I would start with finding out what the payment standard is for that area.

The bank protects you by disbursing payments to the contractor ONLY when certain milestones in the project have been reached.If you're looking to pay for the rehab out of pocket AND want to manage the project yourself, J Scott's books provide a great manual.

At that price I am able to underbid almost any other housing situations available to them, and cover the payment/repairs to the point where I pay less than I currently do in rent.

That being said, I'd rather delay for a "sure-fire" method (lease non-renewal), rather than do something reckless in a way they could defeat or push back in court, if it came to that. 

As a result, careful consideration of the ramifications of the S & A decision is essential when planning internal corporate restructuring transactions involving recorded deeds, as well as in estate planning transactions.CAVEAT❗️❗️❗️This DOES NOTpresently apply to transfers of non-homestead residential property to revocable living trust agreements or land trusts This is limited only to non-homestead properties (such as vacation homes, secondary residences, rental properties, or vacant land)KEY TAKEAWAYSIt is important to remember that a change of ownership or control might not make a difference unless the property has been appreciating at a rate of greater than 10% annually.

Some agreements provide for termination with good or at-will with payment of a termination fee.

Seems like the best case is for non payment of rent. 

For the purchase of the new property, you can consider a seller carry offer (balance of purchase price minus the down payment) or obtain a new mortgage on the commercial/resort. 

Once you vacate your old primary and covert it as an investment, then you can cont. buying your next property as a primary residence with low down payment and lower rates than investment property.

Don’t forget ROI includes debt pay down so it has to include the principle portion of the loan payment as ROI, I don’t see that listed?