Is it possible to set up multiple sites on WordPress droplet and still use LetsEncrypt SSL for each?

I’d like to be able to run some small sites on a single WordPress droplet. The thing is…Google Chrome will soon start marking all websites not using HTTPS as potentially unsafe, so each site needs to have HTTPS (SSL) on it.

I’ve done a lot of digging on DigitalOcean and so far I cannot find anything that addresses how to have more than one site (domain) on a single WordPress droplet with an SSL certificate for each.

I have seen posts that indicate the Let’s Encrypt requires a different IP for each domain name (not sub-domain names, actual root domain names) and that each WordPress droplet can have only 1 IPV4 address. If these things are true then it seems that there is no way to have more than a single HTTP site per droplet which will severely limit the usefulness of larger droplets on DigitalOcean.

It seems that there should be a way to add more than one root domain (site) to a WordPress droplet and still have Let’s Encrypt give each one it’s own SSL certificate…I just haven’t found it yet.

Can you help me find out how this can be done?