Families with three kids are often frustrated when hotels and resorts allow a maximum of two adults and two kids per room. These rules are especially irksome if the kids are little and would be more than happy to all snuggle up on one bed.
Many properties offer adjoining rooms, which may be a good -- if costly-- solution with older kids. Little kids, however, can't stay in a room alone, so sleeping arrangements get more complicated still.
Fortunately, a number of all-inclusive resorts are "family of five friendly". Sally Black -- founder of VacationKids.com travel agency-- has a useful list of such resorts, that includes choices in Jamaica, other islands, and several in Cancun and the Riviera Maya-- which are technically "Caribbean vacations", too.
- see VacationKids' choices for Family of Five.
- more Family of Five Resorts

