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

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San Polo in Chianti
75 properties
Lucolena
37 properties
Panzano in Chianti
35 properties
Strada in Chianti
32 properties
Casole
18 properties
Poggio alla Croce
15 properties
Montefioralle
12 properties

Greve in Chianti

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8,034 Vacation rentals

(6) Excellent 

45

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 holding …see more

from $868 / night

$7,682 - $14,744 / week

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from $868 / 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 $620 / night

$3,717 / week

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from $620 / night

(5) Excellent 

39

Greve in Chianti Vacation farmhouse rental

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 mi
  • 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 $149 / night

$990 - $1,661 / week

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from $149 / 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 $112 / night

$868 - $1,983 / week

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from $112 / night

(4) Excellent 

24

Farmhouse rental in Greve in Chianti with shared pool

Province of Florence / Greve in Chianti

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
The Estate name is Villa Calcinaia, property of one of the most famous florentine noble families, the counts Capponi, the Villa in the centre of the 600 acre estate is their summer home since 1524. The farmhouses do all have a breathtaking view over the Chianti Classico …see more

from $124 / night

$868 - $6,839 / week

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from $124 / night

(2) Excellent 

23

Villa rental in Greve in Chianti with swimming pool

Province of Florence / Greve in Chianti

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 129 mi
  • Swimming pool
  • Child friendly
This wonderful recently restored 5BD villa is located in the heart of the Chianti region, just steps away from the town of Greve. The villa traces its origin back to the 1300 and has recently been tastefully renovated and exquisitely furnished. The careful attention …see more

from $637 / night

$4,461 - $6,133 / week

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from $637 / night

(1) Excellent 

22

Vacation castle with golf nearby in Strada in Chianti

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets
Il Castello medievale di Mugnana è in posizione centrale per veloci escursioni verso Firenze e verso le altre mete famose della Toscana. La stanza è stata ricavata su un intero piano della torre, risalente a oltre 1000 ani fa, ma confortevole e dotata del proprio bagno. …see more

from $118 / night

$824 / week

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from $118 / night

(6) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $124 / night

$682 - $1,363 / week

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Responds fast!
avg. 2 hours 52 minutes

from $124 / night

(3) 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 $180 / night

$793 - $1,648 / week

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Responds fast!
avg. 1 hour 31 minutes

from $180 / night

10

Vacation apartment in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
the apartment is situated in the countryside of Greve in Chianti and Panzano in Chianti. It is an independent structure with private parking and a large terrace. Inside you will find a living-room/kitchen with all appliances, bathroom with shower, a double bedroom and a …see more

from $87 / night

$607 / week

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from $87 / night

(2) Excellent 

80

Vacation apartment rental

Greve in Chianti / Panzano in Chianti

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Car not necessary
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 $112 / night

$744 / week

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from $112 / night

(19) Excellent 

104

Panzano in Chianti Vacation farmhouse rental

Greve in Chianti / Panzano in Chianti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 141 mi
  • Swimming pool
  • Child friendly
Our Chianti farm house vacation rental (agriturismo) is a typical example of the traditional old Tuscan farmhouse with the characteristic stone walls, terracotta floors, ceilings with arches and exposed wooden beams, plus a huge kitchen and large cool living rooms.We ar …see more

from $434 / night

$3,036 / week

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Responds fast!
avg. 3 hours 51 minutes

from $434 / night

(1) Excellent 

42

San Polo in Chianti Vacation villa rental

Greve in Chianti / San Polo in Chianti

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Ground floor: large entrance, living room with fireplace, dining room, spacious lounge with fireplace and doble sofa-bed, spacious kitchen, 1 bathroom. First floor: large entrance - living room, 3 double bedrooms (one with baby-cot), 2 twin bedrooms, 2 bathrooms. Situ …see more

from $487 / night

$3,407 / week

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from $487 / night

(2) Excellent 

10

Vacation home in Greve in Chianti

Province of Florence / Greve in Chianti

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets
The Typical rural complex included Accommodation in one of the most beautiful areas of Chianti at about 560 meters above sea level, near Lamole. The House consists of a large kitchen, two bedrooms, study, bathroom (bathtub/shower) feature covered Loggia terrace with gor …see more

from $75 / night

$521 - $911 / week

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from $75 / 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 $267 / night

