San Gimignano Villas, Apartments and holiday rentals

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  • Italy
  • Tuscany
  • Province of Siena
  • San Gimignano

Location

  • All locations
  • Casaglia (9)
  • Castel San Gimignano (16)
  • Larniano (35)
  • Montauto (1)
  • Pancole (23)
  • San Donato in Siena (9)
  • Santa Maria, San Gimignano (3)
  • Ulignano (19)

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431 Holiday homes

Travellers going to San Gimignano are booking August dates now. Secure your holiday home today and have the perfect trip.

(13) Excellent 

1 / 24

Charming stone-built 2 bedroom Tuscan villa with private outdoor pool and gardens, kids and pets welcome!

Province of Siena / San Gimignano

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
Charming stone-built house located in a peaceful and panoramic position on the green, rolling hills near San Gimignano.The villa is the result of a recent renovation which has transformed this ancient barn into a beautiful and comfortable detached villa, ideal for spend  …see more

from £67 / night

£467 - £1500 / week

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from £67 / night

(2) Very Good 

1 / 10

Cosy Tuscan villa for friends or family

Province of Siena / San Gimignano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Splendid three bedroom two bathroom villa located right outside of San Gimignano. Absolut privacy and quiet location !! Incredible private pool with a panoramic position over the Tuscan landscape Three double bedrooms - perfect for couples or friends travelling to  …see more

from £134 / night

£917 - £1750 / week

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from £134 / night

1 / 24

Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £81 / night

£567 - £817 / week

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from £81 / night

1 / 10

la Stadera - Castel San Gimignano apartment sleeps 4

San Gimignano / Castel San Gimignano

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 60 km; Great for children of all ages ; Car essential;
The apartment (max 4 people) located on a beautiful hill overlooking San Gimignano, is situated in Castel San Gimignano at 375 m above sea level. The village of 400 inhabitants, offers a restaurant, a grocery store and tranquility. From there you can quickly reach the  …see more

from £38 / night

£250 - £267 / week

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from £38 / night

1 / 13

15656-Holiday house San Gimign - San Gimignano villa sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Two Bedroom Detached House San Gimignano<br><br>Il Vecchio Fienile is a beautiful detached house with private swimming pool, surrounded by its own well kept garden with wonderful views over vineyards and cypress groves towards medieval San Gimignano visible  …see more

from £122 / night

£849 - £1951 / week

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from £122 / night

1 / 26

San Gimignano / Castel San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £43 / night

£286 - £513 / week

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from £43 / night

(4) Excellent 

1 / 24

Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 6

Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style.Gambassi Terme and San Gimignan  …see more

from £71 / night

£497 - £959 / week

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from £71 / night

(3) Very Good 

1 / 33

Via Vecchia apartment - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Just 1800 mt from the historical centre of San Gimignano, along the Francigena road, you will find a place where you can spend beautiful Tuscany holidays. The apartment is located in the countryside of the medieval town, in the centre of Tuscany. The house is surround  …see more

from £45 / night

£325 - £625 / week

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from £45 / night

1 / 12

Agriturismo B&B I Pini - San Gimignano guest house sleeps 2

Province of Siena / San Gimignano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Not suitable for children;
Our romantic Agriturismo I Pini, whose roots date back to the 17th Century, represents an alternative to the typical Hotel accommodation: Here nature meets culture, design tradition and harmony lifestyle. The Guesthouse I Pini awaits you with familiar atmosphere and off  …see more

from £92 / night

£584 - £741 / week

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from £92 / night

(14) Very Good 

1 / 16

Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 55 km; Swimming pool;
Casa Florio' is a 2 bedroom apartment incorporated into an ancient farm comprising 12 beautifully renovated stone buildings . Designed in traditional Tuscan country style with chestnut beamed ceilings and terraccota tiled floors. It is light and spacious with doors lea  …see more

from £71 / night

£500 - £750 / week

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from £71 / night

1 / 99

Province of Siena / San Gimignano

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £101 / night

£631 - £832 / week

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from £101 / night

(4) Excellent 

1 / 21

La Chiesina - Casaglia villa sleeps 6

San Gimignano / Casaglia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
The villa was an ancient historical structure going back to before the year 1200, originally the chapel "Santa Maria Church", near the burg of Casaglia. Over the centuries, the chapel was deconsecrated to become, first a watchtower, and then a place where the  …see more

from £125 / night

£834 - £1917 / week

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from £125 / night

1 / 10

Apartment 405 - Casaglia apartment sleeps 4

San Gimignano / Casaglia

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Consists of a small entrance hall, living room with kitchenette, 2 double rooms with a double bed, bathroom. For 4 people, independent entrance. Heating. First floor.About 20 years ago our family decided to renovate an old farmhouse, pursuing a dream that was quite popu  …see more

from £80 / night

£542 / week

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from £80 / night

(7) Excellent 

1 / 15

Holiday farmhouse apartment rental in Tuscany, property features beautiful garden and private fishing lake

