How do I go about making Rounds?

What you would need to do: Put all the maps into Lighting/ServerStorage

Put all the maps into a table, use math.random, and then load it into Workspace.

A script if you want it:

--[[
All you need to do is put all the maps into Lighting, and name them "Map" + a random number
Example:
> Lighting
-->Map1
-->Map2
etc
]]--
maps = {}

function LoadMaps()
    for i,v in pairs(game.Lighting:GetChildren()) do
        if string.lower(string.sub(v,1,3)) == "map" then
            table.insert(maps, v.Name)
        end
    end
end

LoadMaps()

function SelectMap()
    local n = math.random(1,#maps)
    local map = game.Lighting:FindFirstChild(maps[n])
    local newmap = map:Clone()

    newmap.Parent = game.Workspace
end

SelectMap()

Well, first of all, would you like it to be randomly selected, and how many maps are there? And do you want a hint appearing saying: LOADING:(MAP NAME)?