50 Best Vacation Rentals in Greve in Chianti - Holiday Lettings - Cabins

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San Polo in Chianti
55 properties
Panzano in Chianti
50 properties
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Montefioralle
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Greve in Chianti

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408 Vacation rentals

Travelers going to Greve in Chianti are booking June dates now. Secure your vacation rental today and have the perfect trip.

(5) Excellent 

67

Greve in Chianti / Lucolena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly

 …see more

from $248 / night

$1725 - $3233 / week

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from $248 / night

(1) Excellent 

33

Strada in Chianti Vacation farmhouse rental

Greve in Chianti / Strada in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDITION  …see more

from $94 / night

$624 - $1078 / week

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from $94 / night

(5) Very Good 

20

Greve in Chianti / Panzano in Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $485 / night

$3233 - $4149 / week

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from $485 / night

Featured properties

69

Province of Florence / Greve in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $87 / night

$604 / week

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from $87 / night

21

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Big apartment for 10 people, of 120 sq.m, ground floor + upper floor. The apartment is composed of a large living area with a fireplace, a dining room, a kitchen (equipped with an oven and a dishwasher), and a bathroom with shower on the ground floor. On the first floor  …see more

from $238 / night

$916 - $1886 / week

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from $238 / night

(3) Excellent 

40

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Villa Benedetta is a beautiful historic residence that has been for many years the beating heart of the Folonari family, a renowned name in the Italian wine panorama. Dating back to the early 1800, the villa is located at the center of the family’s agricultural h  …see more

from $809 / night

$6682 - $11315 / week

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from $809 / night

23

San Polo in Chianti Vacation apartment rental

Greve in Chianti / San Polo in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This amazing villa is hidden in the green shades of the olive groves and vineyards of the hills, at just a few km from Greve in Chianti (15km), the heart of the wine production. The villa is a typical Tuscan 17th century manor house, totally renovated, which hosts 4 com  …see more

from $130 / night

$475 - $895 / week

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from $130 / night

(2) Excellent 

66

Vacation apartment rental

Greve in Chianti / Panzano in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Ask about children
In the wonderful land of Chianti, an ideal starting point for discovering places such as Siena, Florence, San Gimignano, I Casaloni is an old farmhouse that offers its guests apartments with all the comfort and many amenities, such as swimming or Wi Fi. In a warm and we  …see more

from $97 / night

$809 / week

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from $97 / night

(2) Excellent 

81

Vacation apartment with shared pool in Lucolena

Greve in Chianti / Lucolena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
This spacious apartment (one of 4) is great for a family or friends holidaying together. If you are looking for a relaxing holiday in beautiful scenery and access to great italian food this place would be ideal for you.All apartments have a private entrance on separate  …see more

from $130 / night

$593 - $1186 / week

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from $130 / night

(6) Very Good 

58

Panzano in Chianti Vacation apartment rental

Greve in Chianti / Panzano in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
In the wonderful land of Chianti, an ideal starting point for discovering places such as Siena, Florence, San Gimignano, I Casaloni is an old farmhouse that offers its guests apartments with all the comfort and many amenities, such as swimming or Wi Fi. In a warm and we  …see more

from $97 / night

$809 / week

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from $97 / night

(16) Excellent 

104

Greve in Chianti / Panzano in Chianti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $378 / night

$2641 - $2964 / week

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from $378 / night

31

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 135 mi
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! 2017 early booking: 10% discount for any reservation confirmed within 31 January 2017 for any weeks available except from 15 July to 18 August, 2017! Casa Verdiana is a wonderful villa with pool in Tuscany, located on the verdant hills of t  …see more

from $208 / night

$1455 - $3099 / week

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from $208 / night

24

Villa rental in Panzano in Chianti with swimming pool

Greve in Chianti / Panzano in Chianti

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This charming Chianti Villa Rental is set in the midst of the gently sloping hills of the Chianti Classico wine-growing region near the village of Panzano. It is ideal for families and/or friends travelling together as it offers spacious and flexible accommodation both  …see more

