Villas in San Gimignano

Villas in San Gimignano

60 properties for Villas. Compare and book at the best price!

Popular Villas in San Gimignano

Villa for 4 people, with balcony and hot tub as well as garden in San Gimignano
Villa for 4 people, with balcony and hot tub as well as garden
2 bedrooms
9.6
(10 reviews)
from £149 / nightFREE cancellation
Villa for 5 people, with pool and garden in San Gimignano
Villa for 5 people, with pool and garden
2 bedrooms
8.7
(3 reviews)
from £144 / night
Villa for 7 people, with garden in San Gimignano
Villa for 7 people, with garden
3 bedrooms
9.3
(3 reviews)
from £212 / night
Villa for 4 people, with garden and terrace in San Gimignano
Villa for 4 people, with garden and terrace
2 bedrooms
from £300 / night
Villa for 7 people, with pool and balcony in San Gimignano
Villa for 7 people, with pool and balcony
3 bedrooms
10.0
(50 reviews)
from £249 / night
Villa for 6 people, with view and garden in San Gimignano
Villa for 6 people, with view and garden
2 bedrooms
5.5
(2 reviews)
from £606 / night
Villa for 7 people, with garden in San Gimignano
Villa for 7 people, with garden
4 bedrooms
from £410 / night
Villa for 7 people, with garden and hot tub in San Gimignano
Villa for 7 people, with garden and hot tub
3 bedrooms
9.0
(18 reviews)
from £176 / nightFREE cancellation
Villa for 8 people, with pool and sauna as well as garden in San Gimignano
Villa for 8 people, with pool and sauna as well as garden
3 bedrooms
10.0
(3 reviews)
from £557 / night
Villa for 6 people, with pool in San Gimignano
Villa for 6 people, with pool
3 bedrooms
from £260 / night
Villa for 4 people, with terrace and garden as well as pool in San Gimignano
Villa for 4 people, with terrace and garden as well as pool
2 bedrooms
9.0
from £399 / nightFREE cancellation
Villa for 8 people, with terrace and garden as well as pool, with pets in San Gimignano
Villa for 8 people, with terrace and garden as well as pool, with pets
4 bedrooms
8.2
(4 reviews)
from £333 / night
Villa for 10 people, with garden and terrace in San Gimignano
Villa for 10 people, with garden and terrace
5 bedrooms
from £762 / night
Villa for 2 people, with garden and pool in San Gimignano
Villa for 2 people, with garden and pool
1 bedroom
9.2
(5 reviews)
from £115 / night
Villa for 2 people, with garden and pool in San Gimignano
Villa for 2 people, with garden and pool
1 bedroom
from £122 / night
Villa for 2 people, with garden and pool in San Gimignano
Villa for 2 people, with garden and pool
1 bedroom
from £123 / night
Villa for 2 people, with pool and garden in San Gimignano
Villa for 2 people, with pool and garden
1 bedroom
from £115 / night
Villa for 8 people, with garden in San Gimignano
Villa for 8 people, with garden
3 bedrooms
9.8
(52 reviews)
from £299 / night
Villa for 8 people, with view and garden as well as pool, with pets in San Gimignano
Villa for 8 people, with view and garden as well as pool, with pets
3 bedrooms
8.6
(15 reviews)
from £181 / night
Villa for 8 people, with garden in San Gimignano
Villa for 8 people, with garden
4 bedrooms
from £641 / night
Villa for 10 people, with pool and garden as well as terrace in San Gimignano
Villa for 10 people, with pool and garden as well as terrace
5 bedrooms
from £332 / nightFREE cancellation
Villa for 8 people, with garden and pool in San Gimignano
Villa for 8 people, with garden and pool
4 bedrooms
8.5
(12 reviews)
from £301 / night
Villa for 4 people, with pool and garden in San Gimignano
Villa for 4 people, with pool and garden
2 bedrooms
10.0
from £216 / night
Villa for 4 people, with pool and garden in San Gimignano
Villa for 4 people, with pool and garden
2 bedrooms
9.4
(7 reviews)
from £201 / night

Find Villas in San Gimignano

Highlights in San Gimignano

  • Delicious Tuscan cuisine
  • Interesting museums
  • Impressive medieval architecture
  • Fun motorbike tours

