Here’s a quick shortlist that fits your needs (3 doors):Stessa - built for small portfolios; auto-tracks income/expenses and lets you scan receipts via the mobile app.Hemlane - end-to-end PM: leasing, online rent, maintenance, accounting; good if you want workflows plus optional local agent help. hemlane.comBuildium - more robust if you plan to scale; solid accounting and document storage/e-sign for leases and notices.DoorLoop - all-in-one with straightforward pricing as you add units.

The real change is tax characterization: a hotel-style operation is typically reported on Schedule C and can be subject to self-employment tax, while a true STR without substantial services is usually reported on Schedule E and is not subject to self-employment tax.

Hi Tanner,Definitely find an accountant because its more complicated to file when you are living in the property (knowing what percentage of what expenses you can put on the sch E) and such unless you are already very clear on what to do there. 

That may apply to personal deductions (like mortgage interest), but rental expenses (repairs, depreciation, etc.) are taken on Schedule E and are not affected by whether you itemize or take the standard deduction.

My dilemma is that within the last 2 years TESLA/PG&E have moved in to the tiny community of 300 residents.  

Use Schedule E if you do not provide hotel level services.

They have not sent the funds and no one is responding to e-mail or messages left with Sean Richway or Justin Stastny my loan rep. 

Keep each property in its own LLC, and report STR income as business income on your Schedule E or Schedule C (depending on your level of activity).6.

Just make sure you’re running it as a legitimate rental business (Schedule E won’t capture those benefits as well as a business structure might).If this were me, and I had the liquidity to stretch from $50K to $75K without draining reserves, I’d do it — especially since you’re getting both cash flow and appreciation potential.

I made out cashiers checks for the full amount of the two deals I won made out to them ... and e mailed those in... the guy called me and said no one had ever done that and I need to run that up the flag pole... :)  he came back same day and said it was fine..