Gaiole in Chianti apartment or villa with a log fire | Holiday Lettings

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  • Italy
  • Tuscany
  • Province of Siena
  • Gaiole in Chianti

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  • Lecchi (10)
  • Montefienali (1)
  • Montegrossi (5)

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55 Holiday homes

Filters applied: Fireplace (55)

Travellers going to Gaiole in Chianti are booking August dates now. Secure your holiday home today and have the perfect trip.

(2) Excellent 

1 / 18

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 27 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £75 / night

£525 - £800 / week

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from £75 / night

1 / 65

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £351 / night

£2455 - £3617 / week

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from £351 / night

(11) Excellent 

1 / 27

Villa LisiDor, luxury Tuscany cottage in Chianti

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
VILLA LISIDOR: FULLY RENOVATED WITH ALL NEW AMENITIES. The habitable area is doubled: from 150 square meters to 300 square meters. On GROUND FLOOR, which is at garden level, is a large sitting room with Tv Sat area, a dining room in front of the pool, a professional  …see more

from £395 / night

£2763 - £4250 / week

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from £395 / night

1 / 39

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £111 / night

£775 - £1155 / week

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from £111 / night

(2) Excellent 

1 / 27

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Pets welcome;
 …see more

from £134 / night

£750 - £1109 / week

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from £134 / night

1 / 12

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; Car essential; Some pets are welcome - please contact the owner;
 …see more

from £58 / night

£500 - £709 / week

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from £58 / night

1 / 16

Tuscany / Province of Siena / Gaiole in Chianti

7 bedroomsSleeps 137 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £725 / night

£5076 - £8175 / week

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from £725 / night

(1) Excellent 

1 / 22

Tuscany / Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £239 / night

£1667 - £2667 / week

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from £239 / night

1 / 24

Ancient castle in the heart of Tuscany, 6 bedrooms

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
A dive into an ancient culture in the heart of Tuscany, the Chianti Classico.Il Castello Medievale is situated in a medieval hamlet, constructed of white stone, built around 1000AD, surrounded by forests and olive groves, immersed in a magical atmosphere of tranquility.  …see more

from £400 / night

£2800 - £4309 / week

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from £400 / night

1 / 25

Podere Scopeto - Gaiole in Chianti farmhouse sleeps 12

Tuscany / Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 123 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Podere Scopeto is a former Chianti hill farm on the west-facing slopes of the Montagni di Chianti. The present owners bought it some 15 years ago and restored the farmhouse and a separate self-contained studio for family holidays. It has kept its family feel and charm.  …see more

from £350 / night

£2300 - £2800 / week

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from £350 / night

(11) Very Good 

1 / 24

Villa PetrAlexa, Tuscany cottage in Chianti area

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
Come to enjoy the typical architecture of Tuscany houses! Villa PetrAlexa is an antic, now renovated barn, with natural stone, original beam ceilings and glass doors which offer a pleasing mix in a comfortable, spacious environment spread over two floors with a wide at  …see more

from £172 / night

£1200 - £2000 / week

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from £172 / night

(1) Good 

1 / 25

castello in Chianti ginestra - Lecchi apartment sleeps 5

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday ap  …see more

from £84 / night

£434 - £575 / week

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from £84 / night

1 / 48

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
 …see more

from £87 / night

£609 - £771 / week

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from £87 / night

1 / 48

Bed & Breakfast La Cerreta - Gaiole in Chianti b&b sleeps 10

Tuscany / Province of Siena / Gaiole in Chianti

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
This beautifull restructured 16th century house sits on a hillside and dominates the sorrounding countryside as far as the eye can see. Nestled in the heart of Chianti our B&B is perfectly located for the week-end break, walking or cycling holidays as well as trekking a  …see more

from £59 / night

£0 / week

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from £59 / night

(1) Very Good 

1 / 11

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £67 / night

£400 - £625 / week

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from £67 / night

(1) Very Good 

1 / 17

Villa Brolio - Gaiole in Chianti villa sleeps 12

Tuscany / Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 125 km; Swimming pool; Great for children of all ages ;
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa. The restoration works have been done preserving carefully all the ancient characteristics such as the outside stones, the vau  …see more

from £225 / night

£1575 - £3459 / week

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from £225 / night

(9) Very Good 

1 / 58

Villa Albizi Holidayhome Gaiole in Chianti Tuscany

Tuscany / Province of Siena / Gaiole in Chianti / Montefienali

7 bedroomsSleeps 18Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
NEW MANAGEMENT from Summer 2015 Villa Albizi Tuscany life and more….for groups of friends or large families Villa Albizi is normally rented on a villa-only weekly basis and are ideal for those seeking independence and privacy. We have created a formula designed to  …see more

