Glad you enjoyed your first RV experience.
I have to concur with the other posts. Your desired TT is 50% more weight and that or more in sail area to push you around in wind. I understand the need for more interior space. If you can, try another rental of the size desired. Even just having a friend loan you one for a tow test will open your eyes on your TV capabilities.
I bought my TT undersized (I thought) for my tow rating of my then TV, 2008 Explorer. On paper, everything was within spec. AFTER I CAT Scaled the rig, found out I was overloading the TV rear and TT axles. Removed a lot of weight, got everything truly with specs. Still a hard tow from the engine strength. Other aspects good with the WDH. Same TT, new truck, great tow, with and without WDH but still using the WDH.
I will say always use the TT GVWR as the assumed towing weight in your calculations.