Hi Niah,Great question!

I would call the city/town and ask general questions...wouldn't tell them you own some non-permitted ADUs.Find and attend some real estate networking events; maybe you'll meet another person who has dealt with this kind of situation.If you have the funds, you may want to talk with a local real estate attorney and see what they advise. 

If you struggled to answer my question, let's draw an analogy.

Too few details to answer (Of course this varies county by county, all questions could be answered by reading the (zoning)/building code and/or clarified with a visit to the county planning office).but some clarifications because: lots of things are "tiny homes" but what you describe small houses "on permanent foundations" needs to be clarified , tiny homes could be:-stick built, see below. check your county code/planning dept-stick built cabins/recreational, a specific zoning and potential occupancy/etc restrictions but worth looking into where the zoning allows for it -hud manufactured homes (smaller singlewide perhaps 400sq ft 600sq ft minimum)-non-hud park models (on axles), ansi standards- other "RV's" built on a chassis:  organizations, state agencies, etc - will certify factory built (or sometimes inspected professional built) tiny homes on chassis - to whatever standards ansi, riva, dot/ l&i?

Answering those questions is an excellent start to where an investor should purchase a STR!

Do you still have questions?

Hi @Kevin WattenbargerThanks for asking this question.

Yes, so far it's been a simple module but the biggest benefit is the weekly support calls where you can get questions answered by the instructor.

Question 2: In going through the eligibility test, the only part I think I don't meet is Step 3--Residence, which requires 24 months of residence over the past 5 years.

Feel free to reach out if you have any questions!