You have many options:

• You can trade your services for accommodation, food, travel expenses etc. here https://www.worldpackers.com
• Organised travel with other hackers/designers/entrepreneurs http://www.hackerparadise.org
• Similar to Hacker Paradise http://www.remoteyear.com
• You can find a Remote job here - http://remoteok.io (it scans all job-websites for remote jobs)
• Organised trip to Spain and Portugal (co-working & co-living included) http://sende.co/sende-trip/
• If you're into surfing - http://www.thesurfoffice.com
• Co-Living (only in Bali for now) - https://nomadhouse.io
• Co-Living (still pre-launch) - http://www.thecaravanserai.co

Lemme know if you need more. I'm nomadic by myself (lived in Lisbon and Bucharest until now, currently in Paris) and I started kinda HN for nomads, you can find some content about how to start and get some inspiration: http://nomadler.com

P. S. My advice - if you don't mind to travel solo and you're independent enough, organise your trip by yourself and don't go to these co-living things.

Good luck! :)

Why don't you pick up some remote freelancing gigs and go wherever you want.

I spent the past 5 years living in Latin America. With the cost of living down there it would be easy to get by with as little as a few hours a week of freelance work.

You mean like http://www.hackerparadise.org but for a specific company?