$1,190 - $2,230 / week

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Responds fast!
avg. 1 hour 31 minutes

from $267 / night

(10) Very Good 

Certificate of Excellence

44

Greve in Chianti Vacation farmhouse rental

Province of Florence / Greve in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 110 mi
  • Swimming pool
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

Certificate of Excellence

from $87 / night

$577 - $936 / week

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from $87 / night

(3) Excellent 

42

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
  • Nearest beach 100 mi
  • Swimming pool
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 $106 / night

$700 - $1,047 / week

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from $106 / night

(1) Excellent 

40

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
  • Nearest beach 110 mi
  • Swimming pool
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 $108 / night

$718 - $1,252 / week

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from $108 / night

(4) Excellent 

17

Vacation b&b rental

Province of Florence / Greve in Chianti

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
We offer a very simple, low cost room to rent in our family house as we want everybody to have the possibility of enjoying this lovely corner of Chianti. Our guests can relax outside in the gardens or up in the olive groves, listen to the birdsong, immerse themselves …see more

from $75 / night

$496 / week

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Responds fast!
avg. 43 minutes

from $75 / night

69

Greve in Chianti Vacation guest house rental

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
Immersed in the nature of Chianti, halfway between Florence and Siena. Our structure is composed by 4 apartments for 3 or 4 people, 1 or 2 bathrooms, living room and kitchen and a double bedroom with bathroom. Each with their own independent access, outdoor area with …see more

from $100 / night

$694 / week

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from $100 / night

(2) Very Good 

11

Vacation b&b with shared pool in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Villa Rosa di Boscorotondo is a small country resort located in the heart of the Chianti area 35 km (20 miles) from Florence, 30 km from Siena, surrounded by vineyards and woods. Greve, Panzano, Castellina and Radda are in 10 minutes driving distance, starting from here …see more

from $112 / night

$781 / week

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from $112 / night

(5) Excellent 

48

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 100 mi
  • Swimming pool
  • Child friendly
Set in the heart of the magical Chianti region, this magnificent 9 BD - 9 BA Villa dates back to the XVII century and is part of the Nozzole wine-estate, where some of Tuscany’s most representative wines are produced. Being just 4 miles away from the picturesque villag …see more

from $1,062 / night

$8,921 - $17,222 / week

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from $1,062 / night

(3) Excellent 

34

Vacation apartment rental

Province of Florence / Greve in Chianti

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Private garden
Are you lovers of Tuscany, nature and good wine? Then immerse yourself in the vineyards and breathtaking landscapes surrounding the 'Giaggiolo del Chianti'! Its history is lost over the centuries: oasis of refreshment of shepherds of past times on Via Vecchia Maremmana. …see more

from $112 / night

$781 / week

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from $112 / night

(2) Excellent 

12

Vacation apartment in Greve in Chianti

Province of Florence / Greve in Chianti

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
Apartment for 2 persons (+1) with garden and private parking, situated to 2 minuteren on foot from famous Piazza g. Matteotti in Greve in Chianti. Recently restructured apartment and completely furnished in a simple, ancient and modern style, there is also satellite te …see more

from $93 / night

$607 / week

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from $93 / 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 $1,160 / night

$8,120 - $10,521 / week

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from $1,160 / night

(4) Excellent 

19

Vacation apartment with swimming 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 has b …see more

from $161 / night

$1,128 - $1,735 / week

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Responds fast!
avg. 1 hour 45 minutes

from $161 / night

25

Poggio alla Croce Vacation barn rental

Greve in Chianti / Poggio alla Croce

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Located on one of the hills of Chianti, this typical restored Tuscan farmhouse overlooking the Arno river valley and enjoys beautiful views of the surrounding hills and the city of Florence. The rural complex is located in a secluded location, but ideal for quick trips …see more

