The issue is new hosts don't have the advantage you are getting from your direct bookings.

If you are deadset on refinancing into a conventional loan, then you will likely run into seasoning issues.

Some operators close upon tenant moving in .. some when they get CO  myself I always try to get them to close before tenant makes the transaction much easier on the seller not having to interrupt the tenant and doing punch list much easier then put the tenant in.. in my mind if you are going to have an issue losing one month of rent because of this your being unrealistic for a long term hold your going to have vacancy at some point so why not the first month. 

If you have a self directed IRA there are no tax consequences (but potentially various other issues), otherwise you will be subject to tax at the highest dollar rate as well as penalties if you are under 59.5 

The app had its own issues.

On the contrary, uncertainty is the breeding ground for creating wealth.The core of the issue is whether you are willing to step out of the traditional investment framework and explore new business models and market opportunities.

We ran into the same issue when we made our Costa Rica investments and didn't really find a good solution for a local mortgage there. 

They seem to keep going back and forth on this issue.

Majority of my target market is International Students, serious about their Studies, not interested in causing issues.

The biggest issue I see is that they are looking to restrict STRs in the area so why would I buy there knowing it could all go away.