Maybe you can call your insurance agent and they could possibly whip up a letter or something.

If you have a real estate agent in your market that can help, ask them to look up any old listings on the property.  

Should I find a local agent or use a lawer?

Real estate agents are not highly regulated in Costa Rica as opposed to North America.  

If I am all in on the property for 360k (purchase and some finishing construction as well as carry costs) and the home is valued at 450k or more (based on what im told by agents as well as my own analysis while staying conservative), that is 20%+ equity I believe, unless I am missing something.

STR's are alive and well down in Metro Phoenix, Arizona - speaking first hand as an agent, investor and STR owner.

You'll want to have an insurance agent familiar with rentals since a lot of the extras on your coverage that you will want, the average insurance agent won't know to give you. 

While it will likely give you more confidence and answer a lot of questions, I would say that talking to a seasoned investor, or even agent that works with investors, is a way better idea than spending 8K on something that you don't know too much about, especially before your first deal is done.

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