You can easily do this on a spreadsheet, and it will take less time to track than finding and learning new software.

Here is what I've learned following interest rates for a long time...If you listen carefully to the experts, they are wrong 50% of the time. 

If you set aside funds for capex, taxes, insurance, or other expenses that don't occur monthly, transfer those funds to Savings each month and hold them there until it's time to spend them.

You should consider having a sit down with the tenant and discuss whether they will be able to pay on time.

After everything was fixed and they listed the unit, apparently they claimed that I was not allowed to have any understanding of who would be renting my home due to potential bias and discrimination (this is the first time I have not been able to view applicants general profile (credit score/occupation(removing any identity markers)), but fine, I let them choose the tenant and so far there hasn't been any issues.

So while I can't claim to speak for every financial institution out there, it's a very broad survey, finding an option not contained there might involve making quite a few phone calls.When I see 30 year fixed, 30 year amortization, 30 year maturity (basically, identical terms to a consumer-friendly kid-gloves home loan), which does in fact pop up if I specifically search for it, it's almost always at a rather high interest rate, and the borrower doesn't opt for it.

You should still be able to find a few lenders to do smaller rehabs like that, as long as the ARV supports it, and often times the BRRRR tends to work better that way because if it is in a good Sec 8 area with rents that support the ARV, the refi can work out well.Happy to connect and talk through details if you are interested!

P.S I'm a little anxious because this is my first time using the BiggerPockets forum so please be patient with me!

I have spent quite some time learning, researching and preparing for my first Short Term Rental.

I think 95% of the time you will be fine, so I would probably check the box, do a good job with pics and descriptions accuracy and deal with the 1-2 problem people per year.