I have struggled with this too. I made my decision, and have rented a double from magic strollers for the twins on our trip in 2 weeks.
My kids are uber active and healthy.... And i know they could do it if I forced them to walk, but the decision was based on my happiness, not theirs.
-Im going solo with my 5 (almost 6) year old twins and a 12 year old. No daddy to help me... So definitely out numbered.
-We are not leaving for breaks, and quite honestly we tour commando... We have no interest in changing this strategy.
-We are doing
MVMCP and the thought of that without a stroller at midnight makes me shudder.
-I dont want to yell at my kids to keep up, or panic when the crowds are thick and people are pushing... I dont want someone falling and skinning a knee because they were trying to keep up... And i certainly dont want to argue with a 12 year old who doesnt want to carry the back pack at he end of the day.
Im type A... I know this, and want to relax... Its my holiday too! If a stroller means I can smile more, see my kids enjoy every moment, and not stress out that we're doing too much... Then hell ya, im doing it.
A trip to Disney World is not cheap... With money invested in tickets, meals, hotels, flights.... Why woudnt i invest $70 more to rent a double stroller for the week? Even if it never gets used.... I look at it as the best Disney Happiness insurance a mom can buy.