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43 Holiday homes in San Casciano Val di Pesa

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43 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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£441 - £629 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Beautiful apartment with private pergola in the open country We offer on request tour and tasting at our farm, cooking lessons, dinner and lunch...  …see more

19 Photos

House | 3 Bedrooms | sleeps 6

6 Nights min stay

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from £98 /night

£684 - £941 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
in the heart of our farm, our guests can join us for a cup of coffee or a glass of wine or stay on their own in the private garden. Large and full of light Casa Gina offers a perfect place to enjoy the countryside at a few kilometers from the highway. At our farm you can enjoy a cooking lesson or a Tuscan dinner and lunch on request.  …see more

Featured properties

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

13 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 MATTIA room at Candida's Chianti House, in the hills of Chianti between Florence and Siena. Private garden, delicious breakfast included and comfortable beds all in the magnificent landscape of the vineyards of Chianti. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £49 /night

£342 - £471 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
typical apartment in the heart of Chianti with pool and garden. the house is situated in an ancient village nestled in the hills of Chianti, a few miles away are the ancient villages, such as Panzano and Greve and wine trails. services, such as pharmacy, supermarket, pubs, restaurants and banks are within 1 mile from the apartment.  …see more

21 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £77 /night

£539 - £770 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
A beautiful farmhouse built at the beginning of the 15th century, lying in the middle of the Chianti Hills; The house is surrounded by garden, lawn and woods, as well as a covered terrace overlooking vineyards, olive groves and villages topping the surrounding hills.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £52 /night

£360 - £513 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful country house surrounded by vineyards and olive groves. We offer on request welcome dinner, cooking lessons, lunch and diinner,  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 14

5 Nights min stay

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from £214 /night

£1496 - £2223 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
We are a working farm. Guests can join us for a tour of the farm, dairy and cellar and taste our products at our shop The farm is in the open country , among vineyards and olive groves. -extra cleaning, baby-sitter, lunch or dinner, welcome dinne, cooking classes, watercolour lessons.......  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £57 /night

£394 - £565 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In the Chianti area, immersed in the nature. Part of a working farm which produces wine, extra-virgin olive oil and pecorino cheese We offer on request cooking lessons, wine and cheese tours, dinner and lunch.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £57 /night

£394 - £565 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Fattoria Corzano e Paterno is a working farm. We offer our guests the chance to live in a natural environment and to follow the working process of making wine, oil and cheese. The property is in the middle of the Chianti area and art cities are easy reach. We offer our guests a tour or our farm, with cellar and dairy and tasting of our products On request  …see more

6 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £1222 /night

£8549 - £14533 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Prices: per week High (March 23rd-Apr 5th/June1st-Sept.29th/Dec 14th-Jan3rd 2014) €17.000 Mid (April 6th-May 31st/Sept 30th-Oct 25th) € 12.000 Low (Jan 5th-March 22nd/Oct 26th-Dec 13th) € 10.000 All prices p.w. must be considered less 10% in case of 2/3 weeks rent The pool of Villa Tavernaccia can be heated  …see more

24 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

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £404 /night

£2827 - £3702 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility.  …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

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

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

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

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 | 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

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

7 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Only 10 minutes drive from Florence you'll in the middle of nature, close to our private lake and overlooking the woods and the vineyards. Two separate apartments with one double bedroom, bathroom, dining room. Free wifi and outdoor heathed Jacuzzi.  …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

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £190 /night

£1325 - £1710 / 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

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

5 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £139 /night

£968 / 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

16 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Ideale per vacanze artistico-culturali, eno-gastronomiche, rilassanti, romantiche, nella natura.  …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

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

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

11 Photos

Tower | 1 Bedroom | sleeps 3

7 Nights min stay

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from £68 /night

£471 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Bellissima Torre del '600 sulle colline del Chianti. Comodità di raggiungere Firenze e tutte le località turistiche: San Gimignano, Siena, Val d'Orcia, Volterra, Pisa, Lucca. Ad un ora e mezzo dal mare Della Maremma o della Versilia.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Ideale per vacanze artistico-culturali, eno-gastronomiche, rilassanti, romantiche, nella natura.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £82 /night

£573 - £659 / 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
Romantic and finely decorated barn in the Chianti Classico area near Florence. Stunning landscapes, a lot of activities to do (wine tours, cooking lessons) , perfect location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. Perfect for couples. For further information, please check our website: www.montrogoli.it  …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

22 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £69 /night

£479 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Gli ospiti hanno accesso al giardino di fronte all'appartamento e ad alla piscina. Posto macchina nella proprietà .Sotto la terrazza salottino in vimini , tavolo e sedie. Se gli ospiti avranno bisogno di qualsiasi cosa io sarò presente in un alloggio vicino. Ottima partenza per fare lunghissime passeggiate nei boschi e negli uliveti della zona. Golf, equitazione...  …see more

8 Photos

B&B | 4 Bedrooms | sleeps 9

1 night min stay

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from £43 /night

£300 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
CI TROVIAMO NEL CUORE DEL CHIANTI CON POSSIBILITA' DI DEGUSTARE OTTIMI VINI, PRANZO E CENA CUCINA TIPICA TOSCANA OLTRE AD UNA OTTIMA PIZZA E POSSIBILITA' DI GUSTARE PIATTI TIPICI DELLA CUCINA NORD AFRICANA  …see more

24 Photos

B&B | 9 Bedrooms | sleeps 18

1 night min stay

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from £71 /night

£492 - £8882 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Agriturismo a pochi chilometri da Firenze ed immerso nel dolce paesaggio del Chianti Classico, posizione ideale per unire tour enogastronomici a visite culturali in Toscana - grande piscina con vasca idromassaggio - Osteria interna - A/C negli alloggi, WI-FI, parcheggio  …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

21 Photos

Barn | 2 Bedrooms | sleeps 4

Min stay varies

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from £71 /night

£496 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Chianti: fienile in pietra completamente indipendente, panoramico, Trilocale : Ampia cucina/soggiorno, 2 camere, 2 bagni. Ampio spazio esterno attrezzato con gazebo, barbecue, tavolo e sedie in legno, sdraio. Parcheggio privato.  …see more