Hi Staci,
Yes you can book your own private PhotoPass photographer at several different resorts for a photo shoot. My family and I did one at the Polynesian Resort in August and our photos turned out fantastic. Sessions can be booked at the Grand Floridian, Polynesian, Beach Club, Wilderness Lodge, Animal Kingdom Lodge and Saratoga Springs Resort. The session lasts roughly 30 minutes and the amount of photos varies, we managed to get just over 100 in our session! We had several indoor shots done before heading onto the beach with the Castle in the background, our favourite family shot though was us all laying on a hammock on the beach.
As far as pricing goes for guests that have pre-ordered the PhotoPass CD, link
HERE, the photo shoot costs about $75 with proof of purchase, sometimes though on the bottom of the pre-order e-mail there is an offer for the photo shoot at $25 so it's worth looking at the small print. Otherwise the cost of the shoot and all the photos on CD is roughly $150, these prices are subject to change.
You can book the shoot up to 30 days in advance by calling 407-824-1700
I hope that helps,
Jo