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Caribbean Hotels with Marriott 
We've never managed to make it to the Caribbean but if we did go there then we would be sure to book with Marriott. Marriott hotels are suprisingly affordable given the luxury you can expect from this hotel chain, we'd definitely recommend that you take a look at their site when booking. It's a shame they don't seem to do package holidays from the their site.
http://www.marriott.com/city/caribbean-hotels