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A couple of things to add to your list of things to consider.

1) If you have capital gains in your current house then you may very well qualify to sell it and not have to pay any taxes on the gains by using the homeowner's capital gains exclusion. If you rent the house for more than a couple of years then you will likely lose this exclusion. Be sure to read the fine print on the rules to see if there are any special extensions for military people that you would qualify for.

2) If your current house is in an area that is dominated by a military base then there is an additional risk that the rental and resale market could be hurt if there are major cutbacks at the base. The same could also be true for your next house which could compound the problems if there are major cutbacks in the military.

3) From what I have read it sounds like getting home insurance in Florida can be expensive and frustrating so be user to look at what it would cost to get home insurance on a rental property in Florida since that may be different than on an owner occupied house.
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