A fast growing income stream for Jamaican homeowners faces new tax pressure, raising questions about affordability, investment returns, and the future balance…

Jamaica will tax Airbnb-style rentals under GCT from 2027, after a licensing bill stalled the year before. Hoteliers are pleased; some short-term rental operators call the process an ambush.

Jamaica will tax Airbnb-style rentals under GCT from 2027, after a licensing bill stalled the year before. Hoteliers are pleased; some short-term rental operators call the process an ambush.

The numbers behind Jamaica’s short-term rental boom point to a deeper shift, one that is quietly reshaping where demand is building and…

Global forces, from AI to capital shifts, are quietly reshaping property markets, with Jamaica facing a narrow window to adapt or fall…

A long-overdue shift in payouts is cutting hidden losses, restoring margins, and quietly reshaping Jamaica’s short-term rental economy.What Has Changed — and…

There is something deeply compelling about island life. Jamaica, ringed by turquoise water and shaped by hills that seem to rise straight…

Jamaica closed 2025 with record visitor arrivals and an accommodation licensing framework nearing completion, while Barbados refined its STR regime, the EU’s data-sharing rules entered enforcement, and global platforms reported Caribbean as a standout growth market.

An Honest Look at a Very Messy QuestionThis question has followed me into meetings, voice notes, DMs, even supermarket aisles:“Dean, has Hurricane…

At midnight on August 5, 1962, Jamaica changed forever.Crowds gathered across the island as the Union Jack slowly descended and a new…