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

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San Polo in Chianti
56 properties
Panzano in Chianti
41 properties
Strada in Chianti
24 properties
Lucolena
21 properties
Poggio alla Croce
15 properties
Montefioralle
9 properties
Casole
5 properties

Greve in Chianti

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382 Vacation rentals

(5) Excellent 

69

Greve in Chianti / Lucolena

4 8 Min stay varies

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

from $250 / night

$1736 - $3255 / week

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from $250 / 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 $543 / night

$2712 / week

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from $543 / 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 $234 / night

$1042 - $1953 / week

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from $234 / night

(3) Excellent 

52

Greve in Chianti / Strada in Chianti

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

from $348 / night

$2430 / week

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from $348 / night

(2) Excellent 

33

Villa rental in San Polo in Chianti with swimming pool

Greve in Chianti / San Polo in Chianti

6 11 3 nights min

  • 6 bedrooms
  • Sleeps 11
  • 3 nights min
  • 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 $434 / night

$2062 - $3211 / week

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from $434 / night

42

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

from $239 / night

$1671 - $2984 / week

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from $239 / 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 $131 / night

$814 / week

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from $131 / night

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 $558 / night

$3906 - $5370 / week

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from $558 / night

33

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

from $55 / night

$380 - $684 / week

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from $55 / 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

from $380 / night

$2658 - $2875 / week

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from $380 / night

22

Lucolena Vacation farmhouse rental

Greve in Chianti / Lucolena

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Welcoming accommodation situated in panoramic location on the Tuscan hills, a short distance away from the small town of Greve, in the heart of the Chianti region. This apartment is in a small ancient hamlet of houses and has been recently restored with its original arc …see more

from $80 / night

$472 - $618 / week

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from $80 / 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 $131 / night

$478 - $901 / week

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from $131 / 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

$342 / 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 $156 / night

$689 - $1431 / week

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from $156 / 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 $131 / night

$912 / week

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from $131 / 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 $237 / night

$915 - $1883 / week

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from $237 / night

31

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

from $307 / night

$2148 - $4068 / week

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from $307 / night

13

Greve in Chianti / Panzano in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from $71 / night

$494 / week

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from $71 / 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 front …see more

from $71 / night

$434 / week

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from $71 / night

(3) 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 $185 / night

$1291 / week

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from $185 / night

24

Villa rental in Lucolena with swimming pool

Greve in Chianti / Lucolena

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa with private pool in Chianti, sleeping up to 10 guests. This house is located in the heart of Chianti, a region famous all over the world for its natural beauties, wines and olive oil production. The property is surrounded by farming estates and rolling hills, tu …see more

from $217 / night

$1519 - $3472 / week

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from $217 / 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 $82 / night

$570 / week

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from $82 / night

65

Province of Florence / Greve in Chianti

1 2 Min stay varies

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

from $71 / night

$494 / week

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from $71 / night

(3) Excellent 

63

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 $131 / night

$597 - $1194 / week

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from $131 / 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 $156 / night

$1031 - $1118 / week

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from $156 / night

(4) Excellent 

10

Vacation b&b rental

Province of Florence / Greve in Chianti

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Car not necessary
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 $55 / night

$358 / week

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from $55 / night

(1) Excellent 

25

Greve in Chianti / Panzano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from $86 / night

$600 / week

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from $86 / 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 holding …see more

from $760 / night

$6726 - $11933 / week

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from $760 / night

21

Vacation villa with swimming pool in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
This attractive villa is located in the heart of Chianti, near the village of Panzano. It incorporates a control tower built in the 13th century for its commanding position overlooking the Chianti hill; still today guests can enjoy uninterrupted views on the surroundi …see more

from $309 / night

$2159 - $4057 / week

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from $309 / night

(8) Very Good 

35

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

from $76 / night

$505 - $819 / week

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from $76 / night

14

Vacation farmhouse 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
Beautiful villa dating back to the 13th century, situated in a panoramic spot among the verdant Chianti hills. The villa has been restored respecting the original architecture and divided into 7 comfortable apartments, all furnished in typical Tuscan style, matching t …see more

from $223 / night

$977 - $1899 / week

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from $223 / night

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

from $87 / night

$608 / week

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from $87 / night

17

Panzano in Chianti Vacation farmhouse rental

Greve in Chianti / Panzano in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful stone villa situated in peacefully location in the heart of the Chianti region. The property, which was carefully restored, offers enchanting views over the surrounding vineyards and olive groves. The villa is tastefully furnished with beautiful ancient pieces …see more

from $559 / night

$3255 - $5424 / week

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from $559 / 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

from $87 / night

$593 / week

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from $87 / night

(3) 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 $188 / night

$1313 - $1508 / week

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from $188 / night

(1) Excellent 

22

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets

from $104 / night

$722 / week

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from $104 / night

24

Vacation farmhouse with swimming pool in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

6 9 7 nights min

  • 6 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Pet friendly
  • Private garden
This exquisitely restored farmhouse is situated in one of the most beautiful positions, right in the heart of Chianti Classico. From its secluded position the views are absolutely stunning, with all the windows framing a picture of the lovely Chianti countryside a …see more

from $464 / night

$3244 - $8668 / week

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from $464 / night

18

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

from $93 / night

$554 - $782 / week

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from $93 / night

(3) Excellent 

32

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 $131 / night

$867 - $1530 / week

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from $131 / 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 $98 / night

$760 - $4665 / week

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from $98 / night

1