Choosing the best time to book a vacation rental in Rome comes down to personal preference: the warmer months come with huge crowds, meaning you may find long lines and limited tickets around town; if you visit during chillier periods, there’s a more manageable urban flow. The good news about the latter option is that low temperatures seldom drop below freezing and there can be moderate days, even in January and February. May and September may be a sweet spot to catch the best of both worlds. As Rome is an urban hub, it isn’t hard to find a festival or major event in the city at any given time, but annual highlights include the Festival del Verde e del Paesaggio garden festival in May, the VinòForum wine festival in June, the Taste of Roma food festival in September, and the season-long Lungo il Tevere Summer Festival from June through September, with al fresco performances and films at heritage sites.