San Tommaso, view
Posted in: Autumn Events Localities Orcia Valley Pretty Views Tourist Attractions Villa Reviews Villa Spotlights Villas and Farmhouses

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, view
Posted in: Chianti Localities Pretty Views San Gimignano Tourist Attractions Travel Tips Villa Reviews Villa Spotlights Villas and Farmhouses

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, pool
Posted in: Pretty Views Tourist Attractions Villa Reviews Villa Spotlights Villas and Farmhouses

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..

La Leopoldina, gazebo
Posted in: Central Italy Localities Pretty Views Tourist Attractions Travel Tips Tuscan Coast Tuscany Villa Spotlights Villas and Farmhouses

Impossibly picture-perfect, this incredibly pretty and meticulously renovated 19th century farmhouse is set within beautifully manicured gardens and nestled into a lush hillside in the charming hamlet of Giuncarico within the Grosseto Maremma. La Leopoldina boasts gorgeous views over the surrounding Morellino vineyards and Tuscan scenery, 3 hectares of park to explore, a private swimming pool, and an elegant but welcoming home that sleeps up to six guests in four bedrooms with two bathrooms. With autumn 2026 availability remaining to make the most of those stunning leafy surroundings as they change shades, it is a perfect villa in Tuscany for escaping into the natural beauty of the region this fall. 

Villa del Mugello
Posted in: Autumn Events Travel Tips Villa Spotlights Villas and Farmhouses

For those dreaming of a perfect fall getaway, we have the perfect curation of villas in Tuscany. Featuring views over landscapes that will transform into gorgeous golden and russet shades throughout the season, cosy interiors with fireplaces for snuggling up with a good book or a movie, and pretty gardens where you can still enjoy hearty meals al fresco for much of the season, these properties really allow guests to enjoy the beauty of Tuscany at this time of the year and to really lean into everything that we love about autumn! So, check out these perfect vacation rentals in Tuscany and plan an autumn break filled with stunning scenery, incredible harvest delicacies, gorgeous wines, and cooler weather that makes getting out and exploring dreamy landscapes like the Val D’Orcia, historic towns like Siena, and Florence’s endless list of tourist attractions more pleasant.