First of all, the drop item mechanism is totally random, except you use Classy Looter Elixir (your class-based drop).
Lemme explain little bit about the re-roll mechanism,
Example: you killed a boss monster and then have two drops in the table system:
["orange item", "purple item"]
If you're not using any luck/reroll stats, you're drop is always the lowest one ("orange item")
Let's say you have 50% re-roll total, obviously you have 50% chance to loot the highest tier item.
And if you're lucky enough to had the re-roll, you will always had looted the highest one ("purple item")
In case of Vanity, you just had one drop in the table system:
["vanity item"]
So any luck-stats/elixir/re-roll/anything cannot helps you with higher chance to loot vanities.
My mean of the randomness is you could have several cases of items tier in the table system:
[''white item", "green item"]
["purple item", "elite item"]
Hope it helps.
Sorry for my bad english.
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