Great Reasons To Plan Fall Breaks In Italy

Bolzano vineyard in Autumn

Didn’t manage to get away this summer but in need of a break? Well, never fear, as Italy is an ideal place to go for some proper R&R in the fall! Make the most of the increased availability among our best vacation rentals in Italy, enjoy the smaller tourist crowds and lower prices, and have that well-earned vacation for 2025 yet!

Lampedusa Beach, Sicily

September is Summer


This is something that we have been saying a lot in recent years. If you’re lucky and you plan a holiday in Italy in the first couple of weeks of September, you’re likely to enjoy similar weather conditions to early summer – so nice but less scorching hot than August for those who don’t worship the sun quite so intensely – while also availing of many of the benefits of off-season travel. For those who couldn’t make time to get away this summer or who simply left it a little bit late to book, a September getaway is a great idea. For proper September sun just take a look at our villas in Apulia, our vacation rentals in Sicily, and our holiday rentals in Sardinia

Colosseum, Rome

City Breaks


Spring and fall are the perfect seasons for city breaks if you really want to make the most of your time in a place and to tick lots of things off your Italian travel bucket lists. For example, if you have always wanted to see the Eternal City, booking a vacation rental in Rome for fall means milder weather conditions that are more conducive to seeing as much of the city as possible. When temperatures aren’t soaring as high, you can dart about more comfortably, without having to carefully plan your day around the hottest hours and your outfits around comfort and appropriateness for religious venues when it’s sweaty. Easily see the sights like the Colosseum, the Pantheon, the Vatican Museums, and much more besides during a stay in the autumn!

Tuscany

Eating Well


Another great reason for an autumnal escape is that harvest season and more comforting and hearty dishes designed for the gradually cooling weather mean that fall is an excellent time for foodies to plan stays in villas in Tuscany, vacation rentals in Umbria, holiday rentals in Emilia Romagna, and all of the other key culinary destinations in Italy! From sampling the famous truffles found in Italy, to tucking into perfectly aged wines, to enjoying local specialities made from ingredients like chestnuts, to loading up with comforting pasta and stew dishes, this may be the best time of year to eat in Italy!

Apulia

Snag That Villa


Some of our villas in Italy are in really high demand, which can make it rather tricky to snag a stay in your dream vacation rental. If you’re someone who doesn’t want to compromise and you really prioritise the rental itself, then booking that luxury villa in Italy might be easier if you are booking outside the summer season. Availability and prices are both just that bit better outside of the high demand of the summer season. Of course, if you also do want to travel during the summer months, then maybe now is the time to look ahead to summer 2026 and to secure your rental before anyone else beats you to it! Either way, if you want that perfect venue you need to be quick off the mark or to think outside the box.


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