Holiday rentals and lettings in San Gimignano

Holiday rentals and lettings in San Gimignano

Start comparing over 492 rentals in San Gimignano and book at the best price!

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Highlights in San Gimignano

  • Towers
  • Medieval village
  • Cathedral
  • Vernaccia
  • Saffron
  • Culture and relaxation
  • Romantic destination

Best Holiday Rentals & Lettings in San Gimignano

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Letting for 4 People in San Gimignano, Chianti
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 1
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 2
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 3
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 4
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San Gimignano, Chianti
Holiday Letting • 75 m² • 2 Bedrooms
Located in San Gimignano, this Tuscan farmhouse features 2 bedrooms for 4 people. Suitable for 2 couples, guests can take a dip in the swimming pool and access free WiFi at this child-friendly property.The town centre is located 3 km away, where you can enjoy a scrumptious meal at one of the restaurants or explore the small shops.Guests can enjoy a hot barbecue in the shared garden of this beautiful farmhouse. Heating and air conditioning facility is also featured here. This child-friendly property also features a children’s bed. The kitchen is well-equipped with a microwave and all ameniti...
from £128 / night
Holiday Rental for 6 People in San Gimignano, Chianti
Holiday Rental for 6 People in San Gimignano, Chianti, Photo 1
Holiday Rental for 6 People in San Gimignano, Chianti, Photo 2
Holiday Rental for 6 People in San Gimignano, Chianti, Photo 3
Holiday Rental for 6 People in San Gimignano, Chianti, Photo 4
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San Gimignano, Chianti
Holiday Rental • 170 m² • 3 Bedrooms
8.7
(11 reviews)
6-room apartment 170 m2 on 1st floor. Comfortable and antique furnishings: living room with open-hearth fireplace. Exit to the balcony. Dining room. 1 room with 2 beds. 2 double bedrooms. Small living room. Exit to the terrace. Kitchen (4 hot plates, oven, dishwasher, microwave, freezer, electric coffee machine). Exit to the terrace. Shower, hip bath/bidet/WC, sep. WC. Heating (extra). Terrace 12 m2. Facilities: washing machine, logs (extra). IT052028C27PRNYTXI
from £213 / night
Holiday Letting for 4 People in San Gimignano, Chianti
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 1
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 2
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 3
Holiday Letting for 4 People in San Gimignano, Chianti, Photo 4
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San Gimignano, Chianti
Holiday Letting • 75 m² • 2 Bedrooms
8.6
Located in San Gimignano, this scenic farmhouse is perfect for couples on a romantic getaway. Situated in the countryside, this farmhouse also has a shared swimming pool to enjoy.The stunning Town Hall is at walking distance from the farmhouse, perfect for observing the panoramic views of this picturesque town. The beautiful Piazza Della Cisterna is also 90 m away from the tower. A road-trip can also be planned to the charming towns of Siena (41 km) and Florence (53 km). You can even relish delectable cuisines at the restaurants or shop at the supermarkets (3 km) nearby.This farmhouse is ne...
from £129 / night

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

Prices and availability

Current Holiday letting prices San Gimignano

£184for 28 Dec - 4 Jan
£179 annual average
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Current holiday letting availability San Gimignano

11%for 28 Dec - 4 Jan
56% annual average
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Percentage of available lettings

Holiday rentals in San Gimignano

Between the medieval walls

The holiday rentals in San Gimignano, within the walls, are in historical residences, farms, and even in some medieval towers, where they are spread over several floors. The buildings are old, but the rentals are equipped with every comfort, and often with:

  • Terraces
  • Gardens
  • Modern interiors

Holiday lettings in San Gimignano

Luxury San Gimignano holiday rentals

Outside the walls, even just a few minutes walk from the city gates, restored farmhouses, villas and old barns offer you the opportunity to stay among the vineyards and olive groves of the Tuscan countryside. Get a holiday letting in San Gimignano and alternate visits to the old town with walks in the countryside, dives into the pool and lunches in the shade of the pergolas.