from £300 / night

£2084 - £4917 / week

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from £300 / night

1 / 27

La Pieve Marsina - Gaiole in Chianti villa sleeps 5

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
In the top of a hill set in the patchwork of vineyards that characterizes the area of Chianti Classico, in the heart of an ancient medieval village, was born a few years ago Pieve Marsina.The structure, made up of nice apartments, has as principal objective to allow our  …see more

from £117 / night

£817 - £1109 / week

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from £117 / night

1 / 20

Villa Fontecaresino 2 - Montegrossi house sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; 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 10 km from Radda in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from  …see more

from £71 / night

£917 / week

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from £71 / night

1 / 20

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £78 / night

£542 / week

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from £78 / night

1 / 54

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £109 / night

£759 / week

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from £109 / night

1 / 32

Tuscany / Province of Siena / Gaiole in Chianti

7 bedroomsSleeps 143 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Car essential;
 …see more

from £1917 / night

£10834 / week

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from £1917 / night

1 / 14

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £77 / night

£0 / week

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from £77 / night

1 / 19

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Suitable for children age 5+; Car advised; Air conditioning;
 …see more

from £350 / night

£1250 / week

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from £350 / night

1 / 21

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £381 / night

£2666 - £3751 / week

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from £381 / night

1 / 24

Casa Lecchi - Gaiole in Chianti apartment sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Casa Lecchi is a spacious two bedroom apartment facing on to the main piazza of Montefiorile which is a small hamlet of 14 villas situated in a quiet position in the heart of the Chianti Classico wine producing area. The hamlet is on a hillside and the houses enjoy st  …see more

from £61 / night

£425 - £934 / week

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from £61 / night

1 / 45

Amazing house in Chianti - Gaiole in Chianti house sleeps 13

Tuscany / Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 133 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Great for children of all ages ; Pets welcome; Private garden;
Nestled in the lush nature of the Chianti region, this charming manor built in the early 1900s lovingly embraces and preserves the romance of bygone times. It is an ideal place for relaxing in the surrounding nature while enjoying the area’s superb foods and wines. T  …see more

from £234 / night

£1467 - £2538 / week

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from £234 / night

1 / 15

Pievasciata - 44263001 - Lecchi farmhouse sleeps 2

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic s  …see more

from £93 / night

£598 - £690 / week

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from £93 / night

1 / 15

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £60 / night

£417 / week

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from £60 / night

1 / 15

Tuscany / Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £184 / night

£1250 - £1917 / week

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from £184 / night

1 / 12

Pievasciata - 44263006 - Lecchi farmhouse sleeps 2

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic s  …see more

from £89 / night

£560 - £665 / week

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from £89 / night

1 / 22

Le Diacce - Montegrossi farmhouse sleeps 10

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

5 bedroomsSleeps 105 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Le Diacce villa, benefits of a total privacy and enjoys splendid sunsets and a beautiful pool. The living room and kitchen open onto spacious terraces fully equipped for outdoor dining and surrounded by lawns, gardens and ancient trees.Ideal for families or a group of f  …see more

from £125 / night

£3334 / week

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from £125 / night

1 / 45

Tuscany / Province of Siena / Gaiole in Chianti

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
 …see more

from £774 / night

£5417 / week

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from £774 / night

1 / 12

Pievasciata - 44263003 - Lecchi farmhouse sleeps 2

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic s  …see more

from £93 / night

£598 - £690 / week

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from £93 / night

1 / 26

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £65 / night

£450 - £525 / week

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from £65 / night

1 / 39

Tuscany / Province of Siena / Gaiole in Chianti

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £1425 / night

£9970 / week

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from £1425 / night

1 / 14

Pievasciata - 44263002 - Lecchi farmhouse sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic s  …see more

from £122 / night

£791 - £892 / week

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from £122 / night

1 / 19

Gaiole In Chianti - 27123003 - Gaiole in Chianti farmhouse sleeps 6

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Beautiful stone hamlet recently restored situated in quiet and panoramic location on the Chianti Classico hills offering extensive views over the surrounding vineyards. This charming hamlet comprises 6 nice apartments (and 9 double bedrooms) all of which furnished in a  …see more

from £177 / night

£1114 - £1590 / week

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from £177 / night

1 / 27

Fontecaresino Property (1 & 2) - Montegrossi house sleeps 14

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
2 Villas (1 FONTECARESINO and 2 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 10 km from Radda in Chianti, 35 km from Siena,  …see more

from £300 / night

£2834 / week

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from £300 / night

1 / 7

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £239 / night

£1667 - £3334 / week

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from £239 / night

Top Destination reviews

Villa PetrAlexa, Tuscany cottage in Chianti area
Villa PetrAlexa - excellent leisure facility

This years stay was even better than our stay last year. Despite the fact we arrived late at night due to repeated traffic jams on the motorway because of terrible weather conditions, everything was perfectly prepared. The house was heated up and foo … see more
Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more

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