I have heard lots of guys talk about using the Latin American dating sites to find hotties who are willing to do overnights and weekends. With some work in advance (including a translator app if needed), you can set up a ton of dates from women desperate to meet a rich American. They won't be professional escorts, but that's pretty common down there. Lots of ladies work regular jobs and have a date occasionally where a gift is expected. They don't even think of themselves as escorts or prostitutes at all.
http://www.latinamericancupid.com/
http://www.amolatina.com/latin/dating
Make sure you have a WhatsApp account, as that's what most people in Central and South America use to chat.