I would say based on what I've seen 2 A/C's will need the 50 amp service to work properly (along with everything else).
I would think, if you had a well insulated trailer (Outdoors RV/Northwood), a single unit would handle the job easy. These brands are popular in the desert southwest for that exact reason.
Most dealers that list detailed specs on the web, will show the 50 amp and second A/C. Here's a good example of what I think might be a deal for somebody looking for a bunkhouse. It's a Winnebago Ultralite line 27BHSS. The Ultralites have been phased out to favor the fully loaded Minnie Plus. This dealer, along with others often ordered their Ultralites loaded with the upgrade packages, to meet/exceed the Minnie Plus. I chased this one down for a co-worker, but he ultimately passed and is pursuing an ORV.
It has the power pack and upgraded to 2nd A/C unit already. Really nice trailer, but it is the boring claycoat color, which I like. They have two in stock, make an offer?
Winnebago 2017 27BHSS
And the Haylett walk-through: (annoying voice, but he really does a good job teaching about the trailers...)
https://youtu.be/rA3VP2nHlyw
This older trailer already has 2 A/C's, while not a bunkhouse, it was in it's day a top of the line traditional travel trailer. Since we're talking Winnebago, it's the company they bought in the crash to start their travel trailer line.
http://www.pplmotorhomes.com/travelt...n-Lx-36365.htm
Sunnybrook Titan LX brochure (branded as Mobile Scout for the West)
http://www.wilderrv.com/img/base/sun...Titan_2006.pdf
Think of a Mobile Scout as "coach quality" in a travel trailer. That bad boy is heavy too, in part due to the strong frame and higher quality components throughout. At that price, if it passes the roof inspection, you could update the interior upholstery to whatever you liked. It appears ready to go, and the exterior graphics and gelcoat look great. I like it even has the individual window awnings like a coach does. Hey, it's not too far from y'all either!