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We just came back from Key West, Florida, and we didn't rent a car. The Galleon was nice enough to pick us up and take us back to the airport. We did the trolley tour to see the sites, took a cab to the fishing dock, and walked all the other places we went.
We never rent cars in Mexico - we have been to Cabo San Lucas twice, Mazatlan, once, Acapulco once, PV several times, and Cancun once.
We were within driving distance to San Luis Inn at Avila Beach and Worldmark at Bass Lake.
We did rent cars in Hawaii - Maui and Kauai - and in San Diego and Anaheim.
I agree with Muriel. Several trips where we did not rent a car; DC, San Francisco, New Orleans, Chicago, NYC, Philadelphia, Mexico, most places in Europe. We had one in Boston and it was a nightmare within the city; definitley use the T if you can.