50 Best Vacation Rentals in Montaione - Holiday Lettings - Cabins

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Alberi
27 properties
Santo Stefano
22 properties
Collegalli
5 properties
Sughera
5 properties

Montaione

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513 Vacation rentals

(4) Excellent 

25

Vacation apartment rental

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Bouganville is a self catering apartment in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get relaxed …see more

from $90 / night

$482 - $807 / week

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from $90 / night

(2) Excellent 

28

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Limonaia is a self catering apartment in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get relaxed in …see more

from $90 / night

$482 - $807 / week

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from $90 / night

(4) Excellent 

37

Vacation apartment in Montaione

Province of Florence / Montaione

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 mi
  • Child friendly
  • Air conditioning
Located in the historical village centre of Montaione (Florence region), the apartment has been restored to a high standard with 2 bedroom, 2 bathroom. It is conveniently located in the main pedestrian street of town surrounded by restaurants, shops, local markets and …see more

from $79 / night

$550 / week

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from $79 / night

(4) Excellent 

67

Vacation farmhouse in Montaione

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Podere Settefrati an Impressive 17th Century Stone farmhouse originally a convent, spacious with many of its original features preserved. Its white washed walls, exposed beams, fireplaces and terracotta floors take you back to a nostalgic and romantic past. Set in …see more

from $135 / night

$942 - $2466 / week

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from $135 / night

(2) Very Good 

16

Montaione Vacation home rental

Province of Florence / Montaione

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Purple House is a House free on three sides in support of a twin structure, which in turn, with other properties, is part of a vacation immersed in the Tuscan countryside and offering a wonderful swimming pool. The House is surrounded by a large private garden, with pan …see more

from $337 / night

$1568 / week

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from $337 / night

(9) Very Good 

18

Vacation apartment with shared pool in Mura,Italy

Montaione / Mura,Italy

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Apartment in ground floor antico casale d'epoca; just renovated and furnished in every detail reflecting Tuscan tradition. It consists of a kitchen-living room, bedroom and bathroom with shower. Surrounded by a nice garden has a veranda where you can eat or relax in the …see more

from $45 / night

$315 / week

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from $45 / night

25

Montaione Vacation villa rental

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
Relax on one of the large private terraces and at sunrise and sunset, when all is calm, you may glimpse the deer, rabbits and pheasants that populate the extensive grounds. Tre Querce is independent, finely restructured and comfortably furnished: everything is at the di …see more

from $181 / night

$1267 - $1569 / week

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from $181 / night

21

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Stalla is a self catering apartment in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get relaxed in t …see more

from $68 / night

$354 - $533 / week

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from $68 / night

(2) Excellent 

24

Vacation villa with tennis court in Collegalli

Montaione / Collegalli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 mi
  • Child friendly
  • Air conditioning
San Paolo di Collegalli: in the middle of the green Tuscany countryside, amidst rolling hills, cypresses and olive trees 50 Km from Florence, 50 Km from Pisa and 50 Km from Siena We offer a villa and an annexed guest house , a private half Olympic pool (25x12,5 m) wit …see more

from $399 / night

$2791 - $3351 / week

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from $399 / night

36

Apartment rental in Santo Stefano

Montaione / Santo Stefano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
Relaxation and comfort characterize this complex in the heart of Toscana, it is made up of a villa in the centre and three groups of independent apartments. They are carefully restored, respecting the environment, so friendly, functional and fully equipped. They have t …see more

from $90 / night

$538 - $987 / week

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from $90 / night

18

Montaione Vacation villa rental

Province of Florence / Montaione

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Chianti traditional villa for rental - Imagine waking up to a 360 degree verdant panorama of rolling hills, extensive vineyards and olive groves, experiencing an utter sense of peace and privacy right in the heart of the Chianti region: this is the setting of La V …see more

from $702 / night

$4914 - $6019 / week

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from $702 / night

(1) Excellent 

24

Vacation villa with swimming pool in Alberi

Montaione / Alberi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villino Santo Stefano is a beautiful private Villa in the Florentine Chianti area. It has been recently restored and it is fully equipped. It overlooks the gently Tuscan rolling hills and it is surrounded by a typical Tuscan landscape: hills, olive trees and vineyards. …see more

from $197 / night

$1345 - $2186 / week

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from $197 / night

25

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Sheltered in the middle of a valley of vineyards and olive groves, from which high quality olive oil and wine is made, these holiday homes in Tuscany are situated in a very quiet area, far from the noises of the towns and surrounded by an uncontaminated countryside. Thi …see more

from $135 / night

$432 - $998 / week

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from $135 / night

18

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Villa Kora has been built on the rests of one of the watch towers put in defence of the town of Volterra and belonging to the Pucci family who has been ruling this area for centuries. Part of the original tower is still visible as it has been carefully preserved during …see more

