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

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9,149 Vacation rentals

(12) 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
For weddings, please find the conditions at the bottom of this page... 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, …see more

from $788 / night

$7,141 - $13,489 / week

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from $788 / night

31

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 $108 / night

$476 - $953 / week

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from $108 / night

(4) Excellent 

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 $114 / night

$794 - $3,968 / week

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from $114 / night

(5) Excellent 

48

Vacation villa in Greve in Chianti

Province of Florence / Greve in Chianti

9 20 1 night min

  • 9 bedrooms
  • sleeps 20
  • 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 $972 / night

$7,368 - $15,756 / week

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from $972 / night

(5) 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 $68 / night

$454 / week

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from $68 / 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 $567 / night

$3,401 / week

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from $567 / 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 $148 / night

$1,032 / week

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Responds fast!
avg. 1 hour 47 minutes

from $148 / night

(12) 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 $454 / night

$2,383 - $4,538 / week

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Responds fast!
avg. 1 hour 39 minutes

from $454 / 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 $114 / night

$794 - $6,257 / week

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from $114 / 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 $165 / night

$726 - $1,508 / week

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from $165 / night

(3) Very Good 

19

Apartment rental in San Polo in Chianti with shared pool

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 $170 / night

$777 - $1,757 / week

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from $170 / night

34

Greve in Chianti Vacation cottage rental

Province of Florence / Greve in Chianti

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This is the listing for La Chiesetta Cottage at La Vecchia Greve of the owners.You will find this house for rent through agencies also but this is the listings of the owners and so price is cheaper than the other listings. Originally it was the Church of the hamlet and …see more

from $131 / night

$1,224 - $1,564 / week

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Responds fast!
avg. 2 hours 33 minutes

from $131 / night

(15) Excellent 

70

Vacation home in Lucolena

Greve in Chianti / Lucolena

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Montena is an authentic stone farmhouse on the top of a hill,facing a marvelous view of the Valdarno valley and the Appennini and over the olive groves and the vineyards from wich one of the best Tuscany wines is produced the famous "Chianti Classico".It is 13 km from G …see more

from $180 / night

$1,256 - $3,105 / week

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Responds fast!
avg. 1 hour 44 minutes

from $180 / night

(1) Excellent 

38

Apartment rental in Greve in Chianti with shared pool

Province of Florence / Greve in Chianti

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
La Ruota apt is part of a Hamlet made of 8 apt.s each with a private patio. The apt.s share a wide garden with swimming-pool and great views .This apt. has a double bedroom with fan,bathroom with shower,living-room with kitchen corner. La Vecchia Greve" is the oldest …see more

from $74 / night

$516 / week

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Responds fast!
avg. 2 hours 33 minutes

from $74 / night

(2) Very Good 

12

Vacation farmhouse with shared pool in Greve in Chianti

Province of Florence / Greve in Chianti

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Pian del gallo is located in a small valley, in the vicinity of Greve in Chianti, known as the Valley of the butterflies that breed in hundreds, in spring with the climate. Pian del gallo is a country farmhouse, finely restored in Tuscan tradition of tourist reception. …see more

from $148 / night

$964 / week

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from $148 / night

28

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Large apartment of 90sq.m for max 9 people: On ground floor: living room with fire place, kitchen corner (fridge with freezer, 4 gas fire, oven, washing machine) 3 double bedrooms, 1 double with extra beds, 2 bathrooms with shower. Private furnished terrace. This holid …see more

from $171 / night

$806 - $1,645 / week

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from $171 / night

(9) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $136 / night

$906 - $1,519 / week

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from $136 / night

26

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment for 8 people of 80 sqm on two floors (ground + upper) composed of living room with fireplace, kitchenette (complete with an oven and a dishwasher), 4 double bedrooms (one with an extra bed for a child), and 2 bathrooms with shower. Wooden beam ceilings and ant …see more

from $182 / night

$839 - $1,667 / week

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from $182 / 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 $583 / night

$4,081 - $5,610 / week

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from $583 / night

69

Greve in Chianti Vacation guest house rental

Province of Florence / Greve in Chianti

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • 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 $102 / night

$714 / week

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from $102 / night

(3) Excellent 

13

Vacation apartment rental

Province of Florence / Greve in Chianti

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Child friendly
The apartment is located in Greve in Chianti, Piazza Matteotti, 26, on the first floor of a 15th century building. Plus there is a spectacular 40 s/m2 terrace overlooking the Square. The apartment has a spacious entrance, a large kitchen/dining area with 2 refrigerators …see more

from $148 / night

$1,032 / week

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from $148 / night

65

Vacation guest house with shared pool in Greve in Chianti

Province of Florence / Greve in Chianti

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • 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 $85 / night

