From the gingerbread trim and hardwood flooring to the many antiques that grace its rooms, the Island City House Hotel overflows with Old World charm and style. Featured in Travel + Leisure’s Best of the Florida Keys survey, this bed and breakfast includes three separate buildings interwoven with luxuriant gardens and meandering footpaths. The romantic setting attracts many couples, but families are also welcome. Guest rooms are located in the Cigar House, Island City House or Arch House. Each space has unique benefits to recommend it: Cigar House accommodations are larger and come with a hammock and pool view, whereas the suites of the Island City House (a mansion built in the 1880s) are filled with vintage furnishings such as wrought-iron bed frames and stained-glass floor lamps. Soothing color schemes consisting of beige, white and subtle green dominate throughout.