At the end of the day having a vacant property for 1-2 months negates $100/mo of rent increases.I hope you make the best business decision for your property.

Hi Zach,The best time to reach out to a lender is when you've gotten the rehab budget quoted by a GC and either have submitted your offer on the property or just received the purchase contract.

I am looking for a property that fits my short term rental business needs, so far sticking with properties that are unincorporated and not part of any HOA are the best bet for the longer term.

You can use these sites to see their projections for the future, but looking at your direct competition in the area directly on Airbnb is usually the best way to learn true market insights for particular properties.

I’m using funds from a 1031 exchange for the deposit.Can anyone provide insights or guide me on how to refine my underwriting or ask the right questions to ensure my numbers are accurate and this is a solid deal?

The best I've ever seen is about 18 months. 

But the best thing about it is that I own this amazing house with all brand new big components.

@Michael Quarles I never wanted to lie, my post was because someone told me they thought it would be best.  

.- The best cash flow in this market is achieved via STR, MTR, or rent by room. 

Just wanted  to let you know simply being a veteran may not be the best thing to deny a tenant.