When we did land/sea in 2002 we had 7 of us. 4 adults and 3 kids and used ******** for our van. We had a bucketload of luggage I think between the 7 of us we had about 11 pieces of luggage or maybe more. They were extremely willing to accomodate us and if we would have had more luggage our driver told us they could pull a small trailer behind the van to help ease the luggage load inside (i'm assuming I would have had to tell them beforehand or we would have waited at the airport while he went to get one but it sounded very possible). When we arrived at MCO it was almost midnight local time. Our driver was waiting for the weary with a sign, helped us grab all of our luggage, put all of it in the van, unloaded it with the bell desk at the Poly, loaded it back in to go to the port, loaded it out with the porter and the reloaded it to go back to POR for 2 days before coming to get us and take us back to MCO. It was WONDERFUL service! This time we splurged and got your ride to take us to POR before our cruise and then found a limo to take the 5 of us (no inlaws this time) to the cruise. The total transportation for the 5 of us r/t from mco/por/port/mco is 300 dollars plus tip. I would think you would be able to beat that price with almost any transportation company and most if not all of them will handle or help handle your luggage!
HTH
Heidi