from $913 / night

$6388 - $8350 / week

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from $913 / night

30

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 135 mi
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! 2017 early booking: 10% discount for any reservation confirmed within 31 January 2017 for any weeks available except from 15 July to 18 August, 2017! Immersed in the Chianti countryside with its vineyards and olive groves, Casa Turchesa is  …see more

from $167 / night

$1164 - $2360 / week

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from $167 / night

(1) Very Good 

19

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Nice romantic apartment for 2+1 people, 35sq.m, ground floor: It is composed of living room/kitchen (with an oven) with single sofabed, 1 double bedroom, and 1 bathroom with shower. Wooden beam ceilings and antique-style furnishings adorn this apartment. A private terra  …see more

from $78 / night

$291 - $679 / week

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from $78 / night

(2) Excellent 

16

Vacation apartment with shared pool in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
Le Cinciole organic wine farm is located on a hillside, just outside the village of Panzano in Chianti, in the very centre of the Chianti Classico wine region. It has an extension of over 30 hectares, 10 of which are vineyards and 5 hecatres of olive groves. The rest is  …see more

from $155 / night

$1024 - $1110 / week

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from $155 / night

(11) Excellent 

83

Vacation villa with swimming pool in Lucolena

Greve in Chianti / Lucolena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
The Villa has its own private garden and pool and is great for families or groups of friends holidaying together. Everyone can have their own privacy in the spacious bedrooms with en suite bathrooms but all can get together for meals in the huge kitchen & dining roo  …see more

from $432 / night

$2263 - $4311 / week

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from $432 / night

(3) Excellent 

65

Vacation apartment with shared pool in Lucolena

Greve in Chianti / Lucolena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This spacious apartment (one of 4) is great for a family or friends holidaying together. If you are looking for a relaxing holiday in beautiful scenery and access to great italian food this place would be ideal for you.All apartments have a private entrance on separate  …see more

from $108 / night

$593 - $1186 / week

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from $108 / night

(4) Excellent 

27

Province of Florence / Greve in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $87 / night

$589 / week

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from $87 / night

(1) Very Good 

21

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. There 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan style,  …see more

from $119 / night

$480 - $965 / week

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from $119 / night

(1) Excellent 

24

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Beautiful villa situated in walking distance of the historical main square of Greve in Chianti and other facilities. The villa with private swimming pool and a small garden, was completed in 2010. The main characteristic of the house is its location, facing vineyards  …see more

from $200 / night

$1397 - $3302 / week

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from $200 / night

(2) Excellent 

32

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respec  …see more

from $232 / night

$1035 - $1940 / week

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from $232 / night

(11) Excellent 

33

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The IRIS apartment is on the ground floor of a characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of fields, olive  …see more

from $81 / night

$566 / week

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from $81 / night

(2) Very Good 

84

Vacation apartment with shared pool in Lucolena

Greve in Chianti / Lucolena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
This spacious apartment (one of 4) is great for a family or friends holidaying together. If you are looking for a relaxing holiday in beautiful scenery and access to great italian food this place would be ideal for you.All apartments have a private entrance on separate  …see more

from $119 / night

$593 - $1186 / week

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from $119 / night

(1) Excellent 

12

Vacation studio in Montefioralle

Greve in Chianti / Montefioralle

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Ask about children
  • Ask about pets
Casa Piccola (Small House) is part of our country house we live in. It is a 25square meters studio, with en suite bathroom (wc,shower) & kitchen corner. On a mezzanino, there is a double bed. The studio is country style and simple equipped. You have car parking in f  …see more

from $71 / night

$432 / week

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from $71 / night

(1) Excellent 

11

Vacation apartment in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
Le Cinciole organic wine farm is located on a hillside, just outside the village of Panzano in Chianti, in the very centre of the Chianti Classico wine region. It has an extension of over 30 hectares, 10 of which are vineyards and 5 hecatres of olive groves. The rest is  …see more