from $447 / night

$3127 - $5548 / week

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from $447 / night

11

Montaione Vacation farmhouse rental

Province of Florence / Montaione

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Nice complex comprising 5 units quietly located near the small town of Montaione. This property is part of a large farming estate producing wine, olive oil, saffron and “cinta senese” prosciutto and salami (cold cuts from a special Tuscan pig). Rigoletto is ideal for th …see more

from $110 / night

$674 - $954 / week

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from $110 / night

47

Vacation apartment in Santo Stefano

Montaione / Santo Stefano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
Relaxation and comfort characterize this complex in the heart of Toscana, it is made up of a villa in the centre and three groups of independent apartments. They are carefully restored, respecting the environment, so friendly, functional and fully equipped. They have t …see more

from $124 / night

$729 - $1289 / week

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from $124 / night

55

Farmhouse rental in Montaione with shared pool

Province of Florence / Montaione

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Agritourism Le Capanne, immersed in the Tuscany countryside among Florence, Pisa and Siena, offers warm and family hospitality. Without sacrificing modern convenience, it maintains the tradition of the past, between the garden and farmyard animals. In the fa …see more

from $67 / night

$463 - $581 / week

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from $67 / night

(9) Excellent 

48

Villa rental in Collegalli with swimming pool

Montaione / Collegalli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
A beautifully preserved Tuscan villa on the historic Collegalli estate in Montaione, situated on a peaceful hilltop with spectacular views of the countryside. Villa Strozzi offers complete privacy, including a private garden and swimming pool, surrounded by nature and w …see more

from $370 / night

$2578 - $3531 / week

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from $370 / night

38

Apartment rental in Santo Stefano

Montaione / Santo Stefano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
Relaxation and comfort characterize this complex in the heart of Toscana, it is made up of a villa in the centre and three groups of independent apartments. They are carefully restored, respecting the environment, so friendly, functional and fully equipped. They have t …see more

from $97 / night

$606 - $1099 / week

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from $97 / night

14

Montaione Vacation farmhouse rental

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Nice complex comprising 8 units located near the small town of Montaione. This property is part of a large 105-hectare farming estate producing wine, olive oil, saffron and “cinta senese” prosciutto and salami (cold cuts from a special Tuscan pig). Outside guests can en …see more

from $133 / night

$842 - $1347 / week

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from $133 / night

28

Montaione Vacation villa rental

Province of Florence / Montaione

9 17 7 nights min

  • 9 bedrooms
  • Sleeps 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Montaione Luxury villa - Casa Francigena enjoys an enviable location in the heart of the Tuscan countryside. Surrounded by its own vineyards and olive groves, this elegant two-storey villa has a history dating back 1,000 years to its origins as a cloister on the Via Fra …see more

from $775 / night

$5421 - $12961 / week

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from $775 / night

(3) Excellent 

50

Vacation villa in Montaione

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Podere Lacostia is a very attractive villa with private pool set in rolling Tuscan countryside near Florence with a 360 degree spectacular view of a magic countryside. The property has been recently meticulously restored, using only traditional materials, from what was …see more

from $441 / night

$3082 - $5380 / week

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from $441 / night

16

B&b rental in Alberi

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
The Great Oaks is an elegant historic stone with a watchtower of the year one thousand, located in Gambassi Terme in the heart of the golden triangle Florence Pisa Siena on the old Via Francigena. The property is surrounded by a beautiful natural landscape where it seem …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

12

Vacation apartment rental

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The LEBBIO is situated in the heart of Tuscany, on the hills of Chianti, famous for its woods and poplars, grapevines and olive trees, where history has its mark in the little hamlets, stone farmhouses, castles and villas standing near "via francigena".The Lebbio, tucke …see more

from $124 / night

$785 - $1850 / week

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from $124 / night

(2) Very Good 

24

Villa rental in Montaione with shared pool

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Giardino is a self catering indipendent villa in the farmhouse Casa Vacanze Amarrante. It's located in the middle of Tuscany between the borders of the province of Firenze, Siena and Pisa: the perfect location to reach the great art cities with daily trip or just get re …see more

from $101 / night

$589 - $953 / week

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from $101 / night

12

Montaione Vacation apartment rental

Province of Florence / Montaione

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
81 House: 40 sqm apartment with terrace, located in family-run farmhouse, immersed in the Green Tuscan hills. The apartment consists of a large kitchen with living room, bedroom, bathroom and closet. Can indoor parking. The farm is located a few kilometres from the most …see more

from $90 / night

$628 / week

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from $90 / night

(1) Very Good 

24

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Villa Montaione Hills has been recently renovated respecting his traditional Tuscan architecture, characterized by lining on the floor (the famous Tuscan cotto), kitchen in brickwork, soft coloured tiles of the bathrooms and beautiful tapestries. The Villa can comfort …see more

