I asked him for his license and insurance and suddenly he shy's away and I don't hear from him. 

And it Florida it is code approved and accepted by insurance.

If you don't have notice documented it can hold up the eviction process.

It really would be more of a watch the place, let subs in as needed, cut the grass in the summer and be the designated person my homeowner's insurance agent told me I would need if I would be living out of state. 

We have T-Lock shingles in our area and they're so prone to failure that insurance companies have stopped insuring them, forcing roof replacements.

Taxes are about 150 a month Basic insurance will likely be about 60 a month Im figuring 150 a month for maintenance and capxThe morgage would be 305 a month if i do 15 year at 6% with 20% down Totaling to 665 Rent in the area is around 800 a month.

Personally I don't do short term rentals unless they are done through one of the companies who place insurance clients due to fire, flood, etc. 

If they are near $200/ month, I expect them to at least cover water, sewer, trash, and basic insurance. 

JeffListing Price:$159,000 INCOMERental Income$1,748 $.85/sqft.Garage$0 Laundry$0 Storage$0 Misc$0 Total Monthly Income$1,748 EXPENSESTaxes, Property$350 Insurance$100 UtilitiesElectric$0 Water$100 Sewer$50 Gas$0 Garbage$0 HOA$0 Lawn/Snow$0 Vacancy$100 Repairs$100 "Capital Expenditures (i.e. new roof)"$150 Property Mgr $0 Mortgage $705 Total Monthly Expenses $1,655 CASH FLOWIncome $1,748 Expenses ($1,655)Total Monthly Cashflow $93 CASH-ON-CASH ROIDown Payment $15,900 10%Closing Costs $5,000 Rehab Budget$5,000 Misc, Other  $0 Total Investment $25,900 Annual Cashflow $1,111 Cash to Start: $25,900 Cash-on-Cash ROI 4.29%

Especially in Florida when every year (almost) they suffer this kind of threats.As a flipper its very hard to find insurance company that will be ready to cover your house.As a home owner for rental: How much will the insurance company will cover in case of total disaster like this?