Just wondering if anyone out there is filing with someone who has more experience / precedent in this situation.

It's a nice benefit while you live there, but it shouldn't be the deciding factor in what you do next...it can play a part in the discussion, but the much greater benefit is your ability to sell tax free on your personal residence with a 121 exclusion. 

I will say, personally if I'm going to a rental and they have a golf cart that would be AWESOME and I would love it, but I know I'm responsible.

Most likely you'll never have an issue unless the company/person doing the repairs after the fire cut corners.

@Hannah Potter Here are the things that many CPAs support their clients with:Understanding tax impact of short-term vs. long-term vs. flip before you buyWhich entity structure is best for goals and investment property typeTax and compliance on LLC or S-CorpHow to transfer property out of personal name into LLC (hard to buy 1st through entity)Ways to optimize taxes throughout the yearHow best to set up accounting to track income and expenses (doing this late is a mess)Feedback on property management systems, accounting systems. systems, etcEstimated payments to avoid penaltiesKnowing when to file and getting things in on timeMaybe a few things I missed, but this is the high-level ….. if you can get answers to the above questions on your own, plan, and file your own taxes then you can avoid the expense of a CPA.

I would personally keep the property unless it's going to be tough to cover the difference. 

Personally I am not sure what investing out of state looks like, and I would truly feel incredulous if I could get help from any of you amazing friends here on bigger pockets!

I think accountants are more helpful when strategizing taxes and not only filing taxes for you.

The property is in California, where 90-days-late is required before filing a Notice of Default to begin the foreclosure process.

You need to pass "material participation" test and personal use test, but that's for your future tax professional to explain.Yes, bonus depreciation is possible, but only on the current value of the personal property and land improvements.