Province of Siena / San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
House with two apartments near San Gimignano in TuscanyHoliday Apartment offers 2 flats inside an old barn that were recently restructured.Both the apartments can accommodate up to 4 people and are composed of a bedroom with bathroom, a small bedroom and a dining room/k  …see more

from £59 / night

£400 - £559 / week

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from £59 / night

1 / 9

Deluxe vacation rental in Tuscany in San Gimignano

San Gimignano / Larniano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
Luxury and charm located on the outskirts of San Gimignano, tennis court and large garden areaDeluxe vacation rental in Tuscany near the wonderful cities of San Gimignano and Siena.Three large and charming bedrooms each with an en suite bathroomFully equipped kitchen in  …see more

from £155 / night

£1084 - £1834 / week

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from £155 / night

(9) Excellent 

1 / 65

VILLA IRIS, LUXURY VILLA IN SAN GIMIGNANO

Province of Siena / San Gimignano

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 71 km; Swimming pool; Great for children of all ages ;
This superb villa, obtained from the careful restoration of an old brick kiln of 1737, is situated in a unique position on a hill opposite the towers of San Gimignano. The villa has been lovingly restored with materials of the highest quality and finished after long and  …see more

from £417 / night

£2917 - £6917 / week

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from £417 / night

1 / 23

San Gimignano / Ulignano

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £100 / night

£584 - £917 / week

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from £100 / night

(6) Excellent 

1 / 27

Bright and Spacious Apartment in the heart of town

Province of Siena / San Gimignano

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Holiday in San Gimignano ... a journey into the heart of Tuscany.Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we understood that it  …see more

from £84 / night

£500 / week

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from £84 / night

1 / 9

15655-Holiday house San Gimign - San Gimignano villa sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Two Bedroom Detached House San Gimignano<br><br>La Doccia is a lovely example of a restored Tuscan barn. It has its own swimming pool, garden terrace, and lovely views of the countryside, yet is only a short walk from the Porta San Matteo gateway into mediev  …see more

from £107 / night

£743 - £1718 / week

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from £107 / night

(1) Excellent 

1 / 10

Province of Siena / San Gimignano

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £55 / night

£0 / week

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from £55 / night

1 / 16

Maccalli - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Beautiful country house situated just a stone's throw away from San Gimignano, an attractive medieval town with a unique collection of towers and winding lanes set in the heart of the Tuscan countryside. This farmhouse enjoys spectacular views over a picturesque rural l  …see more

from £123 / night

£858 - £1255 / week

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from £123 / night

(16) Excellent 

1 / 10

Sunny 1 bedroom apartment on the Podere Magione Holiday Farm in the San Gimignano region of Tuscany

Province of Siena / San Gimignano

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 72 km; Great for children of all ages ; Car essential;
The Podere Magione Holiday Farm is capable of offering various possibilities for your stay in Tuscany, also maintaining an intimate, family atmosphere, considering its modest size.CIPRESSO APARTMENT has one bedroom with twins beds(or the possibility to have a big bed as  …see more

from £42 / night

£250 - £309 / week

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from £42 / night

(1) Excellent 

1 / 100

Magda - San Gimignano villa sleeps 12

Province of Siena / San Gimignano

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
Exterior:Perched on top on a hill, in the heart of Chianti countryside, Villa Magda boasts what must be one of the most enviable views of Tuscany: rolling Chianti hills decked with vines and olives, crowned by the incredible profile of San Gimignano's towers (locat  …see more

from £709 / night

£4500 - £5417 / week

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from £709 / night

1 / 100

I Pini - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Exteriors       This sophisticated historic villa's location lets guests have a fabulous view of the typical Tuscan country landscape. It affords a terrace with commanding views and a swimming pool (5 x 12m) providing the best way for  …see more

from £441 / night

£3084 - £3500 / week

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from £441 / night

(2) Very Good 

1 / 12

Podere Remignoli Apt Luna - San Gimignano farmhouse sleeps 2

Province of Siena / San Gimignano

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
The farm Podere Remignoli is set halfway between Florence and Siena on top of a hill overlooking the unique scenery of San Gimignano, from where you can admire the Chianti hills on the east, the Elsa valley on the north and the Montagnola Senese on the south. The farmho  …see more

from £75 / night

£500 / week

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from £75 / night

1 / 100

San Gimignano 69066 - San Gimignano villa sleeps 5

Province of Siena / San Gimignano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Beautiful independent villa with private (above-ground) pool created from the restoration of an ancient barn dating back to the beginning of the 20th century. This property, nestling deep among green hills, is situated a short distance away from the lovely medieval town  …see more

from £164 / night

£960 - £1600 / week

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from £164 / night

(1) Very Good 

1 / 24

Beautiful detached Tuscan villa in Chianti hills featuring private outdoor pool, terrace and garden

