@Jacob CaffeeIf you are not in an HOA the city as a whole allows short term rental.  

However, the property does have Property tax lien and HOA lien.

The HOAs are a killer.

but not water and sewer or IRS (those will fall off after 6 months I believe) HOA should fall off, May need to pay 6mo back dues depending on their covenant easier to work with them.Live Auctions you won't get any kind of title insurance, Online only auctions are really REO sales. 

I have a strong credit score and expect I would be able to get approved for this mortgage.Monthly taxes = $155/month ($1,860 annually)Annual insurance = Estimated $166/month (~$2,000 annually)Annual HOA = $196/month ($2,352 annually)Maintenance = Estimated $250/month ($3,000 annually) (0.5% of property value given that this is a newer build.

Minus HOA, P.tax, insurance and all operational expenses I have $26,950 OR in % I have a 7.9% COC....   

I have a strong credit score and expect I would be able to get approved for this mortgage.Monthly taxes = $155/month ($1,860 annually)Annual insurance = Estimated $166/month (~$2,000 annually)Annual HOA = $196/month ($2,352 annually)Maintenance = Estimated $250/month ($3,000 annually) (0.5% of property value given that this is a newer build.

Florida beach herebe careful buying in FL condo lot of new HOA assestment coming up that's 5/6 digits.Also insurance is way higher in FL than HI.

We have a few dozen resort communities that are built specifically to be STR and you won't have to worry about zoning or regulations or even HOA cutting you out.It is a very competitive market with so many units, so you do have to be a good operator and have a clean, attractive, well located and themed out home to stand out and perform well. 

You’ll want something nearby but not in an HOA.