There are lots of good questions to ask, I am sure you have already thought of many.
One thing is how you will get into the home. Many homes have access onsite with a code. For others, you must first drive over to their mgmt. co., which can be very out of the way.
I would also ask for a reference if you do not see any independent references on their website. We corresponded with a previous guest and it was very helpful.
You might ask whether the spa is heated separaetley form the pool and whether you pay extra to heat it.
Also, ask whether they have strollers, baby equipment, pool floats, etc. (anything you might need).
Often the garages are converted into games rooms. So you have to park on the driveway. Some people find it important to be able to park in a garage.
Also, I would rent
trip insurance if you are getting a rental home because most homes will not give refunds within a 60 or 30 day window.
Go to orlandovillas.com for discussion boards relating to all things Villa.
Hope this helps.