I have not, but I've thought about it.
I know some people who ship a package to their hotel before their trip with things they don't want to carry, so I think the resort could accommodate the delivery (I'd call to check, first, though).
One downside is if the hotel desk signs for the delivery, I wonder how that would affect your rights if the stroller arrived damaged. Also, what would you do if it didn't arrive on time?
If I were going to do it, I'd buy from a company I trusted, where I could talk to them on the phone to set up the delivery and have someone to call if things went wrong. Perhaps there is even a store in the Orlando area, which would give you the option of a drive or taxi ride to the store if you had to sort out a problem.
There's a store in Safety Harbor, FL called A running stroller ( arunningstroller.com ) that I've ordered from several times and would be willing to try this with -- I was thinking of having some accessories for my stroller delivered to the hotel before I decided to just
rent a stroller from baby's best friend instead of flying with mine.
Good luck with whatever you decide.