Hi there as a mom of a child that will be riding in a stroller till he's at least 5 in WDW due to tone issues i have shopped for tons of strollers, i'm working 12 right now.

All these vendors have websites:
Albee Baby has good deals on strollers especially now since everyone is getting ready to launch the 2009's so if color isn't a huge deal it's totally a great way to go.
Pish Posh Baby also has good deals and is still honoring a 5% off code of save5 i believe at check out and free shipping.
If you're thinking of a BOB which would probably serve you the longest and the easiest by far to push for bigger kids REI has offered 20% off occasionally online.
If you have a Bed, Bath & Beyond store near you even if yours doesn't carry baby items you can take your 20% coupon everyone gets in the mail and go in and they will order it take the 20% off and it will be shipped directly to your house. You can shop online to see what they carry. They have Phil & Ted's, etc.
Macro Baby is a higher end baby retailer that has a store in Orlando if you are flying and didn't feel like dragging it thru an airport they will have it shipped to their store from their warehouse and you can pick it up there. They have really good prices on Phil & Ted's etc. If you use the SPEND07 code at check out you can save certain amounts off depending on what you are spending and a Gap gift card back based on what you spend. You can have it shipped to you as well for free shipping sometimes it's easier to have it waiting for you.
USA Baby has a store in Orlando as well and if you sign up for their mom e-wards online they will send you a $20 gift card voucher to use in the store and you could pick it up there as well they carry lots of brands for strollers, many mid to higher range for good prices.
That's all i can think of for now hope some of that helps.