Things to Do and See in Tuscany

Florence has something different to offer during each season, ensuring that each has features that make it a dreamy time to explore this dreamy city. However, as summer fades into our memories and the colder months approach, we think that winter escapes in the city, in particular, are due some love. So, if you can’t wait until summer 2027 for your next vacation in Tuscany then discover why we think you should book your holiday rental in Florence for this winter...

While lots of our villas are best enjoyed during the warmer months – our villas with pools in Tuscany, in particular – it is often true that many listings have something to offer in every season. The properties located in lush settings that feature views over the famous rolling hills and forests of Tuscany are especially lovely in the autumn as they treat guests to panoramas that change colours with the season. These are villas that received 5-star reviews from guests this fall and that are ideal whether you are coming when the spring first blooms, the sun is bright in the sky, the leaves begin to fall, or when it’s time to curl up by the fire...

Casa Lucia is a charming villa with pool in Tuscany perched in an incredible position that takes in stunning panoramic views over the Tuscan hills and the towers of San Gimignano in the distance. Set within a large estate of 10,000 square meters that is made up of olive groves and vineyards and offering access to a swimming pool shared with the owners but boasting its own private garden, guests get the best of all words. This is especially true as said owners are a massive selling point in their own right, offering support and tips to those who want it! 

Sleeping up to four guests in two bedrooms with one bathroom, this villa in Tuscany is an ideal base for exploring the region and making the most of the famous beauty of its rolling green hills but don't just take it from us, here's why previous guests have almost exclusively given it full five-star reviews...

Villa Fracassini is a pretty stone villa in Tuscany with a private swimming pool that sleeps up to six guests in three bedrooms, with four bathrooms. It boasts lovely views over the picturesque hilltop village of Pergine Valdarno, in which it is located, and is steeped in historic charm as it dates back to the Middle Ages. Despite the age of the property, however, it is well-maintained and has all of the mod-cons that you could ask for. 

What really makes Villa Fracassini stand out, though? Well, as it is one of our most reviewed villas in Tuscany, you can find out exactly what makes it so special directly from previous guests via reviews..

Love running and the excitement of marathons but hate having to sign up a year in advance and competing in lotteries just to get a place? Well, there are some alternatives! For example, another way to get involved in Pisa's marathon weekend if you book a villa in Pisa for the 19th of December is their annual Christmas Run. Organised in conjunction with Maratona di Pisa, Pisa's official marathon event, this non-competitive run is a way to get in the marathon spirit while you also enjoy the Christmas spirit in the city and take in major attractions like the Leaning Tower of Pisa. Sounds like a perfect combo for wellness enthusiasts dreaming of a winter vacation in Tuscany!