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34 Holiday homes in San Casciano Val di Pesa

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23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £190 /night

£1327 - £2322 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people). The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

21 Photos

Guest house | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £66 /night

£460 - £552 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Un posto mágico, inmerso nella campagna.Pace assoluta. Relax. Prodotti naturali del nostro campo. Corsi di cucina e cene ad hoc per i nostri ospiti. Un posto di charm. Accoglienza curata e familiare. Tranquillity only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £194 /night

£1358 - £2716 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

Featured properties

20 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £276 /night

£1928 - £2979 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning villa in the Chianti, walking distance from San Casciano village  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £398 /night

£2781 - £4339 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 20

7 Nights min stay

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from £886 /night

£6199 - £8720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa.  …see more

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £163 /night

£1139 - £2541 / week

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Key info:

  • Nearest beach 90 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Charming villa in the Chianti Florentine Hills  …see more

24 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £113 /night

£789 - £1402 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
16th century villa, heathed pool outside, restaurant, buffet breakfast, amazing view over the Tuscan Hills. Close to Florence and all the major touristic places of the region. The apartment that we are selling through Holiday Lettings is a detached house, our dependance.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Min stay varies

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from £430 /night

£3009 - £4934 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
In the Chianti Gallo Classico, very close to Florence. Large living area. Air conditioning in the first floor bedrooms.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £83 /night

£575 - £1116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment 80 m2. On unique estate 10 ha.Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. livingroom, complete kitchen, 1 bedroom and 1 large marble bathroom. terrace Tuscan colors,terracotta floors,beam ceilings.Nice for children.Fine views. Situated on one of the finest estates in Chianti. Classical gardens.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £113 /night

£786 - £1484 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious apartment. 142 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico, 30 minutes Florence. Airconditioned. Nice livingroom, very complete kitchen. 3 bedrooms, 3 marble bathrooms. Tuscan colors,terracotta floors,beam ceilings. Nice for children. Fine views Situated on one of the finest estates in Chianti,Classical gardens. Visit :www.villalicia.com for all photos  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £234 /night

£1633 - £2889 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious villa for 10, private garden with travertin pool, 5 bedrooms and 4 marble bathrooms, 2 loggias. rose garden,fountains. 30 minutes from Florence. Airco, Tuscan colors, terracotta floors, beamed ceilings. One of the finest estates in Tuscany with classic gardens  …see more

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

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from £939 /night

£6571 - £7710 / 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
Tuscany Castle/Villa Chianti San Casciano Florence Italy The love for the past together with modern comfort make your stay unforgettable..  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£703 - £1401 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Lucurious apartment. 120 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. Large livingroom. Complete kitchen 2 bedrooms, and 2 marble bathrooms. Tuscan colors,terracotta floors, beam ceilings. Nice for children.Fine views. Situated on one of the finest estates in Chianti,classical gardens.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £177 /night

£1236 - £2145 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious smaller Villa. On a unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms, 2 marble bathrooms Tuscan colors, terracotta floors,beam ceilings. Nice for children. Great views Situated on one of the finest estates in Chianti. Classical gardens.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £118 /night

£823 - £1567 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment.168 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico, 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms , 2 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings.Nice for children, Fine views Situated on one of the finest estates in Chianti, classical gardens.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £94 /night

£658 - £1319 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment. 100m2. On unique estate 10 ha. Swimmingpool. Chianti classico. 30 minutes Florence Airconditioned. Large livingroom. Complete kitchen, 2 bedrooms and 2 marble bathrooms. Tuscan colors,t erracotta floors, beam ceilings. Nice for children. Fine views. Situated on one of the finest estates in Chianti. Classical gardens.  …see more

19 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £106 /night

£740 - £1447 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious apartment. 161 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. fine livingroom, very complete kitchen. 3 bedrooms, 3 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings. Nice for children. Fine views  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£703 - £1319 / 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
Luxurious apartment. 114 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. fine livingroom, very complete kitchen. 2 bedrooms, 2 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings. Nice for children. Fine views  …see more

6 Photos

Barn | 2 Bedrooms | sleeps 5

Min stay varies

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Trattasi di un fienile immerso nelle colline del Chianti, completamente ristrutturato, su 2 livelli, 80 mq, con pergolato esterno . Al pian terreno: sala, cucina, bagno con doccia. Al piano superiore 2 camere doppie con la possibilità di aggiungere un lettino  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £225 /night

£1571 - £1901 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £227 /night

£1585 - £2354 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The historic Casa Erta, acquired from the Machiavelli family, together with the other farm houses on the property, have been restored with great care to their original form.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £227 /night

