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...

When you book a villa in Tuscany for November, you will arrive to a landscape transformed: rolling green hills draped dramatically more often in fog in the mornings and dotted by forests and woods with foliage in a stunning array of golden, russet, and crimson shades. Tourist crowds will have finally thinned to their smallest for the year, giving you plenty of space to explore towns, cities, and attractions and to admire views and magical scenery without having to bob and weave around people's heads. Best of all, you'll find that kitchens are well stocked with rich harvests to make hearty seasonal dishes that are ideal for warming up after days of hiking, strolling around historic centres, and dashing between attractions and museums like the Uffizi. Here are the incredible foods that you can indulge in while staying in one of our incredible luxury villas in Tuscany this November...

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. 

Whenever we recommend basing yourself in one of the wine areas of Tuscany, we have certain images of these sorts of vacations that immediately come to mind: cycling between nearby vineyards in the Chianti area, wine-tasting in a historic cellar or a beautiful room overlooking the famous rolling green hills of Tuscany, picnicking among the vines, or dining in a more formal and excellent restaurant with the vineyards as a backdrop. If you are interested in the latter, in particular, then you might be interested in the list of the best vineyard-restaurants around the world that was recently put together by renowned viniculture publication Wine Enthusiast magazine. 

Of the 57 spots listed all around the globe, four are located in Tuscany alone. So, if you want to plan a perfect pairing of food and wine during a stay in one of our villas in Tuscany, then read on and discover these wineries that serve both in beautiful spaces...

Love to eat well? Then that already makes Tuscany an ideal destination as you’ll find all sorts of incredible meals at amazing price points in all kinds of eateries, excellent regional dishes, perfect ingredients at markets, delicious street food to eat on the go, food festivals, guided tastings, and much more besides. For foodies, Tuscany presents endless options and food experiences and for foodies who like more exclusive opportunities, it offers a long list of Michelin-starred and Michelin-recognised restaurants. Recently, four new restaurants have been added to Tuscany’s Michelin Guide for 2026. So, if you want to add some fine-dining experiences to your trip and to get ahead of the crowd then these are the newly listed gems that you should add to your itinerary...