It seems now we have a bull market and if it starts going the other way I would like my rental to at least continue to produce monthly cashflow...that's where I'm at now...still researching and seeing my options... $46,800/year in cash flow with $500k is a nice yield at 9.36% ($46,800/$500,000).

In addition to what was said above, for the software that has a free trial option, sign up for it and use the software for a day (or at least a few hours) as if you are using it for real, then call their customer support too and get a feel for that. 

Quote from @Stacey Wells: Hey everyone,I’ve been researching different funding options for real estate investments and business expansion.

It’s a short-term option, typically 12 months, that can provide the flexibility and funding needed for a $150K renovation.Here's why it could be a great fit:-No prepayment penalties — so you can sell or refinance without penalties.

Investment Info:Small multi-family (2-4 units) buy & hold investment in Jamaica.

I was going to do that in an attempt to get creative with my financing options so that there are no liens on it and I could borrow against it as an option.

@Chris Mason thanks for the info regarding the loan options for ADUs.

Hey @Sundone Boutvyseth,Similar to what @Brad Jacobson said, your best option might be a secondary residence loan if you want to STR.

Normally it's single family or multi-family that's the easiest place to begin.

It's eating away every bit of cash flow from the property and then some.Both units currently have baseboard heating - which I've heard can be on the more expensive side of heating options - but I'm not sure if this amount is realistic for the area, or if there is a better heating option that I should look into for a reasonable cost.