I've stayed at the DoubleTree Key West several times. They have a great pool. A little out of the way, but shuttle to downtown helps.
You could also look at Blue Marlin, Best Western Hibiscus for moderately priced. You could also look at The Galleon for an active pool, and a two bedroom condo right on the edge of the bight area and still close to everything.
We go with our 10 & 13 year old girls and always stay at the Pier House. Beach, Pool and everything is close by.
The Pier Hoist would be good because of its location at 1 Duval Street, but also compare the Santa Maria Suites at the other end of, actually, Simonton. It's not so far away that you would need a cab or a car to get around.
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