To create new Vacation request click Create (1) button on JIRA navbar or Create new vacation request (2) depend of the view you are dialog box will appear or you will be redirected. If you were redirected, at first select proper project (VACMAN) and choose vacation type you want to create.
after selecting "Create new vacation request" you will directly see "Create Vacation Document" screen.
after that you will see a create document view. Dialog box view may be very similar to the below one.
To create new request you have to fill some obligatory fields:
- Supervisor - select a supervisor user who is responsible for accepting your vacations,
- Start date - select a date when vacation starts,
- End date - select a date when vacation ends.
Details field is a non required one, with a possibility to place a comment about particular vacation request.
Statistics diagram shows four values as in the below picture:
- Available days - days available to use withing particular vacation type,
- Reserved days - documents are created for this number of days, awaiting user's supervisor decision,
- Used Days - document(s) is/are accepted for displayed number of days,
- Choosen days - number of days between choosen start and end dates.
After you click create button, you have to remember that request won't be sent automatically to supervisor. 
You need to send it yourself in issue details using Send to supervisor button and then await feedback
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Next Vacation Manager User - Status of user Vacation Documents