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93 Holiday homes in San Gimignano

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93 Results  |  
24 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

5 Nights min stay

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from £44 /night

£307 - £368 / week

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Key info:

  • Nearest beach 75 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
HOME / COTTAGE INDEPENDENT OF NEW CONSTRUCTION IN THE OPEN COUNTRYSIDE panoramic view on San Gimignano Pets: maximum 2 (small)  …see more

16 Photos

Farmhouse | 1 Bedroom | sleeps 4

Short stays welcome

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from £64 /night

£446 - £536 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic one bedroom apartment in a converted traditional Tuscan farmhouse between San Gimignano and Volterra. Beautifully renovated farm building, Terraces with fantastic views, pool, ideal for rest and relaxation! Easy access Siena , Pisa and Florence.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £80 /night

£554 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Staying in the Old Town is the best you could want from a holiday, everything is at hand, quaint shops for shopping, restaurants, taverns, museums and art galleries. Remember that the center is a pedestrian zone, calm and quiet  …see more

Featured properties

19 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £99 /night

£687 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Gelsomino is one of 4 apartments in our family Villa. It is very centrally situated so that guests can discover the major treasures of Tuscany in half or whole day trips. Over the last 30 years our family has offered a personal, caring hospitality and guests have often returned  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £106 /night

£736 - £1227 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Girasole is one of 4 apartments in our family Villa. It is very centrally situated so that guests can discover the major treasures of Tuscany in half or whole day trips. Over the last 30 years our family has offered a personal, caring hospitality and guests have often returned  …see more

22 Photos

Tower | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £162 /night

£1131 - £2243 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • May take pets – please enquire
  • Private garden
Stunning medieval tower near San Gimignano for holiday rentals  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£405 - £868 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 6 people (4+2) with swimming pool, four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas. Situated near San Gimignano with breathtaking views all the way to Volterra. Air-cond in every room, very well equipped kitchen, garden + terrace, Internetcafé + Wifi in Montaione 10  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 4

Short stays welcome

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from £58 /night

£400 - £650 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse with 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence, Siena and Pisa one hour from the house.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £69 /night

£482 - £701 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Self-catering apartment, very comfortable, three bedrooms, a large living with two comfortable armchairs, and an open well furnished kitchen. Located in a wonderful Tuscan countryside, surrounded by a very large garden and a new pool. Ideal for families.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £473 /night

£3306 - £4877 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure.  …see more

19 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £473 /night

£3306 - £4959 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £272 /night

£1901 - £3058 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The villa is located in a natural reserve and offers walking paths and mountain bike trails, horse riding , historical churches and villas, refreshing dips in the rivers and small lakes.  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 16

Min stay varies throughout the year

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from £473 /night

£3306 - £4918 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This beautiful farmhouse complex has recently been carefully restored with great attention to detail, so as to combine authentic architectural features and an original rustic style with all modern comforts.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £179 /night

£1247 - £1986 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The old style restoerd flats can offer a perfect feeling of Tuscany. The large garen with view will grant you of unforgettable sunsets over the hills. A large garden with 6x12 mt swimming pool and a very nice barbeque area are at the guest's disposal. In summertime is absolutely nice to go by bike/walking/jogging, it's very easy to find people doing the same  …see more

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

2 Nights min stay

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from £472 /night

£3300 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£405 - £868 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-30 Sep), four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra Air-cond in every room, very well equipped kitchen, garden + terrace. Internetcafé + Wifi in Montaione 10 km  …see more

7 Photos

Cottage | 1 Bedroom | sleeps 3

4 Nights min stay

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from £76 /night

£526 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Relax silence  …see more

19 Photos

Apartment | 10 Bedrooms | sleeps 22

Min stay varies throughout the year

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from £564 /night

£3943 - £6571 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The whole property Sassi Bianchi is ideal for large groups, because there are four farmhouses, each family live in its farmhouse and you can be together for dinner or to another at Lilium farmhouse Also swimming pool, tennis court, booling green is only for you  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxingr The pool and the garden are not shared  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £701 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
During the week that you will be in the centre of St. Gimignano at the apt Antica Posta, you can live the magic atmosphere of the medioevo, among the plazas full of music and the calm evenings in an atmosphere out of the time  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, privancy  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £151 /night

£1052 - £2015 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, nice countryside, good food.Relax  …see more

15 Photos

Farmhouse | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £151 /night

£1052 - £1928 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence privancy  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £63 /night

£439 - £701 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxing. Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £964 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £188 /night

£1315 - £1928 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Offers a unique view of the surrounding valley typical of the Sienese hills (olives and grapes) and is located a short distance (3 km) from the town of San Gimignano famous for its medieval towers.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £80 /night

£560 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Florio is situated in Podere Torrichi of 16th Century farm buildings. Communal garden and large pool. Own private garden with terrace and gazebo, ideal for al fresco dining.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £56 /night

£390 - £631 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Podere la Marronaia is an ideal place for those who wish to spend a holiday in true relax without renouncing the commodity of being near the historical centre of San Gimignano. The town center is easily reachable,as the most important art towns, beachs etc. The family lives in an independent flat at the first floor and is always available for a help.  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £56 /night

