They bought several years ago though at lower price points, so I'm not sure how well those properties would pencil out with current pricing and interest rates. 

Just getting started on this, and exploring loan options on the free and clear property.

If you want a lower insurance premium, build with block, (or ICFs) and install a 4-12 hip roof to code, with hurricane impact windows and doors, not near the water, or in the wind impact zone. 

I wouldn’t discuss with tenant until I knew best options available to me.

There are limited options there.  

I would require renters insurance and make it easy for them to purchase providing online options and suggestions to add to their car insurance, etc.

. - Consolidating at a lower rate.

.- I have the skill set to do majority of the work - the numbers appear do work well as a STR- the property has sat on the market for a long time (100+ days)- I am assuming material and substrates will cost significantly more then doing the same work in the lower 50 states.- the topics I search on BP appear to all be pre/mid covid, and have some recovery discussions post Irma.

If you ever want to connect or be a part of our meetup (free online and remote options) on RE investing, let me know!

Originally posted by @Jason Staine:We are open to both options.