There are companies already specializing in this you should try to find. 

According to the statute it needs to be a separate account set up and specially labeled as a trust account.

I am CPA that specializes I real estate and international tax.

Yes there’s lots of unlocked potential with travelers specially in renting to them during their contracts.

I would prioritize finding an accountant who specializes in real estate taxation over one that is local.There are 20+ accountants on this message board who specialize in real estate taxation.

@Kenneth JesterI have an awesome attorney in Annapolis who specializes in real estate who also invests in real estate

I would prioritize finding an accountant who specializes in real estate taxation over one that is local.There are 20+ accountants on this message board who specialize in real estate taxation.

I'm assuming during these tough times I don't believe banks would still manage to be greedy at this moment. but who knowsQuestion 2) When scoping out the property, I noticed on the website it had the tag "SPECIAL SERVICING CONDITIONS APPLY" I did check bigger pockets but I don't think I understand can someone please explain this?

There have been though a few rare occasions where a property had all utilities separated except for water but the numbers were too good to pass up.

I can't say for sure since it seems like there's some info missing here, but it looks like your tax pro doesn't understand what a short term rental is.I think it would be worth it to pay for a consult with a tax pro who specializes in real estate and have them look this over.