Confronting the certainty of uncertain times, urban spaces constantly change, challenging conventional paradigms, leading to re-assess our relations with our environment. Facing an ever-growing social complexity, empirical evidence shows that vulnerabilities are framed within a political system promoting adaptation to disasters generated by the system itself, and by doing so, distorting the value of urban resilience. Opposing such dominant systems, ephemeral and transitional phases of urban spaces celebrate the legitimacy of engagement and creativity. Their fragility reflects our vulnerability but is in no way a sign of weakness. They are the matrix of new forms of human behaviors building on the sense of care and alterity.