To some extent Caesar still enjoyed the favour of the Pope, and he conceived the idea of escaping by night and joining Michelotto at the castle of Soriana, where, he believed, he might collect an army and recover Romagna. He, however, had no chance to carry out this plan, for the one friend still left—if friend he could be called—Pope Pius III., died during the night of October 18, 1503, thus promptly fulfilling the hopes and expectations of many of the cardinals. Piccolomini had reigned just twenty-seven days. September 27th he had undergone a painful operation, and the Venetian ambassador followed his illness day by day as closely as he had done that of his predecessor. October 16th he states that fears for the Pontiff’s life were felt; he was worse the next day and during the night his brothers removed his valuables from the Vatican to a place of safety. The Orsini, determined to force the election of a Pope of their choice when Pius passed away, remained in Rome.
When Alexander VI. died, the most scurrilous epitaphs were found affixed to the palace walls, but when Pius III. passed away, numerous laudatory epigrams were discovered. Angelo Colucci drew a striking comparison of the short but respectable reign of Piccolomini and the shameless pontificate of his predecessor.
The death of Pius was a great blow to Caesar, who had enjoyed his support for a time. Even now, however, his courage did not entirely desert him. Machiavelli, who arrived in Rome October 26th, wrote the Signory that the Duke was more hopeful than ever of accomplishing great things—providing a friendly Pope is elected. It was said that Caesar finally despairing of any other aid, had made some sort of a compact with the Cardinal of San Giorgio.
The Sacred College, after seriously considering the demands of the Orsini that Caesar be held until a new Pope was elected, decided that they had no authority to do so. During the meeting the Cardinal of Rouen defended Caesar, hoping thereby to secure the support of the Spanish prelates who were still devoted to Valentino and were themselves influential and united. The cardinals decided that the Duke was at liberty to go and come as he saw fit. There was, however, little likelihood that he would leave, as he was safer where he was than he would be anywhere else; moreover, when the new Pope should be elected he would be in the best possible position to secure his favour through the mediation of the cardinals who might remain loyal to him. How influential Caesar still was is shown by the orator’s remark that all those who aspired to the Pontificate were ready to promise him anything he asked to secure the votes of the Spanish cardinals and “there is one thing certain,” he adds: “no one will be Pope who does not consent to all of Valentino’s demands.”
The Spanish prelates seemed to favour the astute Cardinal of San Pietro ad Vincola, but Santa Prassede and Alexandrino were also strong candidates.
Burchard records that the Cardinal of San Pietro ad Vincola came to the apostolic palace October 29th with Valentino and his Spanish cardinals, and entered into an agreement with them by which he promised, when he became Pope, to make Caesar Captain-General of the Church, and also to protect his interests and restore him to his estates; the Duke on his part was to aid Della Rovere in the conclave, and all the Spanish cardinals promised to cast their votes for him. The evening of October 30th, the obsequies of the deceased Pope being over, the cardinals agreed among themselves that the Cardinal of San Pietro ad Vincola should be his successor. The same day Machiavelli informed his Signory that Giuliano della Rovere had secured the promise of the majority of the votes of the Sacred College “by means adapted to this end.”
Giustinian repeats the various rumours current regarding the momentous event, the election of the new Pope. The very day of the Pontiff’s death he wrote: “There are three strong candidates—Naples, San Pietro ad Vincola, and San Giorgio; the Spaniards incline to the second because he will be able to satisfy their demands the best. The Cardinal of Naples may get a few votes, but he is suspected of being French. San Giorgio’s age is against him, consequently Della Rovere is the strongest candidate. Sforza, Colonna, and Rouen are not mentioned now.”
The day following the Pope’s decease all the cardinals were “intent on their machinations, some with little respect to God and the dignity of their office. Bargains are openly made; the terms are no longer in hundreds, but in thousands and tens of thousands—to the measureless shame of our religion, and insult to God; there is now no difference between the Papacy and the Sultanate—it will go to the highest bidder.”
October 22nd the Orsini complained to the Sacred College of their treatment and Alessandrino and Medici were delegated to confer with them and Caesar. The Orsini, feeling that they had been grievously wronged, and at the same time not wanting to oppose the Holy See and the Sacred College, promised that if the Duke would leave Italy and go to France or some other place they would allow him safe passage; on the other hand, if he desired to remain in Italy in the Province of Gesia, they demanded that he be required to give security for his appearance before the future Pope to answer the charges lodged against him; they also agreed to give bonds to appear and defend an action he had threatened to bring against them. “It is not known what Caesar said to these suggestions; many think he will decide to go to France, but some say he will remain here.” The next day the orator heard that Valentino had resolved to leave Italy, and that he had asked for eight or ten days in which to make his preparations; he also demanded that the Orsini be required to leave Rome and to give him a safe-conduct as they had agreed. It is clear that he asked for this time to enable him to persuade the Sacred College to force the Orsini to leave Rome and also to permit him to carry on his machinations in connection with the election.
The obsequies of the deceased Pope continued, but attracted little attention, the impending election of his successor being the all-absorbing topic—while the electioneering proceeded and the scandal increased.