$595 / week

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from $85 / night

(2) 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 $99 / night

$657 - $1,134 / week

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from $99 / night

(8) Very Good 

39

Villa rental in San Polo in Chianti with swimming pool

Greve in Chianti / San Polo in Chianti

6 11 5 nights min

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

from $567 / night

$3,174 - $4,166 / week

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from $567 / night

(5) Excellent 

52

Villa rental in Strada in Chianti with golf nearby

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
Villa Torre Alberghieri is a property dated back to the 19th century, in neoclassic style, located in the heart of the Chianti area, only 12 km far from Florence. This elegantly decorated villa of 525 m2 with stunning country views is perfectly positioned for those seek …see more

from $431 / night

$3,015 / week

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Responds fast!
avg. 2 hours 13 minutes

from $431 / night

29

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 $204 / night

$964 - $1,984 / week

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from $204 / night

(1) Excellent 

42

San Polo in Chianti Vacation villa rental

Greve in Chianti / San Polo in Chianti

5 12 4 nights min

  • 5 bedrooms
  • sleeps 12
  • 4 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 $340 / night

$2,381 / week

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from $340 / night

(1) Very Good 

27

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 $74 / night

$301 - $715 / week

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from $74 / night

(1) Excellent 

18

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
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Rossa is a beautiful indipendent Villa, suitable for 6 person, located in Greve in Chianti within walking distance from all facilities (restaurants, shopping, grocery, banks, church, bus stop etc.). It has an ideal position, between vineyards and olive groves, a …see more

from $355 / night

$2,483 / week

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from $355 / night

(1) Very Good 

22

Vacation apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
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 $108 / night

$459 - $941 / week

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from $108 / 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 $91 / night

$635 / week

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from $91 / night

22

Vacation apartment rental

Greve in Chianti / San Polo in Chianti

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • 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 $187 / night

$817 - $1,871 / week

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from $187 / 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 $102 / night

$794 - $1,984 / week

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from $102 / night

(1) Excellent 

24

Strada in Chianti Vacation home rental

Greve in Chianti / Strada in Chianti

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 100 mi
  • Child friendly
  • Private garden
Our cool cottage caressed by the sunshine and immersed in the quiet of a beautiful private park, rich Italian of different trees, flowers and aromas, is perfect for a comfortable stay in total relaxation for 2 persons (+2). It's a suite in a sunny hillside position, wi …see more

from $80 / night

$556 / week

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Responds fast!
avg. 2 hours 34 minutes

from $80 / night

(10) Very Good 

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

from $80 / night

$527 - $833 / week

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from $80 / night

15

Vacation farmhouse with swimming pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

5 18 min stay varies

  • 5 bedrooms
  • sleeps 18
  • min stay varies
  • Swimming pool
  • Child friendly
Ancient farmhouse which has been recently restored preserving its original architectural features and its ancient materials such as the charming terracotta-tiled floors. This property comprising 3 welcoming units (connected via an internal staircase) that are rented tog …see more

from $260 / night

$1,814 - $4,194 / week

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Responds fast!
avg. 3 hours 57 minutes

from $260 / 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 $108 / night

$748 - $1,224 / week

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from $108 / night

28

Vacation farmhouse 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
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 …see more

from $127 / night

$897 - $1,886 / week

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Responds fast!
avg. 3 hours 57 minutes

from $127 / night

(6) Excellent 

37

Greve in Chianti Vacation villa rental

Province of Florence / Greve in Chianti

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 107 mi
  • Swimming pool
  • Child friendly
Located on the picturesque hills of Chianti, just few minutes from the centre of Florence, is the ideal accommodation for those visiting Florence and the Tuscan cities of art. Enjoy the best of both worlds: an oasis of peace, immersed in the magic Tuscan countryside whe …see more

from $284 / night

$1,984 - $5,158 / week

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from $284 / night

(1) Excellent 

37

Vacation villa rental

Province of Florence / Greve in Chianti

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Suitable for 6/7 people.This is the listing for Casa Turchesa of the owners.You will find this house for rent through agencies also but this is the listings of the owners and so price is cheaper than the other listings. It is situated in the nearness of the historical s …see more

from $131 / night

$1,236 - $2,381 / week

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Responds fast!
avg. 2 hours 33 minutes

from $131 / night