Villas in San Gimignano

Extraordinary villas in a captivating hilly landscape

Located in the southwest of charming Florence, San Gimignano is one of the most popular destinations among those who decide to rent a villa in Tuscany. With ancient structures decorating the skyline, this ancient medieval-looking town offers dreamy villas in the surrounding hills for a relaxing stay. Nearby your villa in San Gimignano, you will find the town's narrow streets that are home to cafés, restaurants, taverns, and more to enjoy the best Tuscan food and fine white wine.

Beautiful Tuscan-style villas with swimming pools and vineyard views

The villas for rent in San Gimignano are characterised by a classic Tuscan architectural style with terracotta floors, high ceilings with wooden beams, and stucco walls that retain the fresh air. Outside, the secluded hilltop location offers spectacular views of vineyards and cypress trees that will leave you spellbound. You can find other wonderful holiday lettings in Tuscany, should you wish to explore this region further.

For your holidays you can find from the most welcoming accommodation to luxurious villas in San Gimignano. Each of the options offers different benefits, such as:

• Pet-friendly areas
• Garden
• Pool
• Sauna
• Hot tub

San Gimignano for families

If you're on holiday with the family, as well as renting a family-friendly villa in San Gimignano, you're sure to love a trip on a Vespa. This Italian four-wheeled tour will take you on a day trip through San Gimignano, where you can have lunch and even do some wine and olive oil tasting. Then you can stop by the world-famous Gelateria Dondoli and taste the best gelato in town. You can find a variety of delicious flavours such as the irresistible Crema Santa Fina, Dolceamaro, White Chocolate, and Grand Marnier, Gorgonzola and walnuts, and many more. The Dondoli Gelato Class is also a great experience for children and adults. You will have the opportunity to make your own Fiordilatte gelato and another one made with fruit to eat together at the end. Another destination very close to San Gimignano that is also very family friendly is Sena. The town offers a variety of attractions and activities that are suitable for children of all ages and you can find several family-friendly villas in Siena.

San Gimignano for couples

Situated high above the town, La Rocca di Montestaffoli is a perfect place to spend the day with your partner. Overlooking the romantic scenery of the Tuscan hills, it is an ideal place to sit under an enchanting olive grove and enjoy the strolling musicians who add a unique touch with their beautiful melodies. And in the summer you can even enjoy an open-air cinema with incredible views of San Gimignano. There are also private villas in San Gimignano, perfect for couples. Another ideal activity for couples is to take a Piaggio tuk tuk tour. This is a great way to enjoy the Tuscan scenery while someone drives for you. For more romantic places, you can explore the rest of Florence, a romantic city par excellence. Its architecture, art, history and gastronomy make it a perfect destination for couples. You can also find cosy and romantic apartments in Florence for a weekend getaway.

1. See the scenery from the top of the Torre Grossa
2. Taste the special Tuscan specialities of La Mandragola
3. a spooky tour of the Museo Storico della Tortura
4. Experience the culinary tradition up close
5. Walk through the streets of the historic centre
6. the real white wine of San Gimignano
7. Have dinner with spectacular views at Le Vecchie Mura

1. See the scenery from the top of the Torre Grossa

One of the must-do things to do in San Gimignano is to climb to the top of the Torre Grossa. This 13th-century structure is the tallest of San Gimignano's towers and stands 54 metres high. Climb the 218 steps to the top and admire the scenery of the town with its alleys, rooftops, and squares. Also in the distance, you will see the enchanting vineyards and woods. It is currently the only tower open to the public in the city.

2. Taste the special Tuscan specialities of La Mandragola

Located in the historic centre, among the medieval towers of San Gimignano. La Mandragola restaurant is one of the most acclaimed places to eat in town. Enjoy the beautiful outdoor terrace and taste the typical specialities of the region such as truffle, pure saffron, Tuscan beans, "Siennese Cinta" pork and the best Cinta Senese sausages. Rent a villa in San Gimignano will immerse yourself in a unique gastronomic experience.

3. Take a spooky tour of the Museo Storico della Tortura

The collection of artefacts in the Museo Storico della Tortura will leave you in awe! Here you can see wax figures demonstrating the effectiveness of medieval torture devices used by the Inquisition. Discover the worst side of human nature, see exhibits with pictures, words and be amazed by 100 instruments of pain that show how the imagination knows no bounds. You will see instruments such as the Guillotine, the Colt, the Chastity Belt and the Iron Maiden. It is not only in San Gimignano that you will find museums, Tuscany in general is a region rich in history and culture, and has a wealth of museums. If you want to see them all, you might want to rent a cottage in Tuscany.

4. Experience the culinary tradition up close

In addition to tasting the deliciousness, we recommend you take a traditional Tuscan cooking class! Learn the techniques and recipes to take home and sip a glass of wine while taking a class with a professional chef. A couple of minutes' drive from San Gimignano is the Montese Cooking Experience. Experience a fantastic culinary experience overlooking San Gimignano, get up close to Tuscan culinary tradition and learn how to prepare different types of artisan pasta, ravioli, ribollita, sauces, minestrone, zuppa alle cipolle (onion soup), among other recipes.

5. Walk through the streets of the historic centre

Head into the historic centre of San Gimignano, a UNESCO World Heritage Site. A stroll through these streets in any direction will allow you to find a wide variety of shops, cafés, gelaterias, wine shops and excellent restaurants. Venture down the side streets, discover new places as you walk, and take in the incredible medieval architecture of the city. Once you reach the Piazza della Cisterna, a triangular-shaped square, step back in time and imagine what life was like in this square that used to host events and tournaments.

6. Try the real white wine of San Gimignano

During your holiday you should not miss a visit to the Vernaccia winery and taste the authentic wine of the area, the Vernaccia di San Gimignano. This is considered one of the best Italian white wines and is exclusive of San Gimignano, so you shouldn't miss a sip of this beautiful golden-coloured drink. Head to the Vernaccia di San Gimignano Wine Experience Centre, sip a glass of Vernaccia di San Gimignano and relax while watching the beautiful Tuscan scenery.

7. Have dinner with spectacular views at Le Vecchie Mura

Le Vecchie Mura restaurant offers a cosy dining experience with outdoor tables and stunning views of the countryside. The restaurant allows you to experience the rural Italian lifestyle where you can enjoy typical Tuscan dishes (wild boar in Vernaccia wine, white beans, Florentine steak, Tuscan ribollita, antipasto misto) and exquisite wine. Book a villa in San Gimignano, take a seat on the panoramic terrace and taste the tradition of home cooking handed down through the years.