I think it’s got great potential to create a unique STR experience.

@Landon JonesYou are in a unique position either way you choose to pursue this.  

They only allow a borrower to have a maximum of 3 investor loans so we'll need to refi one of our 3 loans with them in order to continue making purchases with their unique loan products.

I worked for 3 years in Boston as a rental agent and have seen way too many unique problems with older homes.

Ask your broker....my first thought is yes....if you are licensed, you need to disclose that, disclose it in your offers/contracts, and probably even include a statement about the difference in market value vs your offer/contract.I think if you present it the right way, in the right tone of voice, in a friendly manner, with the right disclosure, you can still get contracts.   

Met up three times, first for the showing, next for the lease agreement and finally for the move in key release.After move in, my repeat attempts to communicate has met with no response or even acknowledgement.After a week after move in a courtesy email asking if everything went well, if there is any issue or concern that needs to be addressed, nothing.Another week gone by I sent by email electronic rent payment instructions for April 1, also no reply or acknowledgement.Another few days after that a text message was sent to ask if the emails were received, no reply.A phone call the next day went straight to voice mail, left a voice message to call me back or reply to my email/text. 

So maybe if you setup a separate company to manage the property, and that company were to have an extremely unique name that when googled led right to your website, that could be a totally legal approach.Why don't you use the listing sites for what they are meant for, then try to market direct to those customers that have already stayed with you without incident for their repeat business?

You have a unique plan which I wrote down and plan to do.

I understand the difference between passive investor, active investor, and real estate professional in the eyes of the IRS, but does investing using an LLC give unique tax advantages too?

$3,200 Costs Gross Income CAP RATE 10.73% 9% YES Mortgage, taxes, insurance and utilities $2,040.44 $38,400.00 CACROI 7.97% 10% NO maintenance and capex $ 640.00 20.0% break even point in months 75 60 NO vacancy $ 320.00 10% NOI $ 199.56 $500 NO down payment $ 12,525.00 5% Tax liability $ (6,714.40) $ - YES Fees $ 2,505.00 1.0% Annual Net Income $ 4,073.29 Cost of Capital Improvements $ 15,000.00 Monthly Profit $ 199.56 1793 TAX Money REVERSE VALUE 21516 Net Income $ 32,627.19 $362,524.30 172128 Depreciation Expense $ 9,109.09 Projected Taxable Income $ (6,714.40) Item Cost Tax rate 1.81% Roof $ 15,000.00 Estimate Mortgage Interest rate 3.25% Payment $1,035.68 Period in years 30 PMI $ 106.69 Taxes $ 377.84 Insurance $ 103.23 Total $2,040.44 Utilities $417 DEAL 2Deal 2 is a commercial property that in a well loved local neighborhood where renovations and flips are very hot.it requires some work to turn it into a duplex but its location is great and architecture very unique.