If you're staying there between guests, those are generally going to be personal use days, and going to cause an issue with the deductions and ultimately the losses you can take. 

Vague contracts are how bad deals become lawsuits.What started as a $30,000 loss turned into a $269,000 appraisal — and a monthly cash-flowing asset.That’s the difference between reacting like a landlord and operating like an investor.

If you are going to have tax losses, a 100% owned LLC is a disregarded entity and will not require a tax return separate from your schedule E.

Under IRS rules, a property qualifies for the STR loophole if the average guest stay is seven days or less, This allows rental losses including depreciation, to offset W-2 or other active income without needing REPS.

If those expenses truly didn’t reduce your taxable income, it’s likely due to the passive loss limitation.So what does an LLC actually help with?

A claim is a claim regardless of the amount and would still reflect on your loss history leading to higher premiums or even difficulty finding insurance in the admitted market for the next 3-5 years. 

This helps you get a sense of not just the monthly fee (usually 8–10% of rent) but also how they handle maintenance requests and what those costs might look like.Once you have all this information, you can work backwards from your estimated rent, by adding in utilities, expected maintenance, and management fee, so your numbers make sense and you’re not taking a loss.

Otherwise, qualifying as a real estate professional will be for not because you won't be able to change the losses from passive to active (which goes against other active income) 

(you can always check the bigger companies too and shop your rate).You want to make sure you have Loss of Rent coverage to continue to provide you the rental income from the renter if they had to move out, and always try to get a decent amount of liability coverage for if someone ever sued you (ie. your tenant, etc).  

Total loss.