I am going to second the recommendation of the Palace resorts. I have stayed at Cancun Palace, Vallarta Palace and Le Blanc Spa (another Palace owned resort in Cancun) and have been impressed every single time. Never had a bad meal, nor a bad experience. You can also transfer easily from Palace resorts to try out different pools and different restaurants. Moon Palace is huge and there is a golf course there if you are into that.
I also would want to throw out a recommendation for Aruba. It is a bit further, but price wise it was actually pretty reasonable. There are also Casinos everywhere. Great weather and beaches. We stayed at the Marriott there.
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