We have also done both, but obviously never with a baby.
My all time favorite was renting a condo in Hawaii. We rented the condo spent alot of time at the beach. They also had an awesome aquarium and pineapple plantation that had lots of babies at them. And the luaua we went to had lots of people with babies as well and it was a buffet and open bar type show! But at the same time we did have to cook for ourselves if we didnt want to go out to eat, and we did clean up a little before we left, but mainly just any mess we made.
Just an idea.