My goal is to house hack to help cover my mortgage and possibly generate some extra income.I’m looking for advice on:1.The Destin Market•What should I know about buying property in Destin?

Hi @Adam AeroIt's good to have goals in mind.

I found some articles and old forum posts on BP last night that discussed problems with financing and insurance for this arrangement. 

I grew up in the land bizz  currently building out a 75 million dollar housing project in Oregon that I own and developed  I bought the dirt  7.5 mil cash and did all the horizontal in 3 phases about 2 mil per phase for development costs ( these were bank loans) then same bank gave me vertical loans and well we are down to the last 17 houses of which I have 11 presold and closings every two weeks for the next few months ..

That limit has bounced all over the place for the last 50 years and is subject to congress' whims. 

@Casey Graham 1) Your #1 goal with tenants is consistently, smooth cashflow.

This is where I would start if I were you—perhaps leveraging one of your existing properties.As a last resort, you could look for a partner willing to fund the project in exchange for a share of the equity.

My last deal was my first off market deal and when I contacted the sellers wife about the deposits she said that that was a given as part of a multi family sale and they’d write me a check at the closing as I requested because money was tight and I didn’t want a credit where I’d have to come up with the funds out of pocket later.

I would be curious as to what your lease says, and if the parameters consider something like a pest problem, your responsibility or the tenants responsibility.additionally, it is hard to find a quality tenant that is going to be a good steward of the home and will be long lasting with the longevity aspect, especially for that price for an apartment. 

What are your investment goals?