Villas and apartments suitable for kids under 5 Gaiole in Chianti | Holiday Lettings

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

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  • Lecchi (12)
  • Montefienali (3)
  • Montegrossi (8)

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128 Holiday homes

Filters applied: Under 5s (128)

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

(5) Very Good 

1 / 23

Spacious Chianti apartment with pool access, terrace and outdoor dining area

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
This is a spacious fully furnished 2 bedroom apartment in Borgo di Gaiole in the village of Gaiole in Chianti. Gaiole is in the heart of the Chianti Classico Region of Tuscany.The property has stunning views over the village and to the vineyards overlooking the village  …see more

from £100 / night

£600 - £850 / week

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from £100 / night

(14) Excellent 

1 / 22

Casacorvo Minore *Late Booking Discounts*

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with sol  …see more

from £85 / night

£525 - £725 / week

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from £85 / 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 / 24

Casa Chianti - Gaiole in Chianti apartment sleeps 3

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 105 km; Swimming pool; Great for children of all ages ;
A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful SienaT  …see more

from £43 / night

£300 - £517 / week

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from £43 / night

1 / 100

Gaiole In Chianti 70247 - Gaiole in Chianti villa sleeps 8

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for tho  …see more

from £421 / night

£2538 - £3807 / week

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from £421 / night

(4) Very Good 

1 / 43

Chianti house, Florence, Siena, Jacuzzi, Tuscany

Tuscany / Province of Siena / Gaiole in Chianti / Montefienali

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and na  …see more

from £45 / night

£260 - £500 / week

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from £45 / 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

1 / 18

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £46 / night

£300 - £500 / week

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from £46 / night

1 / 33

Appartamento Gaiole 40 - Gaiole in Chianti apartment sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Appartamento Gaiole 40 is a wonderful apartment in the heart of Chianti. This area is famous all over the world for its typical products and its superb wines. The apartment is located in Borgo di Gaiole, an ancient Borgo recently renovated that enjoys a magnificent view  …see more

from £89 / night

£619 - £945 / week

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from £89 / night

(6) Excellent 

1 / 26

Just 5 minutes from the centre of the Gaiolie, wonderful apartment with pool and breathtaking terrace, sleeps 6

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
The apartment is just 5 minutes walk from the center of Gaiole, where you will find all the services you need. Like restaurants, bars, wineshops, banks, food shop, hairdressers etc.Gaiole is one of several traditional Chianti villages in the region. Others worth visitin  …see more

from £83 / night

£575 - £913 / week

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from £83 / night

(1) Good 

1 / 10

H 9 - Gaiole in Chianti apartment sleeps 5

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 51 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned.  …see more

from £84 / night

£375 / week

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from £84 / night

(1) Excellent 

1 / 17

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 6Min stay varies

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

from £100 / night

£500 - £1084 / week

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from £100 / 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 / 22

Casa Borgo - Gaiole in Chianti apartment sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 105 km; Swimming pool; Great for children of all ages ;
This beautiful and tastefully furnished 1 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the won  …see more

from £43 / night

£300 - £575 / week

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from £43 / night

(12) Excellent 

1 / 23

Casacorvo Maggiore: *Eroica Weekend Available*

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 84 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the  …see more

from £165 / night

£1000 - £1500 / week

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from £165 / night

(3) Very Good 

1 / 24

Villa Gaiole - Gaiole in Chianti villa sleeps 8

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 107 km; Swimming pool; Great for children of all ages ;
Beautiful Family Villa in Borgo di Gaiole, surrounded by the Chianti hills covered in vineyards and olive groves, just a 100 meters walk from the quiet village of Gaiole in Chianti, a typical Tuscan hamlet with restaurants, shops and amenities, an ideally located betwee  …see more

from £81 / night

£567 - £1359 / week

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from £81 / night

1 / 17

Galassia 22 - Gaiole in Chianti apartment sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 46 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned.  …see more

from £109 / night

£659 / week

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from £109 / night

(1) Excellent 

1 / 20

Casa Giardino - Gaiole in Chianti apartment sleeps 3

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 105 km; Swimming pool; Great for children of all ages ;
A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful SienaT  …see more

from £43 / night

£300 - £517 / week

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from £43 / night

1 / 9

Gaiole Suites 8 - Gaiole in Chianti apartment sleeps 4

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Gaiole Suites is a compound of terraced houses, just renewed, situated 500m away from Gaiole in Chianti center, in a quiet zone, silent and not familiar with rush hour since the traffic is very little. It is surrounded by the green Tuscany hills. The beautiful apartmen  …see more

from £40 / night

£280 - £455 / week

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from £40 / night

1 / 16

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

5 bedroomsSleeps 181 night min stay

  • 5 bedrooms
  • Sleeps 18
  • 1 night min stay
Key info: Nearest beach 130 km; Swimming pool; Great for children of all ages ;
 …see more

from £325 / night

£2246 - £2584 / week

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from £325 / 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 / 8

