With increased inequity and polarisation in society, access to leisure has become even more crucial for ensuring the humanity and health of people living in urban poverty. Homeless people constitute the hard edge of urban poverty, and literally embody broader inequities in society given that they face increased risk of illness and an early death. Scholars have explored the material and psychosocial hardships experienced by homeless people, but focus less on leisure. This article explores the role of leisure in the everyday lives of 99 homeless people in New Zealand and England. We document various leisure activities across different urban spaces and consider the complexities of leisure in how homeless people make meaning of, cope with and survive street life in the city.