Holidays in San Gimignano

Location and orientation

A jewel of architecture in the Tuscan countryside

A small town in the province of Siena, San Gimignano, is located on top of a high hill overlooking the Valdelsa, in a strategic position chosen by the Etruscans who settled there at least from the third century BC. You can get holiday lettings in Siena, which are forty-five kilometres from San Gimignano. Alternatively, get accommodation in Florence to rent, fifty-five kilometres away, easily reached by car, train or bus. You can only walk around, but there are several convenient parking lots just outside the walls that surround the city, which are interrupted by five entrance doors.

Holiday rentals and lettings in San Gimignano

Manhattan of the Middle Ages

This is the name that has been given to San Gimignano for the towers that draw its unmistakable profile. Originally, there were seventy-two, a symbol of the power and wealth of the families that owned them. Now, there are sixteen (or fourteen, depending on whether or not you include the bell tower of the Collegiate Church and the house tower Pesciolini, different from the others). The five square kilometres of cities have remained almost intact since the Middle Ages and have been declared a UNESCO World Heritage Site since 1990.

Excursions in the surroundings

A holiday letting in San Gimignano can also be a great base for excursions to other beautiful towns in Tuscany. Just thirteen kilometres away is Certaldo, less than thirty Monteriggioni and Volterra, and you only need to travel about fifty to be able to immerse yourself in the thermal waters of Rapolano. Book a holiday rental in Tuscany today!

Travellers and activities

For a holiday of culture and relaxation

San Gimignano, rich in art and history, is the perfect destination for those who want a cultural holiday but also pleasant and relaxing, away from the chaotic rhythms of the city. You can walk through the alleys and squares and visit the churches and museums that house masterpieces by artists such as Pinturicchio or Ghirlandaio. Not to mention the galleries of modern and contemporary art, the workshops of craftsmen, and the beautiful views of the countryside. Get an apartment in Florence, which is less than an hour from San Gimignano, to explore the culture and rich history of the area.

For wine lovers

La Vernaccia di San Gimignano is a white wine (DOCG) as old as the towers. In fact, it was produced and was very well known and in demand already in the Middle Ages. You can buy or taste it almost everywhere in the city, along with other excellent wines, preferably accompanied by cheese, cold cuts and croutons. You can also visit the Museum of Wine and Vernaccia.

For lovers

Walk with an ice cream in the shade of the towers, sunset on the hills, or summer dinner on a terrace between the roofs. During winter evenings, enjoy the intimate atmosphere of a local or in front of the fireplace of your holiday letting in San Gimignano.

Did you know that in San Gimignano many famous films were shot?! The town is practically an open-air film set where the famous game Assassin's Creed was also set.

Are you a wine lover or looking for a romantic getaway?

Here are the top 4 travel tips to San Gimignano

Top 4 travel tips to San Gimignano

1. Walk through the towers and on the walls

Inside the walls, the village develops around two splendid squares: the Cisterna and the Duomo. It is a succession of narrow streets, alleys, unexpected views, and magnificent churches. Towers and tower-houses tower over the other buildings. The new Palazzo del Podestà, which houses the civic museum and the art gallery, leads to the Torre Grossa, the highest tower, which is 54 metres high. After about two hundred steps, you can enjoy the spectacle of the village with the rolling hills all around. Another splendid panorama is that of the Rocca di Montestaffoli, which can be easily reached from Piazza del Duomo by crossing Piazza delle Erbe. The promenade of the walls, on the outer walls, extends for about two kilometres around the city. If you are a history lover, you need a cottage in Tuscany to savour the history of the region.

2. The Cathedral

The Duomo, or Collegiate Church, finished in the middle of 1100, is one of the best examples of Romanesque architecture in Tuscany. The interior, with three naves, is entirely frescoed. Among the frescoes, you can admire San Sebastiano by Benozzo Gozzoli and the Stories of Santa Fina del Ghirlandaio in the Chapel of Santa Fina, the patron saint of the city. Also noteworthy are the altar by Benedetto da Maiano, the two wooden statues by Jacopo della Quercia representing the Annunciation, and the famous thirteenth-century Crucifix in polychrome wood. Get a holiday rental in San Gimignano today!

