TwiddleDeeTwiddleDum: I think you are making a wise choice in your transportation; one I wish we made last November. We, too, were switching resorts and took Magical Express from MCO to our first resort. It was a nightmare (due to weather, the plane was delayed, we arrived at 1:40 a.m. to MCO and didn't get to CSR until 3:30 a.m.) During the day I understand it's a stellar service, not so much in the middle of the night! We can't control the weather, so the most perfectly laid-out plans don't always succeed. Getting a town car is a perfect choice also since Garden Grocer can't deliver groceries anymore to S/D. We had them deliver to CSR, and they were shipped over to the Dolphin w/our luggage (bell hop services were outstanding), but if we did it again, we would have used a town car.
We have used Mears our last two trips from Dolphin to MCO- the first time was a shuttle van - this was cheaper because it held more people, but you have to leave several hours ahead due to the multiple pick up stops at other resorts. In November the night before we left, we booked a private Mears cab- (the cost was $60 (before tip) for the two of us); this bought us more time on our last day, so it was well worth it.
I posted this a few months back but it's worth repeating- the pool bar had excellent food, and we took it back to our rooms for a quick light meal before heading out to the parks at night. The staff was so much fun, and the food was delicious and very reasonable.
Re: Housekeeping- We always opt for SPG points. Housekeeping carts are always on the floors and were so kind in providing extra linens, coffee, etc. Our water didn't arrive one morning, and the front desk said to pick it up on our way out to the parks. Customer Service at the Dolphin is exemplary. Hope this helps!
Joanne