Since you're a cash basis taxpayer, I think the rule is that you can deduct the full amount.

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Rental income, after allowable deductions, is taxable as ordinary income.Business Licenses and Fees: In BBL, you'll need a valid business license to operate an STR.

@Kristen Dolotina As a landlord, you can deduct expenses like mortgage interest, HOA fees, repairs and maintenance, insurance, and travel related to managing the property.

Deduct all sales and income tax costs.  2.  

For newly constructed, purchased or renovated properties and also retroactive generally over the last 10 years, building components are properly classified into individual units of property and accurate recovery periods for computing depreciation deductions.

When you factor in the tax deduction you get on the mortgage interest, this 5% rate on a CD closes matches what you would save on interest by paying down the mortgage.

So, like many business”deductions” that really aren’t; dubious classifications of income; and “creative timing” of transactions, it works - until it doesn’t. 

W-2 will bring home after deductions about $2400 every 2 weeks or $62,400 a year.  

If you could expense these items then I should be able to take these deductions the moment the transaction occurs, but that's not the case.