£390 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Podere la Marronaia is an ideal place for those who wish to spend a holiday in true relax without renouncing the commodity of being near the historical centre of San Gimignano. The town center is easily reachable,as the most important art towns, beachs etc. The family lives in an independent flat at the first floor and is always available for a help.  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 22

3 Nights min stay

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from £215 /night

£1500 - £3050 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Perfect location self - catering accommodation for a group holiday in the historical and cultural heart of Tuscany. Conveniently situated in a small village with restaurants, mini market and cafe/bar all at our door step. Beautiful setting for a memorable occasion.  …see more

16 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £83 /night

£575 - £900 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £201 /night

£1402 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama. It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £74 /night

£517 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Lovely Two-roomed apartment (55 mq), 2-4 beds, inside San Gimignano. In a central position, but also surrounded by a rare and precious silence, our apartments offer the unique feeling of an ancient building with all the comfort of modern amenities. Car parking is not a problem. Special access permit to reach our apartments or private garage available  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £82 /night

£570 - £964 / week

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Key info:

  • Nearest beach 70 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
An old Tuscan farmhouse nestled in a typical hilly tuscan landscape away from chaos and city traffic, but easy reachable. Swimming-pool, nice private gardens, solarium-terrace, fitness-room, barbecue-area, free wi-fi unlimited connection. The property is located very close to the characteristic medieval towns of San Gimignano and Volterra.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £54 /night

£375 - £750 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering Farmhouse and 4 luxury apartments in rural Tuscany with swimming pool spectacular views ,nearby golf, walking, trekking, fishing, biking. San Gimignano, and Certaldo, 20 minutes drive, Florence one hour .  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £83 /night

£575 - £880 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored 16th century Granary building; stunning views of the Tuscan hills. Perfect for a romantic holiday; explore the best Tuscany has to offer or a family getaway. Gorgeous pool area and large private garden. Easy access to Florence, Pisa and Siena. The house has been tastefully renovated and is equipped to a very high standard throughout.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £83 /night

£575 - £850 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautifully renovated apartment , perfectly situated between San Gimignano and Volterra. Terrace, pool , fantastic views perfect for R and R yet easy access to Pisa, Siena, Florence and Chianti region.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £112 /night

£784 - £1025 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
  • Private garden
Sleeps 6. 3 bedroom apartment with two private covered terraces and shared pool. Central heating. Peaceful location with panoramic views of the countryside and the city of Pisa. 20 minutes drive to San Gimignano. 50km to beach and coves. 20 minutes drive to golf course.  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £63 /night

£439 - £781 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Self-catering child-friendly Tuscan farm building. On 10 hectares of wooded hillside, outside midieval fortress town of San Gimignano. Large shared pool, and private shaded terrace for al fresco dining. Perfect base for exploring San Gimignano, Siena and Florence. Family-friendly two-bed, two-bath restored Tuscan farm with shared pool sleeps 5 just outside San Gimignano  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £83 /night

£579 - £1612 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Self-catering Tuscany cottage with stunning views over the Chianti hills, half way (35 km) between Florence and Siena.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 14

Very Good 4.5/5 

Short stays welcome

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from £191 /night

£1335 - £2856 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Stunning Tuscany villa near San Gimignano. Private pool, covered terrace with outdoor dining facilities & barbecue for al fresco dining. Six bedrooms all with en suite bathroom.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 17

Very Good 4.5/5 

7 Nights min stay

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from £166 /night

£1158 - £2720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering Tuscany villa just 4 kms from San Gimignano. Private pool and garden for al fresco dining. Perfect centre for taking day trips to the cities and towns of Tuscany.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies throughout the year

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from £96 /night

£667 - £1026 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Elegant apartment in Villa near San Gimignano, pool, Chianti, wellness area, barbeque, garden, near restaurant, quiet location, Volterra, San Gimignano, Volterra,  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £60 /night

£414 - £926 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautifully converted apartments in Tuscan farm buildings, perfectly situated between San Gimignano and Volterra. Fantastic views , pool,terraces, peaceful yet easy access to Siena, Florence and Pisa..  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £86 /night

£596 / week

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Key info:

  • Nearest beach 65 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
In a central position, but also surrounded by a rare and precious silence, our apartment offer the unique feeling of an ancient building with all the comfort of modern amenities. Apartment with private garage in the heart of San Gimignano, Siena, Tuscany.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £160 /night

£1116 - £2067 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering Tuscan villa with private pool ideal for 8-9 persons. Each room with ensuite bathroom Very close to the town  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £189 /night

£1323 - £2439 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Self-catering Tuscan villa with private pool ideal for 8-12 persons. Each room with ensuite bathroom Private infinity swimming pool The skilful renovation of the premises has fully preserved the typical rustic Tuscan style.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

7 Nights min stay

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from £95 /night

£662 - £827 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Romantic cottage with stunning views over San Gimignano. Ideal for couples and families.  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1417 /night

£9918 - £11571 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

7 Photos

Villa | 1 Bedroom | sleeps 3

7 Nights min stay

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from £67 /night

£468 - £957 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 3 persons, with swimming pool , in San Gimignano  …see more