Condado Vanderbilt Hotel

When railroad tycoon Frederick William Vanderbilt built the Condado Vanderbilt Hotel, part of the Legend collection of Preferred Hotels & Resorts, in 1919 it was Puerto Rico's only luxury hotel – President and Eleanor Roosevelt stayed here, part of a long list of notable guests. If the architecture looks familiar, it might be because the design firm also drew up the plans for New York's Grand Central Terminal. Graceful archways and sweeping staircases remain intact in this fully restored landmark, which presides over the Atlantic Ocean with two guestroom towers that are sumptuously modern.