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

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San Polo in Chianti
69 properties
Panzano in Chianti
43 properties
Strada in Chianti
24 properties
Lucolena
22 properties
Poggio alla Croce
18 properties
Montefioralle
14 properties
Casole
10 properties

Greve in Chianti

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434 Vacation rentals

(1) 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
  • Swimming pool
  • Child friendly
  • Air conditioning
This wonderful recently restored 5BDR 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 atte …see more

from $603 / night

$4222 - $5805 / week

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from $603 / 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 $592 / night

$2959 / week

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from $592 / 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 $107 / night

$746 / week

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from $107 / 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 $450 / night

$2486 - $4734 / week

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Responds fast!
avg. 3 hours 10 minutes

from $450 / night

(18) Very Good 

19

Vacation apartment in Poggio alla Croce

Greve in Chianti / Poggio alla Croce

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Ask about pets
Apartments Il Castagno is a family-run holiday houses rentals s in the central part of Toscana near to Firenze on one of the most beautiful hills of Chianti in the quiet and beautiful village of Poggio alla Croce (a few km from Greve). Danilo Becattini, the owner, symp …see more

from $101 / night

$545 - $580 / week

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from $101 / 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 $112 / night

$780 / week

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from $112 / night

13

Vacation apartment in Lucolena

Greve in Chianti / Lucolena

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
Apartment furnished in rustic Tuscan style, with large traditional fireplace and kitchen complete with oven and sink. Split over two levels with kitchen and living area on the ground floor, and bedrooms and bathroom upstairs. The apartment has two entrances, one of whic …see more

from $95 / night

$604 / week

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from $95 / night

(2) 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 $172 / night

$758 - $1575 / week

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Responds fast!
avg. 3 hours 42 minutes

from $172 / night

(3) 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 $170 / night

$1125 - $1219 / week

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from $170 / 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 $83 / night

$580 / week

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from $83 / night

(5) Excellent 

27

Vacation b&b in Greve in Chianti

Province of Florence / Greve in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
"The sky bio" is the smallest bed and breakfast accommodation in the Chianti ... You will be the only guests in this little piece of paradise! Away from traffic, noise and artificial light pollution, B&B Heaven is located against a background of magical woods, streams a …see more

from $95 / night

$647 / week

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from $95 / night

(2) Very Good 

74

Greve in Chianti Vacation guest house rental

Province of Florence / Greve in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • 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 its own independent entrance. Wide open spaces …see more

from $107 / night

$746 / week

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from $107 / night

(1) Excellent 

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 $59 / night

$411 - $739 / week

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from $59 / night

(1) Very Good 

10

B&b rental in Greve in Chianti with shared pool

Province of Florence / Greve in Chianti

16 2 2 nights min

  • 16 bedrooms
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
The farm is located in the heart of the Chianti region, just 20 km away. from Florence and 40 km. from Siena. The swimming pool, surrounded by olive trees and sun-kissed, is the ideal place to relax completely. The day ends in the romantic atmosphere of old-style room …see more

from $115 / night

$805 / week

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from $115 / night

(5) Very Good 

20

Vacation villa in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Casa al Monte can accommodate up to 14 people and can be divided into two apartments for 6-8 persons each. (Apartment "Chakyra" 8 people, apartment "Katy" by 6 people), all bedrooms have air conditioning. The villa is fully fenced and independent, free wi-fi. In t …see more

from $533 / night

$2959 - $4557 / week

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Responds fast!
avg. 2 hours 3 minutes

from $533 / 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 $107 / night

$746 / week

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from $107 / 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 $85 / night

$317 - $739 / week

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Responds fast!
avg. 3 hours 42 minutes

from $85 / night

(3) Excellent 

33

Greve in Chianti Vacation farmhouse rental

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 $143 / night

$946 - $1669 / week

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from $143 / night

(4) 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 holding …see more

from $829 / night

$7338 - $13256 / week

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from $829 / night

(9) Very Good 

Certificate of Excellence

36

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
  • 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

Certificate of Excellence

from $83 / night

$546 - $886 / week

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from $83 / 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 $101 / night

$604 - $853 / week

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Responds fast!
avg. 1 hour 40 minutes

from $101 / night

31

San Polo in Chianti Vacation villa accommodation

Greve in Chianti / San Polo in Chianti

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa of 300 sqm with swimming pool (6x12 m) situated on the Chianti hills, 16 km from Florence. The house is located in a panoramic position and can accommodate up to 12 people. The village has a small supermarket, pharmacy, restaurant, wine bar and bus to Florence. De …see more

from $335 / night

$2344 - $4439 / week

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from $335 / night

(4) Excellent 

33

Villa rental in San Polo in Chianti with swimming pool

Greve in Chianti / San Polo in Chianti

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Just 10 minutes from Strada in Chianti, typical Tuscan stone villa, recently renovated with attention to detail. Large fully equipped kitchen, with dining table. Adjacent to the kitchen a second dining room and living room, the spaces are surrounded by large windows tha …see more

from $470 / night

$2229 - $3237 / week

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from $470 / night

19

Vacation apartment with shared pool in Poggio alla Croce

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • 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 $72 / night

$533 - $1066 / week

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from $72 / 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 $143 / night

$521 - $983 / week

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Responds fast!
avg. 3 hours 42 minutes

from $143 / 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 $220 / night

$1534 - $3627 / week

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from $220 / 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 $118 / night

$821 - $5043 / week

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from $118 / night

(1) Excellent 

42

San Polo in Chianti Vacation villa rental

Greve in Chianti / San Polo in Chianti

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $261 / night

$1823 - $3255 / week

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from $261 / 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 $94 / night

$655 / week

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from $94 / night

(5) Excellent 

20

Vacation villa in Greve in Chianti

Province of Florence / Greve in Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
There's a place in Chianti where you can have the privilege of rediscovering the past.This is a place where taste, aesthetics and art enhance your quality of lifeThe country house is located in the heart of the Chianti region among cypress hills, vineyards and olive-t …see more

from $205 / night

$1433 - $1646 / week

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Responds fast!
avg. 3 hours 42 minutes

from $205 / night

(13) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $89 / night

$622 / week

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Responds fast!
avg. 2 hours 35 minutes

from $89 / 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 $237 / night

$1657 - $10841 / week

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from $237 / 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 $255 / night

$1137 - $2131 / week

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Responds fast!
avg. 3 hours 42 minutes

from $255 / 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 $131 / night

$527 - $1060 / week

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Responds fast!
avg. 3 hours 42 minutes

from $131 / 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 $143 / night

$888 / week

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Responds fast!
avg. 3 hours 23 minutes

from $143 / night

66

Vacation apartment in Panzano

Greve in Chianti / Panzano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden
an apartment in an old farmhouse completely restored. Located in the center of the village of Panzano in Chianti, in the heart of Chianti Classico. It is far only 30 kilometers from Florence and Siena, very close to all castles and villas of the Chianti Classico. Panza …see more

from $106 / night

$704 - $880 / week

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from $106 / 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 strength - the …see more

from $143 / night

$995 / week

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from $143 / 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 $89 / night

$580 / week

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from $89 / 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 $227 / night

$1584 - $3372 / week

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from $227 / night

17

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 $60 / night

$533 - $1066 / week

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from $60 / night