It was quite the challenge, and involved a lot of extra management time.On anything I do that is outside of affordable housing, part of my screening process for new tenants is that they have to apply online.

I have about 5 agents in my office in MI who do that and each make an extra 100k + from it

Money Mustache and the recession for getting us started on our real estate journey, and our gainful employment for saving up a bunch and the stock market (betterment account) for giving us an extra $10k or so for free.

So if I am reading correct they will also manage the property but it seems that's not included with the HOA fee, it'd just be an extra cost.Knowing all this I'd definitely say this property won't cashflow.

Is it properly zoned and permitted? 

I don't think you should be in a huge hurry to close on a house just to go to Europe for xx weeks...might as well wait and not have an extra mortgage payment. 

If a buyer of mine is in the situation where the numbers are heavily reliant on that extra bedroom, I will write it as a contingency into the contract that the legal use of that bedroom is confirmed during the due diligence period so that, in the worst case, if it's unusable, we are able to offer a different amount or back out if the seller won't play ball.Feel free to message me if there's any way I can help!

I have found that it is extremely beneficial to get involved with your city’s community if you want to gain a little extra insight on your own market, and the “5-year plan”.

We barely make it to pay everything, we have no extra money to invest.

Blinds in a home by itself do not appear to be an unreasonable request and actually, you want to consider adding just as an extra amenity.