough underwriting but want to show using quick math the issue so I will use the 50% rule.