If you are referring to the check box that appears in the Property Profile section for your rental properties, it really does not matter if you are a year-to-year TurboTax user whether you check the box or not. The losses will be automatically carried over.
If you are a year-to-year TurboTax user and you do check the box, then you will be able to review your carryover amounts on a subsequent screen.
If you did not transfer your prior year return from TurboTax and you have losses to carryover, checking the box will allow you to enter those losses on a subsequent screen.
@Shapnup
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