Province of Siena / San Gimignano

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Tameriggio is a beautiful detached villa converted from a lovely, old hay store situated in the Chianti hills half way (35 km) between Florence and Siena.In the well kept garden there is an inviting swimming pool (8 x 5 m) available from May to October for exclusive use  …see more

from £84 / night

£584 - £1625 / week

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from £84 / night

1 / 22

Apartment Corbezzolo - Castel San Gimignano apartment sleeps 5

San Gimignano / Castel San Gimignano

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
IMPORTANT: This holiday house is registered and has the licence number 19814 - San Gimignano. Welcome to San Gimignano in Tuscany."LE FONTANELLE", a completely restored rural hamlet, is located eight km from the medieval town of San Gimignano. San Gimignano was a st  …see more

from £65 / night

£417 - £792 / week

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from £65 / night

(14) Excellent 

1 / 17

Fabio Apartments San Gimignano - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 65 km; Great for children of all ages ; Car advised;
Apartment "Il Duca" (2-6 beds)Bright three-roomed apartment (85 mq). With its twelve windows it offers a beautiful panoramic view of the surrounding Chianti countryside, the nearby gardens, the ancient buildings and the legendary Torre del Diavolo. It is finel  …see more

from £86 / night

£600 / week

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from £86 / night

1 / 13

Agriturismo I Pini San Gimignano - San Gimignano farmhouse sleeps 24

Province of Siena / San Gimignano

11 bedroomsSleeps 24Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Not suitable for children;
Enjoy an unforgettable holiday experience in the heart of Tuscany and discover the beauty of the medieval town San Gimignano. Our guesthouse with panoramic swimming pool is situated on a charming hill in the midst of nature just 1 km away from the UNESCO World Heritage  …see more

from £1002 / night

£0 / week

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from £1002 / night

1 / 10

Province of Siena / San Gimignano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £75 / night

£459 / week

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from £75 / night

(1) Excellent 

1 / 11

Province of Siena / San Gimignano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £71 / night

£496 / week

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from £71 / night

1 / 20

Aquario - San Gimignano apartment sleeps 5

Province of Siena / San Gimignano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Aquario apartment for up to 5 guests. The property is extraordinarily cool and pleasant throughout the summer, thanks to its location on a higher altitude (about 500 AMSL) and the beautiful structure in heavy stones. This magnificent country home offers no compromise in  …see more

from £179 / night

£1250 - £1750 / week

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from £179 / night

1 / 100

Gaia - San Gimignano villa sleeps 14

Province of Siena / San Gimignano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Exterior Located in the heart of Tuscany, Villa Gaia is a wonderful renovated villa that sleeps 14. At only 35 kilometers from Florence, the property is strategically located within easy reach of Tuscany main cities, such as Lucca, Pisa and Siena.  Villa  …see more

from £306 / night

£2142 - £2600 / week

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from £306 / night

1 / 100

San Gimignano - 4 pax sup - San Gimignano apartment sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
4 pax superiorScalina and Piccionaia, these two country apartments of 75 and 80 sq-m respectively, offer comfortable accommodation in Tuscany for 4 people.They afford a spacious living/dining room or a separate room for each, a fully fitted kitchenette, a double bedroom  …see more

from £134 / night

£871 - £1225 / week

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from £134 / night

(4) Excellent 

1 / 19

Province of Siena / San Gimignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £59 / night

£353 - £471 / week

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from £59 / night

1 / 22

Province of Siena / San Gimignano

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
 …see more

from £181 / night

£1267 - £2034 / week

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from £181 / night

(1) Very Good 

1 / 39

Province of Siena / San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
 …see more

from £100 / night

£584 - £730 / week

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from £100 / night

(1) Excellent 

1 / 11

Podere Remignoli Apt Selva - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
The farm Podere Remignoli is set halfway between Florence and Siena on top of a hill overlooking the unique scenery of San Gimignano, from where you can admire the Chianti hills on the east, the Elsa valley on the north and the Montagnola Senese on the south. The farmho  …see more

from £84 / night

£584 - £750 / week

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from £84 / night

1 / 14

Apt. Sole - San Gimignano farmhouse sleeps 4

Province of Siena / San Gimignano

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Originally the stable of the farm it has been restored according to the most modern standards and comfortably furnished. Ideal for 4 people. The entrance is through the spacious kitchen, equipped with a fireplace. There are 2 bedrooms and a modern bathroom. The kitchen  …see more

from £71 / night

£438 / week

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from £71 / night

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