I would say the quality of life here is high and so are the rents.

That doesn't mean they are wrong, but each place is different, especially with higher-quality hosts and marketing efforts. 

Hey David, as long as you flip the property it shouldn't affect your future purchase if for some reason you have to carry a loan on the property then that will affect your DTI which could potentially affect your future purchase.As for flipping, I think you are in a good spot because you and your Dad can do the work yourself, one of the hardest parts of investing in Real Estate is finding quality vendors and contractors.

That is not a method to long term success.

We don't utilize any arbitrage method...I am not sure there would be a huge spread like there can be for short-term rentals.   

Quote from @Andrew Steffens: At 65 doors it is quality control and managing guest expectations.Yesterday someone threw a fit we do not provide snacks as they checked in at 4am and were hungry... 

We don't drain after every guest (average stay is 2 nights) but we usually do at least once a week or if it shows any signs of bad quality water.

Found a great cleaner and handyman using the ‘Enemy Method’ by the Short Term Shop.

Once a tenant decides they like your property, it can take a little longer than a traditional rental because Section 8 requires a property inspection to ensure it meets their housing quality standards.

Can I secure the same loan for both scenarios—buying a new house from a contractor or refinancing in the BRRRR method?