What if you were only a few months into a 24 month lease and you were having these same types of issues, and the tenant did not want to move out even if you offered to let them break the lease or do a cash for keys.

You win in real estate by never being forced to buy/sell or by taking the loss that can break you.

When I have a client who has given me millions of dollars of business and referrals ask for a break if I am a dual agent or if the sale price is in the millions I happily oblige. 

Break this rule - and your STR losses are no longer deductible.It gets worse.

There are micro markets within those examples that further break down per investor.  

You can break out and deduct some parts of the rehab (appliances and carpets for example) but will have to slowly depreciate the rest of it.

You also need money for the what ifs (what if there is a plumbing issue, an appliance breaks, etc) and then planning for the long term (roof).

I guess break the lease and have him find a newer home?

Read 10 of these before winter break...Buffet, Trump, Bloomberg, Craig Hall, Trammell Crow, Jerry Jones, Michael Dell, Bill Gates, Bezos, Sam Zell, Li Ka-shing, Chuck Feeney, Ong Beng Seng....

@Hai Le, if the rate is flat why break it out separately?