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

Just make sure your PM has excellent accounting practices in place as trust accounting can get out of control fast.

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

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

(although, with the new smart phone technology, they do require gmail accounts, as such, sending from that account from your phone is fine, but you should be sending to people who already know you have a real email account.

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. 

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

@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?

Always account for the costs of upcoming capital expenditure items in your purchase price.