My vote is Jolly Harbour, Antigua. Lovely 2 bdrm, 3 bath "villas" with dock.

Shirley Heights is a must do.

A few shops and restaurants, stunning south beach to watch for the green flash, or quiet north beach.

Very safe, gated community. Large grocery store tops up the dream.

A day trip to pink beaches on Barbuda (and frigate sanctuary), and a 15mins flight to explore dreamy Montserrat (Beatles recording studio or volcano observatory) offer variety.

Down side: fewer foodie options.