Anastasia Island is a barrier island located off the northeast Atlantic coast of Florida in the United States. It sits east of St. Augustine, running north-south in a slightly southeastern direction to Matanzas Inlet. The island is about 14 miles (23 km) long and an average of 1 mile in width. It is separated from the mainland by the Matanzas River, part of the Intracoastal waterway. Matanzas Bay, the body of water between the island and downtown St. Augustine, opens into St. Augustine Inlet.
Part of the island (the Davis Shores and Lighthouse Park neighborhoods) is within St. Augustine city limits, while other communities on the island include St. Augustine Beach, Coquina Gables, Butler Beach, Crescent Beach, and Treasure Beach.
Fort Matanzas National Monument, a Spanish colonial-era fort built in 1740–1742, is located at the southern end of the island on Rattlesnake Island in the Intracoastal waterway within the park boundaries; it was designed to protect St. Augustine from attack via the Matanzas River.
Juan Ponce de León may have landed on the barrier island in 1513. Spanish Admiral Pedro Menéndez de Avilés, founder of St. Augustine, moved his initial settlement to Anastasia Island after a revolt by the Timucuan Indians in 1566. This settlement was short-lived, and the colonists moved back to the mainland at the site of present-day downtown St. Augustine.
The Spanish built a wooden watch-tower on the northern end of Anastasia Island to warn the town of approaching vessels by raising signal flags. It was sighted by Sir Francis Drake in 1586; consequently he came ashore and attacked the city. The Spanish eventually replaced the tower with a coquina structure that was converted into a lighthouse soon after Florida came into the possession of the United States in 1821. This was replaced by the present-day St. Augustine Light in 1874. The original lighthouse collapsed in 1880 due to beach erosion and the encroachment of the sea. The earliest built residence on Anastasia Island still standing is the lighthouse keepers' house built in 1876 next to the present lighthouse. Several other houses in the Lighthouse Park neighborhood date to the 1880s.