I am a property owner and a CPA and I use QuickbooksPro to manange my businness.  It is easy to set up and the reports are better here than in Quicken.  Quicken is really designed for the individual.

When you set up QuickbooksPro, it will ask you what kind of business you own.  Then is customizes the accounts for you.   This is important for your taxes because repairs are treated differently for tax purposes than something like a new roof which has to be depreciated with the house.

For my first year I used QuickBooksPro for Mac.  It was a lot of work with far too many entries.  It really isn't designd for vacation rentals and that means you have to try and adopt another business model that is "close enough."  The final straw was when I learned that it does not interface to Turbo-Tax.  The Windows version does but not the Mac.  They still don't as of the most recent version and upgrade.  For now I use a program called Accountedge Basic and it seems to work pretty well.  All of my booking data is handled by my online booking web site and it generates an Excel or CSV file that can be easily imported into the Accountedge program.

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