3. The spice bowl of Santa Fina

The complex of the former Conservatory of Santa Chiara, in addition to the Gallery of Modern and Contemporary Art and the Archaeological Museum, houses the Spezieria di Santa Fina. The room is set up in such a way as to reproduce a medieval pharmacy, partly a laboratory and partly a shop for sale. Precious antique pharmacy vases for medicinal preparations and apothecary's recipes are on display. Book a holiday letting in San Gimignano and spend the day exploring history.

4. Saffron

Another product of the fertile hills of San Gimignano since ancient times is saffron. The beautiful purplish flowers from which the spice is obtained bloom at the end of October. In the past, it was used not only in the kitchen but also as a medicinal plant and as a dye. It has always been extremely precious, so much so that in the Middle Ages, it was exchanged for gold and often used instead of money. Zafferano Purissimo di San Gimignano' is a PDO product.

Information about holiday lettings in San Gimignano

🏡 Holiday lettings available: 347 properties.
💳 Discount available: up to -59%.
🌙 Minimum price per night: from £27.
⭐ Most popular amenities: Wi-Fi, garden and swimming pool.
🐾 Pet-friendly: 151 properties.
🏊 With pool: 214 properties.

FAQs: Holiday Rentals & Lettings in San Gimignano

Which services can you expect to find at the holiday lettings in San Gimignano?

Among the amenities you can find on Holidu, it seems that the holiday lettings in San Gimignano have everything that tourists need! Here, holiday lettings generally have a variety of facilities, the most popular being: Wi-Fi (95%), garden (68%), and air conditioning (59%)... What are you waiting for?

How do travellers usually rate holiday lettings in San Gimignano?

The holiday lettings in San Gimignano have many good reviews from holiday-makers. 46% of the holiday lettings in San Gimignano have excellent reviews and an average rating of 4.5 stars!

Are the holiday lettings in San Gimignano pet-friendly?

Certainly! In San Gimignano, 52% of the holiday lettings offer the possibility for travellers to take their pets with them, and 68% also have a garden!

Do the holiday lettings in San Gimignano often offer Wi-Fi?

Yes! According to Holidu's database, 95% of holiday lettings in San Gimignano offer an internet connection. You will be able to access your emails and favourite social media sites at any time!

What is the average price for holiday lettings in San Gimignano?

A big percentage of holiday lettings in San Gimignano (94%) tend to cost less than £100 a night. Therefore, this destination is perfect for reserving an affordable holiday letting!

Do the holiday lettings in San Gimignano generally have a fireplace or a swimming pool?

For sure! According to the information collected last year, 53% of holiday lettings in San Gimignano have a swimming pool. It is the perfect destination for spending hot summer days by the pool! In addition,48% even have a barbecue!

Are the holiday lettings in San Gimignano suitable for holidays in large groups or rather for a weekend break as a couple?

Judging by last year's information, 75% of holiday lettings are suitable for up to four guests. Approximately 61% of the holiday lettings here have at least two separate bedrooms. San Gimignano is the perfect destination for families of four!

Are the holiday lettings in San Gimignano the best option for a luxurious stay?

By looking at the holiday rental portal Holidu, we say that the holiday lettings in San Gimignano are often a very good option for those who want to enjoy a luxury getaway. Here, 53% of the accommodations have a swimming pool, 68% have a garden and even 2% have a sauna. Also, if what you are looking for is space, 75% of the holiday lettings can accommodate big groups, and 68% have green spaces nearby.

Are you able to enjoy a beautiful view and spend time outside at the holiday lettings in San Gimignano?

59% of holiday lettings have a balcony or terrace, and 45% have a view. However, it is not very common, so availability can be limited. If this is important to you, you should anticipate a bit more time for research. Also, don't forget to use the filters that suit you the best to be sure to find the holiday letting that is perfect for you. However, 68% of holiday lettings 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, 48% of the holiday lettings have them.

Would you like to know which months are the best for planning a trip to San Gimignano?

There is no doubt that San Gimignano is the perfect place to enjoy summer like never before. We can make this claim because according to the data, 53% of the properties here have a swimming pool, 68% have a garden and 59% have air conditioning. What are you waiting for? Reserve a holiday letting in San Gimignano so you can enjoy your holidays.