jhelms said:Very good point. There is also an advantage to every trip that you make to the property. Certainly you do some sort of improvement or small fix to the property while you are there, so the trip (even if you view it as a vacation) can present a new list of deductions for you, mileage, supplies, etc.!
One thing to note here is that the deductions must be reasonable for the work you perform. You cannot deduct meal expenses for a week's trip if you have done 1 day's worth of repairs. Also remember to document everything (work, time spent, etc.) as good record keeping will go a long way in the event of an audit.
jhelms said:Also, some people miss the fact that you can finance more than one 'second home' at a time. Two ways to do this without committing mortgage fraud: generally most loan products will allow you to finance more than one home under 'second home guidelines' provided they are than 50 miles from each other and in vacation areas. OR, if you purchased a property as a second home a few years ago, but now you are going to purchase a better / nicer second home in the same area you may decide to keep the previous place as an investment property. A loan underwriter should understand that the new place will be your actual 2nd home now (and can still be rented out and shown on your taxes as an investment property). Since the first property was purchased and used for a period of time as a second home, no mortgage fraud or deceiving was done, yet you get to take advantage of the better terms for the life of both loans.
I do not believe that a 2nd home that is 50 miles or more from another second home has to be in a 'vacation area'. It could be in a city that you might travel to on a regular basis, for example. Also, to be classified as a 2nd home for loan purposes, you must not have any intention (at closing time) to rent the property and you cannot have any kind of management agreement in place.
What you do the day after closing is up to you and people's intentions and circumstances change all the time. Perhaps after closing your income was reduced and you now decide that you need to bring in some rental income on a property that was previously a 2nd home.