Gaiole Suites 7 - Gaiole in Chianti apartment sleeps 4

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 ; No pets allowed;
Gaiole Suites is a compound of terraced houses, just renewed, situated 500m away from Gaiole in Chianti center, in a quiet zone, silent and not familiar with rush hour since the traffic is very little. It is surrounded by the green Tuscany hills. The beautiful apartmen  …see more

from £38 / night

£263 - £514 / week

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from £38 / 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

1 / 22

Holidayhome Casa Guia, Borgo San Vincenti,Tuscany

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Homelidays "Casa Guia " is immersed in the most idyllic Chiantishire: surrounded by vineyards producing world-class red wine, overlooking the rolling hills of Tuscany and is located in the village of San Vincenti, with its stone houses and clay roof tiles. The village h  …see more

from £105 / night

£730 - £1109 / week

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from £105 / night

1 / 100

Sonnino - Gaiole in Chianti villa sleeps 13

Tuscany / Province of Siena / Gaiole in Chianti

7 bedroomsSleeps 133 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 Exterior Up a winding road through the trees you will find this exclusive villa atop a hill amidst 250 acres of farmland- cultivated fields, forests, olive groves and extensive vineyards. The main road to reach all landmarks of cultural and historical interest is  …see more

from £1000 / night

£7000 / week

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from £1000 / night

1 / 100

Gaiole - Gaiole in Chianti villa sleeps 8

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
ExteriorsVilla Gaiole is an authentic Sienese-style retreat with total privacy and comfort. Located in a natural environment of absolute privacy Villa Gaiole has recently  been remodeled and elegantly furnished. All rooms and bedrooms are air conditioned to allow a  …see more

from £417 / night

£2500 - £3750 / week

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from £417 / night

1 / 8

Gaiole Suites 4 - Gaiole in Chianti apartment sleeps 6

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Gaiole Suites is a compound of terraced houses, just renewed, situated 500m away from Gaiole in Chianti center, in a quiet zone, silent and not familiar with rush hour since the traffic is very little. It is surrounded by the green Tuscany hills. The beautiful apartmen  …see more

from £42 / night

£292 - £578 / week

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from £42 / night

1 / 9

Gaiole Suites 1 - Gaiole in Chianti apartment sleeps 6

Tuscany / Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Borgo di Gaiole, is an ancient town in the heart of Chianti hills. This area is famous all over the world for the typical products and therefore known destination for wine tourism. Here, also, there are all finds of shops and restaurants. Siena, the wonderful city that  …see more

from £42 / night

£292 - £578 / week

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from £42 / 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 / 26

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

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

from £59 / night

£467 - £683 / week

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from £59 / night

1 / 28

Appartamento Gaiole 13 - Gaiole in Chianti apartment sleeps 2

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Appartamento Gaiole 13 is a wonderful apartment in the heart of Chianti. This area is famous all over the world for its typical products and its superb wines. The apartment is located in Borgo di Gaiole, an ancient Borgo recently renovated that enjoys a magnificent view  …see more

from £59 / night

£409 - £584 / week

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from £59 / night

1 / 21

Tuscany / Province of Siena / Gaiole in Chianti / Montefienali

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £45 / night

£260 - £500 / week

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from £45 / 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 / 26

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £92 / night

£584 - £842 / week

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from £92 / night

(1) Excellent 

1 / 12

Il Mulinaccio - Gaiole in Chianti farmhouse sleeps 18

Tuscany / Province of Siena / Gaiole in Chianti

5 bedroomsSleeps 18Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
On entering the property, guests will find a welcoming living area, furnished with sofas around a traditional, focal fireplace. The kitchen is adjacent to this room. The kitchen is a typical Tuscan kitchen, well-equipped with plenty of pots and pans for those that enjoy  …see more

from £465 / night

£3250 - £4500 / week

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from £465 / night

(2) Excellent 

1 / 45

Tuscany / Province of Siena / Gaiole in Chianti

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
 …see more

from £125 / night

£0 / week

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from £125 / 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

Top Destination reviews

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
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

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