from $62 / night

$496 - $1,078 / week

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from $62 / night

65

Vacation guest house with shared pool in Greve in Chianti

Province of Florence / Greve in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
Immersed in the nature of Chianti, halfway between Florence and Siena. Our structure is composed by 4 apartments for 3 or 4 people, 1 or 2 bathrooms, living room and kitchen and a double bedroom with bathroom. Each with its own independent entrance. Wide open spaces …see more

from $81 / night

$564 / week

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from $81 / night

(1) Excellent 

18

Apartment rental in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The farm produces fruits and vegetables oil with organic method, located along the Valley of the river Greve, surrounded by Woods but close to the village, in the center of the Chianti and in less than an hour from Florence and Siena. Ideal for visiting all the art citi …see more

from $100 / night

$694 / week

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from $100 / night

25

Vacation villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 135 mi
  • Swimming pool
  • Child friendly
Casa Amaranta, located between vineyards and olive groves, has a gorgeous view on the surrounding hills. The villa is walking distance (just 10 minutes) from the town of Greve in Chianti that can offer all facilities (restaurants, shopping, grocery, banks, church, bus s …see more

from $192 / night

$1,338 - $2,714 / week

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from $192 / 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 $531 / night

$3,717 - $3,965 / week

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Responds fast!
avg. 3 hours 49 minutes

from $531 / night

(3) Very Good 

20

Apartment rental in Montefioralle with shared pool

Greve in Chianti / Montefioralle

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. Pozzo apartment has a large kitchen (all appliances), sitting room and dining area in an open floorplan. On the ground floor is a twin bedde …see more

from $124 / night

$868 - $4,337 / week

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from $124 / night

18

Apartment rental in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The farm produces fruits and vegetables oil with organic method, located along the Valley of the river Greve, surrounded by Woods but close to the village, in the center of the Chianti and in less than an hour from Florence and Siena. Ideal for visiting all the art citi …see more

from $106 / night

$632 - $892 / week

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from $106 / 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 importance, …see more

from $267 / night

$1,865 - $4,291 / week

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from $267 / night

(11) Excellent 

85

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 room or …see more

from $471 / night

$2,602 - $4,956 / week

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Responds fast!
avg. 2 hours 52 minutes

from $471 / 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
Casa Verdiana is a wonderful villa with pool in Tuscany, located on the verdant hills of the Chianti countryside. The villa has gorgeous views of the surrounding hills covered with vineyards and olive groves. Conveniently located just 10 minutes walking from the medie …see more

from $239 / night

$1,673 - $3,562 / week

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from $239 / night

68

San Polo in Chianti Vacation villa rental

Greve in Chianti / San Polo in Chianti

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
"Castello Pandolfini" is a wonderful charming villa with tower, located in the famous countryside of Chianti Classico, just a short distance from Florence. This 16th century historic mansion has belonged to many illustrious Florentine families over the centuries, and i …see more

from $1,611 / night

$11,275 - $19,384 / week

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from $1,611 / night

(2) Very Good 

33

Vacation barn in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 120 mi
  • Child friendly
  • Car not necessary
The Podere la Casa is a small family farm with panoramic views over vineyards, olive groves and woods.i. The proximity to the village makes it ideal for those seeking the convenience of shops and services without sacrificing the quiet of the country. A wide paved stone …see more

from $56 / night

$372 - $781 / week

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from $56 / night

30

Vacation home with shared pool in Poggio alla Croce

Greve in Chianti / Poggio alla Croce

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 100 mi
  • Swimming pool
Typical Tuscan country house, recently restored, situated on one of the Chianti hills dominating the valley of the river Arno: full scale and relaxing view especially on the green surrounding hills and on the heart of the city of Florence. The apartments of the rural co …see more

from $60 / night

$434 - $1,053 / week

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from $60 / night

(1) Excellent 

25

Panzano Vacation apartment rental

Greve in Chianti / Panzano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
La “Terrazza del Chianti" è situata a Panzano, nel cuore del Chianti, a meno di un ora da Firenze e Siena . Ideale per visitare tutte le città d'arte della Toscana , ma anche per una vacanza di relax circondati solo dalla pace e dalla tranquillità. Il nostro appartament …see more

from $98 / night

$686 / week

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from $98 / night