In Simpson Bay on Billy Folly Rd near the Simpson Bay Resort there is the Hollywood Casino. Probably the largest would be Casino Royale in Maho across from the Sonesta Resort. If you stay at the Sonesta, it's an easy walk across the street in the afternoon or anytime at night. I'm not in the casinos much but those would be the two I would suggest.

I would stay in those areas. Lots of restaurants in those areas too.