Be sure to have reserves and/or the ability to quickly get a job with excess cash flow; otherwise, a non-paying resident, HVAC system, roof, etc. could lead to loosing the property.

That seems quite excessive for a loan of that size. 

Aloha,Yes, it is fairly common to include a clause for major projects or other significant time-sucks such as Court related time, after hours Emergency services (major fire/flood), or even excessive hand-holding (limiting interactions/prolonged meetings with Owners for routine issues).

I would prefer on my end to stick with the finishes we currently have spelled out in the blue prints but I would be willing to accommodate based on the owners choices/wishes so long as they are not excessive.

Sir you are spinning your wheels, this makes zero sense How would you pick 3- 5 properties, come on man, This is RE 101All the best  Agree, you could technically do the same with RedFin as Redfin has more technical analytics.Come'on man please don't use AI the word excessively, we're AI guy as well LOL

But I agree with Dawn, the best idea is to call a moisture specialist.

But most pools are in basements and now you've got chlorine and moisture issues you have to deal with or it could affect the rest of your cabin.Hot tubs are an absolute must.

Think about it, you do have Disney World that brings tons of tourists, but the amount of STR's, long term rentals, and all kinds of hotels in the area is really excessive. 

If the expenses and the debt service amount to $2,500 a month, this property is producing $500 in excess cash flow. 

Ramsey would say to work on the smaller one first to keep your momentum going and pay any excess funds towards the principal on the small one while continuing to pay the minimum on both.