The article focuses on the complexity of the relations between a subject and its environment which are considered in the light of biosemiotics and anthropology. The first one is represented by Jakob von Uexküll’s umwelt theory and its further developments, and phytosemiotics, the second by Tim Ingold’s sentient ecology. In the first part, the orientation towards subject’s phenomenological world is discussed. Then, the phytosemiotics and its limits are considered. In the third part, the author focuses on the sentient ecology as based on the triad: feelings–knowledge–skills and discusses it regarding subject-environment relationship. Departing from such a point, the author shows that the emphasis put on the subjective world of living is what biosemiotics and sentient ecology share. The fourth part introduces already discussed ideas in the light of an artistic practice, i.e., Diana Lelonek’s projects which problematize the subjectiveness and agency of plants and, on the other hand, the human-nonhuman and subject-environment relations.