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47 Holiday homes in San Casciano Val di Pesa

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47 Results  |  
20 Photos

B&B | 1 Bedroom | sleeps 2

Very Good 4.5/5 

2 Nights min stay

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from £65 /night

£449 - £539 / week

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Key info:

  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • Private garden
Book the NERI room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £185 /night

£1295 - £2437 / week

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Key info:

  • Swimming pool
  • Great 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

15 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £65 /night

£449 - £539 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Book the MARTINA room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests.  …see more

Featured properties

25 Photos

Villa | 11 Bedrooms | sleeps 20

7 Nights min stay

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from £865 /night

£6049 - £8509 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £388 /night

£2714 - £4234 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £159 /night

£1112 - £1710 / 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

16 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £340 /night

£2380 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful rutic and cozy tuscan villa  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £420 /night

£2936 - £4815 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
In the Chianti Gallo Classico, very close to Florence. Large living area. Air conditioning in the first floor bedrooms.  …see more

10 Photos

Barn | 2 Bedrooms | sleeps 5

1 night min stay

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from £73 /night

£509 - £552 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
This is a typical Tuscan barn completely renovated. Composed of two layers (80sqm): on the first floor, large living room, kitchen, bathroom with shower; the second two bedrooms and the ability to add a single bed in one of the two rooms.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £98 /night

£686 / week

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Key info:

  • Swimming pool
  • Great 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 £173 /night

£1206 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

7 Nights min stay

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from £115 /night

£803 / week

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Key info:

  • Swimming pool
  • Great 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

19 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £104 /night

£722 / week

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Key info:

  • Swimming pool
  • Great 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

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£642 / week

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Key info:

  • Swimming pool
  • Great 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

20 Photos

Apartment | 3 Bedrooms | sleeps 8

Very Good 4/5 

7 Nights min stay

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from £110 /night

£767 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

7 Nights min stay

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from £228 /night

£1593 / week

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Key info:

  • Swimming pool
  • Great 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

16 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £81 /night

£561 / week

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Key info:

  • Swimming pool
  • Great 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £98 /night

£686 / week

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Key info:

  • Swimming pool
  • Great 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £137 /night

£954 - £1202 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 4  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £797 /night

£5575 - £7145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden

Tuscan country farmhouse near Florence to rent – Casolare del Chianti is a traditional refurbished farmhouse sitting on a large rural estate, ideally located in the popular Chianti region, between Florence and San Gimignano.

 …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £217 /night

£1516 - £2251 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £795 /night

£5565 - £8025 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

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from £916 /night

£6412 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great 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

9 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £174 /night

£1214 - £2501 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
This pretty country house, set in the typical context of Chianti Classico, surrounded by vineyards, olive-groves and small woods, rises in a dominant position upon a little lake.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £179 /night

£1250 - £1613 / week

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Key info:

  • Swimming pool
  • Great 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £157 /night

£1099 - £1365 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 5  …see more

352 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £182 /night

£1269 - £2273 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great 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

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £217 /night

£1516 - £2251 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

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
  • Great 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

22 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £139 /night

£968 - £1613 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Property Type: Villa Highlights: garden, olive oil field, parking,swimming pool Location: Chianti Hills Ideal for: base to relax and visit Florence, Pisa, Siena, Chianti playing sports: golf, horse riding, mountain biking, tennis ect. Sleeps: 6+1  …see more

9 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £52 /night

£360 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Quitness, relax, warm hospitality, toscan flavours , Florence, siena and many wonderful villages to visit. What are you waiting for ?  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £52 /night

£360 / week

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Key info:

  • Suitable for children over
  • 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 4

1 night min stay

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from £49 /night

£342 - £419 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Relax, tranquillità, buona cucina e buon vino !!!  …see more

24 Photos

Townhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £92 /night

£642 / week

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Key info:

  • Nearest beach 90 km
  • Great 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

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 80 km
  • Great 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 cucina, piccola biblioteca, giocattoli per bambini.  …see more

22 Photos

Finca | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£599 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Toscana, Chianti, Fattoria, Cantine, Degustazione Vini, Sport L'appartamento si trova a 20 km da Firenze e 40 da Siena, a pochi kilometri invece è possibile visitare le p  …see more

10 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La sistemazione si trova nel comune di San Casciano in V.P nella frazione di Chiesanuova V.P. I servizi pubblici per arrivare a Firenze sono svolti dalla SITA. sistemazione ideale per chi dopo avere visitato la città di Firenze,ama la campagna immersa nel verde.  …see more

13 Photos

Barn | 2 Bedrooms | sleeps 5

1 night min stay

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from £64 /night

£445 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Tipico fienile toscano, nel cuore del Chianti a pochi km da Firenze(15) e Siena(45)  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £120 /night

£838 - £2736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming Chianti Holiday Home. 5 bedrooms. Stunning landscapes. Private panoramic salt swimming pool. Perfect Location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. We organise wine Tours & other activities. Extra Virgin Olive Oil producers. Check our new website: www.montrogoli.it  …see more

24 Photos

Townhouse | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £385 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Appartamento con piscina a 15 minuti da Firenze e 45 minuti da Siena. Visite di tutte le città d'arte: Lucca, Pisa, Siena, San Gimignano, Volterra, Arezzo, Pistoia, Prato, Greve in Chianti.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £82 /night

£573 - £834 / week

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Key info:

  • Suitable for children over
  • No pets allowed
#Accommodation for 4/6 persons in Tuscany #Chianti views Comfortable and homely decor Satelitte TV and WIFI #Tuscany exploring #Free parking Ask for whatever information you may require and we will be very happy to help you.  …see more

19 Photos

House | 3 Bedrooms | sleeps 7

Min stay varies

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from £70 /night

£488 - £748 / week

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Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £196 /night

£1368 / week

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Key info:

  • Swimming pool
  • Great 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

17 Photos

Apartment | 2 Bedrooms | sleeps 8

2 Nights min stay

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from £49 /night

£342 - £1411 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
In the heart of Chianti, very near Florence and Siena two lovely bedrooms living room and bathroom in a ancient house with Tower. Tips for cooking Tuscan and Italian receipies can be shared. Peaceful and relaxed atmosphere at only few minutes from Florence. You can book a room or the apartment with or without use of kitchen. Cost can be calculated by the day.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

Min stay varies

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from £65 /night

£449 - £784 / week

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Key info:

  • Suitable for children over
  • No pets allowed
Simply put it has views to die for.....its decorated like a true home.....well equiped .... and perfect for exploring the Chianti region  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £254 /night

£1775 / week

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Key info:

  • Great 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

24 Photos

Villa | 7 Bedrooms | sleeps 13

Min stay varies

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from £1153 /night

£8065 - £17138 / 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