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41 Results   |  

from £85 / night

£589 - £1692 / week

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Very Good 4/5 

17 Photos

Villa / 4 Bedrooms / sleeps 8

Very Good 4/5 

3 Nights min stay

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from £85 / night

£589 - £1692 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool! The swimming pool is available from April 1 to October 15, it may varies depending on weather conditions.  …see more

from £88 / night

£614 - £730 / week

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Very Good 4.5/5 

24 Photos

Apartment / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £88 / night

£614 - £730 / week

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Key info:

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'appartamento " Brunello " è l'ideale per un unico nucleo familiare con bambini Max.6 px. L'Appartamento è composto da tre camere che sono disposte in sequenza e perciò comunicanti e di passo una dopo l'altra. L'appartamento ha un bagno con vasca, lavabo, bidet, wc -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERIENCE -BREAKFAST, LUNCH E DINNER  …see more

from £127 / night

£883 - £2721 / week

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Excellent 5/5 

16 Photos

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

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from £127 / night

£883 - £2721 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
2 Villas in the heart of Chianti with the exclusive use of a swimming pool! Beautiful, isolated property with breathtaking views of the hills of Tuscany. The villas are located close by to Gaiole in Chianti and all the cultural and artistic activities of the region.  …see more

Featured properties

from £352 / night

£2460 - £3227 / week

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12 Photos

Villa / 7 Bedrooms / sleeps 18

7 Nights min stay

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from £352 / night

£2460 - £3227 / 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
The Village was completely restored for everyone loves take a refuge in a uncontaminated place that is the kingdom of silence and serenity. Come to Villa degli Albizi to stay the calm of a panorama out of the time. Montefienali, 53010 Gaiole in Chianti (SI)  …see more

from £316 / night

£2206 - £3162 / week

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24 Photos

Castle / 6 Bedrooms / sleeps 16

Short stays welcome

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from £316 / night

£2206 - £3162 / 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
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

from £215 / night

£1500 - £2800 / week

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24 Photos

Farmhouse / 6 Bedrooms / sleeps 12

2 Nights min stay

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from £215 / night

£1500 - £2800 / 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
  • Private garden
Podere Scopeto, a former hill farm on sunset-facing slopes of the Chianti in the heart of the wine-region. Main House sleeps 10 and separately available self-contained studio for 2 in its own 30 acres of woodland. 15m saltwater pool on terraces with spectacular views.  …see more

from £85 / night

£589 - £1692 / week

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18 Photos

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £85 / night

£589 - £1692 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany. Heart of Chiant.iExclusive use of private swimming pool. The Villa accommodates up to 8/9 people. Beautiful views of the country side. Only a few other farmhouses are visible in the distance. Outdoor dining area. Fontecaresino, located in the hills of Chianti, in the heart of Tuscany. Breathtaking views.  …see more

from £89 / night

£618 - £735 / week

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24 Photos

Apartment / 3 Bedrooms / sleeps 5

4 Nights min stay

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from £89 / night

£618 - £735 / week

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Key info:

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
L'appartamento " RICASOLI " è l'ideale per un unico nucleo familiare con bambini Max.5 px. L'Appartamento è composto da due camere. L'appartamento dispone di un bagno con doccia, lavabo, wc, bidet -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERIENCE -BREAKFAST, LUNCH E DINNER  …see more

from £78 / night

£542 - £830 / week

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33 Photos

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £78 / night

£542 - £830 / 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
The apartment Gaiole 40, is a beautiful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 4 person.  …see more

from £142 / night

£993 - £1177 / week

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11 Photos

Apartment / 3 Bedrooms / sleeps 5

1 night min stay

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from £142 / night

£993 - £1177 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Wine resort con piscina nel cuore del Chianti. Organizziamo corsi di cucina, visite e degustazioni.  …see more

from £52 / night

£363 - £515 / week

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27 Photos

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £52 / night

£363 - £515 / 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
The apartment Gaiole 15, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £52 / night

£363 - £515 / week

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28 Photos

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £52 / night

£363 - £515 / 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
The apartment Gaiole 13, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £157 / night

£1095 / week

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19 Photos

Villa / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £157 / night

£1095 / week

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Key info:

  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Experience Tuscany cooking class, Italian dining and Tuscany tours to Siena, Cortona, San Giminiano and the wine regions of Montalcino and Montepulciano, Pienza, Volterra. Villa Oliviera is a really ' A Taste of Tuscany ' in an authentic, unique, Tuscany Villa Breakfast with home made specialities is served in a charming patio in the stunning Chianti wines view.  …see more

from £37 / night

£258 - £442 / week

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16 Photos

Condo / 3 Bedrooms / sleeps 5

1 night min stay

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from £37 / night

£258 - £442 / 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
Nel periodo invernale l'uso del riscaldamento AUTONOMO è a pagamnento euro 4,00 a metro cubo. Tassa di soggiorno dal 6 Aprile al 31 Ottobre da pagare all'arrivo, euro 1,50 a notte per persona per un massimo di sette pernottamenti esclusi i minori fino a 14 anni.  …see more

from £64 / night

£442 - £625 / week

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12 Photos

House / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £64 / night

£442 - £625 / week

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Key info:

