The paradigmatic spin-boson model considers a spin degree of freedom interacting with an environment typically constituted by a continuum of bosonic modes. This ubiquitous model is of relevance in a number of physical systems where, in general, one has neither control over the bosonic modes, nor the ability to tune distinct interaction mechanisms. Despite this apparent lack of control, we present a suitable transformation that approximately maps the spin-boson dynamics into that of a tunable multiphoton Jaynes-Cummings model undergoing dissipation. Interestingly, the latter model describes the coherent interaction between a spin and a single bosonic mode via the simultaneous exchange of n bosons per spin excitation. Resorting to the so-called reaction coordinate method, we identify a relevant collective bosonic mode in the environment, which is then used to generate multiphoton interactions following the proposed theoretical framework. Moreover, we show that spin-boson models featuring structured environments can lead to non-Markovian multiphoton Jaynes-Cummings dynamics. We discuss the validity of the proposed method depending on the parameters and analyse its performance, which is supported by numerical simulations. In this manner, the spin-boson model serves as a good analogue quantum simulator for the inspection and realization of multiphoton Jaynes-Cummings models, as well as the interplay of non-Markovian effects and, thus, as a simulator of light-matter systems with tunable interaction mechanisms.