Series LLC’s are easy as many accounts as you need! 

Assuming you no longer work at the company sponsoring your 401(k) you could look to move it into a self-directed account. 

They don't build a proper reserve, failing to account for turnover costs, vacancies, capex, etc.

How many years would it take to get $360k in your bank account based on the rental income if you paid all cash?

Hey @Ana Mills, I also agree with separate accounts for each STR you have.

Once you have a shortlist, sign up for an account with each one and test them extensively to see how they function.

You are required to file a complete and accurate return, which means reporting the income that you earned along with atleast the direct expenses that you incurred on your rental.There are two comflicting forces - Your tax accountant wants to be aggressive with deductions because it will entitle you to paying less taxes(now or in the future).Your lender wants to see as much income as that will increase your Debt to Income Ratio(DTI).The good thing is that you can speak with your lender about 'one time expenses', that were only incurred in that year and are not reoccuring. 

@Lisa Mallory Did you get a tax accountant?

. - What driving factors should I take into account when l'm looking for an up n' coming hot markets?

Only thing I can think to do is call Vrbo or Airbnb and explain the situation and see if they would allow you to create another account that maybe isn't active to use until the other accounts are shut down?