  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
Casa colonica chiantigiana di grande charme, comoda e arredata con gusto e attenzione al dettaglio.  …see more

from £76 / night

£530 - £659 / week

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20 Photos

House / 3 Bedrooms / sleeps 5

4 Nights min stay

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from £76 / night

£530 - £659 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
maison toscane, appartement, piscine, chianti, gaiole in chianti, Sienne, visites de producters de vin, dégustations de vin, outlet shopping, siteseeing, marcher, villes d'art, repos, grand panorama, avec restaurant et bar, familiaire,chiens bien venus. Distances airport 60km gare 16km emplettes 10 km hopital 16 km  …see more

from £48 / night

£331 - £405 / week

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13 Photos

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £48 / night

£331 - £405 / 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
  • Private garden
Chianti, famous not only for its landscape but also for the fruit which its land offers. The exquisite wine that is produced here, known as far back as the Etruscan times, has given the region prestige and worldwide fame.  …see more

from £42 / night

£289 - £530 / week

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Excellent 5/5 

20 Photos

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

7 Nights min stay

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from £42 / night

£289 - £530 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wines and olive oil in Italy.  …see more

from £199 / night

£1390 - £3052 / week

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Very Good 4/5 

17 Photos

Villa / 6 Bedrooms / sleeps 12

Very Good 4/5 

7 Nights min stay

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from £199 / night

£1390 - £3052 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

from £536 / night

£3751 - £5762 / week

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Excellent 5/5 

19 Photos

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

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from £536 / night

£3751 - £5762 / 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
This beautiful, rustic villa is built on the side of a hill and surrounded by vineyards and woods. The villa is at the heart of an agricultural estate that produces organic wine and extra virgin olive oil. Good food, wine and relaxation await you in the heart of Tuscany  …see more

from £71 / night

£493 - £727 / week

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Excellent 5/5 

24 Photos

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £71 / night

£493 - £727 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
A fantastic apartment, 2 bedrooms, 2 bathrooms and livingroom/kitchen. The apartment is one of the towers in beautiful Borgo Gaoile. From the livingroom/kitchen there is a wonderful view over Gaiole and the valley. The wall in the living/kitchen is a glasfoldingdoor. You can open the whole wall in the livingroom/kitchen and make an "out side room" - and what a view.  …see more

from £141 / night

£984 - £1404 / week

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24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £141 / night

£984 - £1404 / 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 Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

from £136 / night

£949 - £2299 / week

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17 Photos

Farmhouse / 4 Bedrooms / sleeps 8

2 Nights min stay

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from £136 / night

£949 - £2299 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
This beautiful, detached farmhouse has been carefully restored by the architect owner to the highest standards. He has maintained the original structure, while adding modern design ideas.  …see more

from £42 / night

£289 - £552 / week

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22 Photos

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

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from £42 / night

£289 - £552 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wine and food in Italy.  …see more

from £305 / night

£2133 - £3346 / week

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12 Photos

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £305 / night

£2133 - £3346 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Selvole with 3 bedrooms sleeps 6  …see more

from £153 / night

£1070 - £1783 / week

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24 Photos

Farmhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £153 / night

£1070 - £1783 / 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 Sano with 3 bedrooms sleeps 8  …see more

from £64 / night

£442 - £528 / week

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24 Photos

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

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from £64 / night

£442 - £528 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

from £141 / night

£984 - £1404 / week

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20 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £141 / night

£984 - £1404 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

from £68 / night

£472 - £553 / week

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24 Photos

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £68 / night

£472 - £553 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

from £108 / night

£750 - £1030 / week

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24 Photos

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £108 / night

£750 - £1030 / 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 Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

from £101 / night

£703 - £984 / week

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20 Photos

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

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from £101 / night

£703 - £984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 1 bedrooms sleeps 2  …see more

from £115 / night

£803 - £970 / week

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24 Photos

Farmhouse / 3 Bedrooms / sleeps 5

3 Nights min stay

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from £115 / night

£803 - £970 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 3 bedrooms sleeps 5  …see more

from £94 / night

£658 - £743 / week

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24 Photos

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £94 / night

£658 - £743 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 2 bedrooms sleeps 4  …see more

from £71 / night

£497 - £582 / week

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24 Photos

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £71 / night

£497 - £582 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

from £108 / night

£750 - £1030 / week

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22 Photos

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £108 / night

£750 - £1030 / 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 Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

from £141 / night

£984 - £1404 / week

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24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £141 / night

£984 - £1404 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

from £197 / night

£1375 - £1820 / week

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24 Photos

Farmhouse / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £197 / night

£1375 - £1820 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Lecchi with 5 bedrooms sleeps 10  …see more

from £68 / night

£472 - £553 / week

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24 Photos

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £68 / night

£472 - £553 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

from £465 / night

£3255 - £4690 / week

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20 Photos

Villa / 5 Bedrooms / sleeps 12

2 Nights min stay

Add to shortlist

from £465 / night

£3255 - £4690 / 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
Villa Stefano dates back to the 10th century and was originally a traditional stone water mill. With all the comforts of a modern villa, many of the original features including meter thick walls, wood beamed and tiled ceilings, and cotto floors still remain.  …see more

from £42 / night

£289 - £530 / week

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24 Photos

Apartment / 1 Bedroom / sleeps 3

7 Nights min stay

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from £42 / night

£289 - £530 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wines and olive oil in Italy.  …see more

from £54 / night

£376 - £683 / week

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24 Photos

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £54 / night

£376 - £683 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wines and olive oil in Italy.  …see more

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