Round Hill in Jamaica is a luxury closed community established in the 1950s where high-profile individuals like Ralph Lauren and Bob Pittman own villas. These properties are managed centrally and must be rented out for a specific number of weeks per year, often costing upwards of $10,000 per week during peak season. The location is described as having a "Casablanca" vibe with personalized service, including dedicated cooks and housekeepers for each villa.
