16 May Street, St. Augustine, Fl 32084

Why This Property?

Welcome to Pillars Castle, a 4,495 square foot historic estate at 16 May Street in St. Augustine, Florida. Built in 1925, this architectural masterpiece features four bedrooms, five bathrooms, and has been meticulously restored to blend period charm with modern luxury. The property operates as a fully licensed short-term rental in one of America's most visited destinations.

Original stained glass windows, coffered ceilings, and stone fireplaces define the home's character. The updated guest suites include en-suite baths and spa showers, while the chef's kitchen, custom bar, grand hall, and formal dining room accommodate entertaining. A private patio offers the perfect retreat overlooking St. Augustine's historic streets.

Own a piece of Florida's heritage while generating consistent income from a premium vacation rental in the nation's oldest city.