Ian Fleming once demanded two-month vacations to write at his estate in St. Mary, Jamaica, now the jewel of GoldenEye resort. The Fleming Villa includes its own pocket beach and a modern-day media room Q himself would appreciate. When to go: Late November and early December visits offer big savings, and avoid the holiday (and hurricane) season. Photo 4 of 15 in 14 Really Romantic Island Resort Retreats

14 Really Romantic Island Resort Retreats

4 of 15

Ian Fleming once demanded two-month vacations to write at his estate in St. Mary, Jamaica, now the jewel of GoldenEye resort. The Fleming Villa includes its own pocket beach and a modern-day media room Q himself would appreciate. When to go: Late November and early December visits offer big savings, and avoid the holiday (and hurricane) season.