£1585 - £2354 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 13

5 Nights min stay

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from £1771 /night

£12397 - £17562 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
There are many beautiful villas in Tuscany andandnbsp;Villa Carlosandnbsp;is certainly one of them.andnbsp;Overlooking one of the most uncontaminated views, Villa Carlos is perched on a hill 300 mts above sea level, surrounded by vineyards, olive groves, dense forest  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £186 /night

£1300 - £2329 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa set in the typical context of Chianti, surrounded by vineyards, olive-groves and small woods. The villa rises in a dominant position upon a little lake. The property, now completely restored, dates back to the beginning of the XIX century...  …see more

8 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £331 /night

£2312 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
this splendid stone farmhouse is situated in a beautiful, peaceful valley, surrounded by fields and vineyards, just a short distance away from mercatale val di pesa, in the heart of the chianti classico district. The house is located on a farm that produces excellent wines and olive oil which can be sampled in the winery. The indoor areas have been tastefully furnished. It has a comfortable, modern, well-equipped kitchen. Outdoors there are large terraces and a beautiful loggia furnished with tables and chairs for enjoying wonderful “al fresco” meals. Across the lawn, separated by a hedge, is a 6 x 12 meter swimming pool. the position of this property makes it possible to easily organize trips around the chianti classico area, from the splendid towers of san gimignano, to the beautiful medieval town of monteriggioni or the art cities of florence and siena, all of which are no more than thirty minutes away by car. However, this property stands out in particular for its peace and tranquility, offering guests the chance to enjoy a truly unique and completely relaxing vacation. internet connection in the winery which is around 300 meters away from the house. the maximum occupancy of the house is 7 people including children.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £165 /night

£1153 - £2622 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 12 persons, with swimming pool , in Chianti  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £450 /night

£3144 - £5035 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa La Colombaia. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country house, solid and restrained, and goes back the 1400s and was once part of the Medici family estates. From where it stands it dominates a little valley, hushed and unspoilt, and at the bottom runs a river. It has been renovated with great care and ability by the current owners and has been made into a very comfortable and spacious home, where each and every element of the furnishings has been carefully selected, revealing their enthusiasm and good taste. Around the house, in the grounds of 3 hectacres, completely enclosed, is a large, panoramic garden with a large swimming-pool (7 x 17m), offering guests peace and quiet in particularly beautiful countryside. The villa is reached along an untarred road of about 900 metres. Internet wi-fi system.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £815 /night

£5703 - £8843 / 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
Surrounded by vineyards and olive groves, Casale Classico is perfect for five couples or an extended family, and the location couldn't be better.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £53 /night

£368 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
“Bed and Kitchen Borgo 8” è un appartamento nel centro storico di San Casciano in Val di Pesa, recentemente restaurato, dotato di riscaldamento autonomo e di posto auto coperto privato nel vicino parcheggio pubblico. Nel cuore del Chianti, al centro della Toscana. E' composto da una camera matrimoniale, una camera singola, ampio bagno con doccia, una cucina e un living.  …see more

10 Photos

B&B | 1 Bedroom | sleeps 5

1 night min stay

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from £62 /night

£430 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Relax, tranquillità, buona cucina e buon vino !!!  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £63 /night

£439 - £526 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Perfetta location per amanti della vacanza rilassante , la vicinanza ai maggiori punti di interesse turistici toscani ne fa anche il punto di partenza ideale per visite a musei, città, mostre, anche approfondimenti dal punto di vista enogastronomico. A vostra disposizione biancheria da bagno, da camera e cucinai piccola biblioteca, giocattoli per bambini.  …see more

19 Photos

House | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £72 /night

£500 - £767 / week

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Key info:

  • Nearest beach 65 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
La proprietà è recintata con parcheggio interno per due/tre auto, il giardino molto ampio è adatto per ospitare anche animali domestici, la casa è di 200 mq con zona giorno molto ampia e comode camere con due bagni. Ci sono due zone esterne pavimentate ed arredate.  …see more

24 Photos

Townhouse | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £94 /night

£658 - £745 / week

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Key info:

  • Nearest beach 90 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
L'. appartamento spazioso, luminoso, arredato con gusto, completamente ristrutturato ma nel rispetto della tradizione toscana,è adatto ad ospitare famiglie, coppie o gruppi di amici che potranno trascorrere una vacanza indimenticabile a pochi chilometri da Firenze. A vostra disposizione biancheria da bagno, da camera e da cucina con cambio settimanale.  …see more