It appears, based on your story, that you've done everything you could to make it happen. Good job. Sometimes clients don't listen and then are surprised when they don't get the result they seek. You've done well and with a little luck, it seems like you might get exactly what you are looking for.
If you have an attorney, it can be very helpful. If not, talk to the person you report to - often having them present for you in court can make a difference, especially if they feel you've gone above and beyond and have been cooperative and put in effort.
Best of luck.
There is no way of knowing what a judge will decide. On your next court date, make the request. If you have no new court date, ask your lawyer to file a motion to allow you to return to Florida. If you do not have a lawyer, ask you probation officer how to ask for permission.