It is apples and oranges, IMO. I am not willing to compromise the transportation, the convenience to dining, or the theme for space. Not in WDW. SOmewhere else? Sure, I want more space, or a view. Etc. Beach vacation? My DH will not compromise of ocean front, right on the beach. He does not mean ocean view, and he does not mean we cross a road. WE pay a premium for that. WDW? I don't care what my room overlooks. Basically by the time we rent a vehicle, get meals, and pay for entertainment, same price.
An extended family vacation at an island? I prefer AI, and a suite with concierge service. I get more space, more food and beverage options, and I get to have that ocean front, however I do not get 4 theme parks. My cost is the same per person and WDW, different amentities, different spacing, different experience. Same price.
NYC? I am not a confident traveler, so I need to stay in the area we are visiting. I need to plan for taxis, food, lodging, and shows and entertainment. To be honest, I need way more than 200 per person per day. This is a much shorter trip, and the cost is more than my usual budget.
Now as I said earlier, it is all relative. WE budget a per person per day cost and I make that work. If I am planning an off site trip (I will not, but if I was) I would need to budget the fees, and the car rental into my cost. And as I said upthread, I do not travel to WDW without a sale of some sort, so that factors into my plans, but I do this with every destination.