Regarding the condition of the villa, yes, a villa rental agency is a good idea for that concern. I might recommend
St Martin Blue as a great villa rental agent. Any good villa agent should have inspected the villas they rep PERSONALLY, especially since Irma. Regarding security, many or most have a gate, some within a gated community and many or most have metal roll down shutters that you can close at night or when you leave, if you want. Those security questions, again, a good villa rental agent should be able to help you with.