from $155 / night

$1024 - $1110 / week

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from $155 / night

11

Vacation home in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 103 mi
  • Private garden
Panzano in Chianti is a lovely little hilltop town, located just above Greve, midway between Florence and Siena. On its slopes, a mere 20 metres from its centre, is a residential area in which lies our apartment - in fact, this is Casa Conca d’Oro’s great st  …see more

from $130 / night

$906 / week

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from $130 / night

100

Greve in Chianti Vacation villa rental

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Exterior Located in the stunning Tuscan countryside, Villa Turchese is in the stunning Chianti wine region, near the town of Greve in Chianti. Chianti is known around the world for its production of some of the finest wine in the world, and also for its luscious rollin  …see more

from $184 / night

$1164 - $2360 / week

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from $184 / night

19

Vacation farmhouse in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Pet friendly
Villa il Cavato is one of the most ancient building in the area.The property has been fully restored to ensure confort and privacy to ower guests.The distance to Florence , the well know Art City in Italy, is only 18 km.The location is very convenient been, Villa il C  …see more

from $130 / night

$809 / week

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from $130 / night

(2) Excellent 

20

Vacation farmhouse with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casalone is a stunning 16th Century restored stone wall farmhouse in the heart of Chianti, 5 minutes drive from the town of Greve-in-Chianti, and 30 minutes from the city of Florence. It is situated just a few kms from the three medieval hamlets of Badia a Passignano, M  …see more

from $539 / night

$2694 / week

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from $539 / night

(3) Excellent 

33

Vacation farmhouse with shared pool, golf nearby in Strada in Chianti

Greve in Chianti / Strada in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDITION  …see more

from $92 / night

$609 - $911 / week

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from $92 / night

(7) Excellent 

17

Villa rental in Panzano in Chianti with swimming pool

Greve in Chianti / Panzano in Chianti

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly
Casa Mazzoli is a very ancient stone farmhouse on two levels brimming with character and restored with total respect for its innate simplicity..All rooms are furnished to excellent standards,in an elegant country style with old terracotta floors and original beamed ceil  …see more

from $462 / night

$3233 / week

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from $462 / night

24

Vacation villa with swimming pool in Lucolena

Greve in Chianti / Lucolena

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
Large villa with a beautiful panoramic view, located near the ancient town of Figline Valdarno which is in the centre of a triangle formed by the cities of Florence, Siena and Arezzo. The town’s historic area has a medieval piazza surrounded by buildings of import  …see more

from $230 / night

$1607 - $3674 / week

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from $230 / night

(6) Very Good 

33

Vacation apartment in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The GIAGGIOLO apartment is on the first and top floor of this characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of  …see more

from $49 / night

$340 / week

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from $49 / night

(1) Excellent 

19

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respec  …see more

from $157 / night

$690 - $1434 / week

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from $157 / night

16

Greve in Chianti Vacation apartment rental

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments have been restructured. One of the apartment called Canonica offers views from the ground floor terrace of the surrounding vineyards, as well as an outdoor grill.  …see more

from $97 / night

$755 - $4634 / week

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from $97 / night

(1) Good 

31

Farmhouse rental in Greve in Chianti with shared pool

Province of Florence / Greve in Chianti

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
San Pierino is located on a hilltop in the centre of Villa Calcinaia Estate and offers a breathtaking view from the house and the pool. From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments in one big farmhouse have be  …see more

from $216 / night

$1509 - $9871 / week

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from $216 / night

24

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This villa lies halfway between Florence and Siena in the very heart of the Chianti Classico. Located in one of the most coveted regions in Tuscany in a panoramic position overlooking the valley of Greve in Chianti (430 m above sea level), it boasts wonderful views: the  …see more

from $485 / night

$3395 - $5011 / week

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from $485 / night

65

Province of Florence / Greve in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool

 …see more

from $71 / night

$491 / week

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from $71 / night

(3) Excellent 

19

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
The 10 hectare estate of olive trees, fields and woodland is at 350 m above sea level. A spectacular view dominating the Florintine hills and even in the height of summer there is a gentle breeze in the evening so air-conditioning isn't necessary. The property  …see more

from $184 / night

$1283 / week

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from $184 / night

1