For bash >= 4 you might like these settings. You can try them directly on the command-line, and put them in your ~/.bash_profile
if you like them.
# If there are multiple matches for completion, Tab should cycle through them
bind 'TAB:menu-complete'
# And Shift-Tab should cycle backwards
bind '"\e[Z": menu-complete-backward'
# Display a list of the matching files
bind "set show-all-if-ambiguous on"
# Perform partial (common) completion on the first Tab press, only start
# cycling full results on the second Tab press (from bash version 5)
bind "set menu-complete-display-prefix on"
This setup is similar to Vim's set wildmode=longest:full:list,full
I pulled these settings from this question on the Unix & Linux site.
By the way, since you are here, here are some other great bindings:
# Cycle through history based on characters already typed on the line
bind '"\e[A":history-search-backward'
bind '"\e[B":history-search-forward'
# Keep Ctrl-Left and Ctrl-Right working when the above are used
bind '"\e[1;5C":forward-word'
bind '"\e[1;5D":backward-word'
This means if you type ssh<Up>
it will cycle through previous lines where you ran ssh
If you don't like what you got, you can clear the line with Ctrl-K Ctrl-U
I pulled these settings from this question on AskUbuntu.