The poolside caddy may have an enclosure, one or more cup holders, and one or more phone holders. The poolside caddy may be a container for holding one or more beverage containers, one or more personal electronic devices, or both at a pool side venue. The poolside caddy may be placed at an edge of an inground pool where the one or more beverage containers and the one or more personal electronic devices may be adapted to be accessible by a user while the user is in the inground pool. The poolside caddy may be configured to prevent the one or more beverage containers and the one or more personal electronic devices from being knocked into the inground pool. The poolside caddy may be weighted to prevent the poolside caddy from moving.