I think it will be challenging to break even, not counting any tax benefits you may receive. You might look at VRBO to get an idea of the market. In my mind when I hear the term "investment property" it sounds like someone expects to make an income. Then when it goes to vacation property you are into another field. Yes there are investment properties that make money here but they are typically multi-family dwellings with 3 or more tenants. Those properties are in places where I wouldn't wish to vacation, inland and rough neighborhoods. The Movingcenter suggestion is a good idea. Speaking with your accountant is sound advice as well. We had some friends try to use VRBO for their beautiful condo but they gave up after a year. Cleaning and maintenance fees ended up costing more than just shuddering it when they were gone. Good luck to you.

Just recalled they got a $1500 utility bill when somebody rented their condo for 3 weeks apparently trying to make ice with the air conditioning. Vacationers can empty a cistern pretty fast too. They don't understand that there isn't an endless supply attached to the faucet.

Last edited by Kimber; 09/09/2014 03:41 PM.