Best Villas in San Gimignano

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 9 People in San Gimignano, Chianti
Villa for 9 People in San Gimignano, Chianti, Photo 1
Villa for 9 People in San Gimignano, Chianti, Photo 2
Villa for 9 People in San Gimignano, Chianti, Photo 3
Villa for 9 People in San Gimignano, Chianti, Photo 4
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San Gimignano, Chianti
Villa • 150 m² • 4 Bedrooms
9.8
(24 reviews)
The Villa is the perfect example of a Tuscan country villa, it is surrounded by mature gardens and has a large private swimming pool with a fantastic panorama of the surrounding countryside. Incredibly although the villa is immersed in all this peace and tranquillity, medieval San Gimignano, which is a joy to explore, is only 10 minutes walk away.The original house dates back to 1600's and has recently been immaculately restored to its original splendour. Now divided into two parts, both have been delightfully furnished to a very high standard including many antique pieces and family heirlo...
from £341 / night
Villa for 8 People in San Gimignano, Chianti
Villa for 8 People in San Gimignano, Chianti, Photo 1
Villa for 8 People in San Gimignano, Chianti, Photo 2
Villa for 8 People in San Gimignano, Chianti, Photo 3
Villa for 8 People in San Gimignano, Chianti, Photo 4
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San Gimignano, Chianti
Villa • 200 m² • 4 Bedrooms
The property, all furnished with attention to detail, can accommodate up to 10 people, in 3 double bedrooms and 1 twin bedroom with 2 single beds (all with air conditioning), 1 sofa bed (located on a comfortable and spacious mezzanine, for further 2 guests), 3 bathrooms (2 with shower and 1 with bathtub). There is also a well-equipped kitchen (fridge, freezer, dishwasher, oven, microwave, hob with 6 burners, toaster, kettle, espresso coffee machine, American coffee machine) and a spacious and comfortable living room (equipped with leather sofas, satellite TV, DVD player, hi-fi system, Bluet...
from £536 / night
Villa for 8 People in San Gimignano, Chianti
Villa for 8 People in San Gimignano, Chianti, Photo 1
Villa for 8 People in San Gimignano, Chianti, Photo 2
Villa for 8 People in San Gimignano, Chianti, Photo 3
Villa for 8 People in San Gimignano, Chianti, Photo 4
more...
San Gimignano, Chianti
Villa • 200 m² • 3 Bedrooms
10.0
(3 reviews)
Ground FloorIncluding: kitchen + living room, 2 bedrooms + ensuite bathroom, bathroom, spa.Kitchen + living room: well equipped kitchen, dining table, dishwasher, fridge, freezer, microwave, stove top, oven, toaster, italian coffee machine, sofa, fireplace, WIFI internet, air conditioning, television, exit to the garden.Bedroom + Ensuite Bathroom 1: double bed, WIFI internet, air conditioning, basin, toilet, bidet, shower.Bedroom + Ensuite Bathroom 2: double bed, WIFI internet, air conditioning, basin, toilet, bidet, shower.Bathroom: basin, toilet, bidet, shower, WIFI internet.SPA: sauna.Fl...
from £511 / night

Other holiday ideas and property types in San Gimignano that might be interesting

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

Now that I booked a villa in Gimignano, what should I do?

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.

San Gimignano is also known as "medieval Manhattan" due to its number of towers.

Prepare your itinerary in San Gimignano

Top 7 travel tips in San Gimignano

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.

Information about villas in San Gimignano

🏡 Villas available: 56 properties.
💳 Discount available: up to -41%.
🌙 Minimum price per night: from £27.
⭐ Most popular amenities: Wi-Fi, garden and barbecue.
🐾 Pet-friendly: 13 properties.
📶 For workation: 100% of the properties.
👩‍👩‍👧‍👦 For families: 12% of the properties.
🏊 With pool: 32 properties.

FAQs: Villas in San Gimignano

Which services can you typically find at the villas in San Gimignano?

Out of all of the facilities offered by Holidu, it seems that the villas in San Gimignano have everything that holiday-makers wish for! Here, villas generally have a variety of facilities, the most popular being: Wi-Fi (95%), garden (92%), and barbecue (79%)... Not bad, right?

What are the reviews like for the villas in San Gimignano?

The villas here often get a lot of positive reviews. 43% of the villas in San Gimignano have an average rating of 4.5 stars!

Are the villas in San Gimignano suitable for travellers and their pets?

Yes! In San Gimignano, 41% of the villas accept them, and 92% also have a garden!

Do the villas in San Gimignano mostly have Wi-Fi?

Yes! According to Holidu's data, 95% of villas in San Gimignano include Wi-Fi. So no need to panic, you will be able to access your emails and favourite social media sites at any time!

What are the prices like for villas in San Gimignano?

A high percentage of villas in San Gimignano (75%) cost less than £100 a night. Therefore, this destination is perfect for reserving an affordable villa!

Do the villas in San Gimignano typically come equipped with a fireplace or a swimming pool?

Good news! According to Holidu's data, 59% of villas in San Gimignano have a swimming pool. This is a dream destination for sunbathing and relaxing by the swimming pool! 79% even have a barbecue!

Are the villas in San Gimignano suitable for stays with several people or better for a holiday as a small group?

In San Gimignano, based on last year's information, 70% of villas accept up to eight people, and 70% of these villas have at least four bedrooms. But 100% of villas also accept up to four guests, and 100% of the villas are made up of at least two separate bedrooms. This is, therefore, the ideal destination for large and small families!

Are the villas in San Gimignano luxurious?

Yes! 59% have a pool, 92% have a garden, and 7% even have a sauna. In San Gimignano, there are all of the comforts that you need to enjoy a relaxing holiday. What more could you want? Air-conditioning? 59% of the villas have part of the accommodation equipped with this feature. You'll have no trouble finding your next holiday paradise.

Do the villas in San Gimignano have a beautiful view?

64% of villas have a balcony or terrace, and 10% have a view. However, it is not very common, so availability can be limited. If this is important to you, you should start your holiday planning early. Also, don't forget to use the filters to be sure to find the villa that is perfect for you. However, 92% of villas in San Gimignano have gardens, where you can enjoy the outdoors. If you like to have lunch or dinner outside, and especially if you like barbecues, 79% of the villas have them.

If you want to travel to San Gimignano, what time of year is the best time to do it?

If we look at the characteristics of the villas in San Gimignano, it is easy to say that this is an ideal summer destination. This is because according to Holidu's internal data, 59% of the properties here have a swimming pool, 92% have a garden and 59% have air conditioning. Don't wait any longer to book your accommodation in San Gimignano to enjoy an unforgettable holiday.

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