from $393 / night

$2522 - $4371 / week

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from $393 / night

12

Apartment rental in Montaione with shared pool

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
All apartments feature a living area with a kitchen corner and a dining area. All kitchen corner are equipped with gas hob, electric oven, dishwasher, fridge freezer, coffee machine. Double bedrooms can have double or twin beds. Bathrooms feature WC, bidet, washbasin …see more

from $235 / night

$1642 / week

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from $235 / night

13

Apartment accommodation in Sughera with shared pool

Montaione / Sughera

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Ilaria: 70 sqm apartment with terrace, located in family-run farmhouse, immersed in the Green Tuscan hills. The apartment consists of a large kitchen with a living room with a sofa bed and a sofa bed, a bedroom and a bathroom. Can indoor parking. The farm is locat …see more

from $97 / night

$675 / week

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from $97 / night

35

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Three bedroom apartment of 80sqm with private terrace. Living room with kitchen corner and double sofa bed, double bedroom, two bedrooms with twin beds, 2 bathrooms with shower. Tv-sat, Internet wi-fi connectionThis beautiful holiday accommodation in Chianti is located …see more

from $225 / night

$695 - $1513 / week

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from $225 / night

23

Apartment rental in Montaione with shared pool

Province of Florence / Montaione

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This apartment of 100 sqm is situated on the 1st floor of the Villa and consists of a living room with a comfortable sofa bed and two armchairs, a dining area and kitchenette, a bathroom fitted with shower and another fitted with bathtub, a double bedroom and a twin bed …see more

from $112 / night

$779 - $1682 / week

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from $112 / night

8

Montaione Vacation apartment rental

Province of Florence / Montaione

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two-Bedroom Apartment (4 Adults) All apartments feature a living area with a kitchen corner and a dining area. All kitchen corner are equipped with gas hob, electric oven, dishwasher, fridge freezer, coffee machine. Double bedrooms can have double or twin beds. Bath …see more

from $169 / night

$1183 / week

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from $169 / night

17

Farmhouse rental in Montaione with shared pool

Province of Florence / Montaione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Nice complex comprising 8 units located near the small town of Montaione. This property is part of a large 105-hectare farming estate producing wine, olive oil, saffron and “cinta senese” prosciutto and salami (cold cuts from a special Tuscan pig). Outside guests can en …see more

from $145 / night

$954 - $1571 / week

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from $145 / night

12

Vacation apartment in Alberi

Montaione / Alberi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The Lebbio farmhouse is a touristic ensemble composed by several ancient stone made buildings, situated among Tuscany hills, plunged into the silence and shaded by old-age trees Ground Floor 130 sqm Private garden (2,000 sqmt) Private parking Furnished loggia (32 sqmt) …see more

from $163 / night

$1009 - $2455 / week

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from $163 / night

9

Montaione Vacation apartment rental

Province of Florence / Montaione

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Fully furnished and equipped house. Approximately 50 m2 on the first floor. 4 Beds. Large lounge with dining room table divan-bed and fireplace-cooking area with well-equipped kitchen. Double bedroom. Bathroom with box shower, bidet, wc and washbasin. Large outdoor area …see more

from $90 / night

$505 - $807 / week

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from $90 / night

25

Vacation apartment with shared pool in Montaione

Province of Florence / Montaione

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
These holiday homes in Chianti are located near the medieval village of Montaione, right within the heart of the Tuscan triangle created by Florence, Pisa and Siena. Situated on the hills, the apartments enjoy a breathtaking view over the valleys, Val d'Elsa and Val d'E …see more

from $90 / night

$449 - $735 / week

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from $90 / night

(1) Excellent 

14

Vacation farmhouse rental

Montaione / Alberi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Comfortable property made up of 8 apartments and the owner's house. Located in the hills near the town of Montaione, the complex offers tranquility and characteristic views of the Tuscan countryside. Each apartment has its own private, outdoor space equipped with table …see more

from $92 / night

$537 - $897 / week

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from $92 / night

23

Vacation apartment in Montaione

Province of Florence / Montaione

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Suitable for children age 5+
Among the secular Woods of Val d'Elsa extends the estate of Castelfalfi on an area of 1200 hectares and the wonderful landscape turns to loss of eye and reworks the themes of the paintings of the great masters of the Renaissance. The apartments placed in the "Borgo", we …see more

from $113 / night

$673 / week

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from $113 / night

13

Vacation farmhouse in Alberi

Montaione / Alberi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Comfortable property made up of 8 apartments and the owner's house. Located in the hills near the town of Montaione, the complex offers tranquility and characteristic views of the Tuscan countryside. Each apartment has its own private, outdoor space equipped with table …see more

from $125 / night

$639 - $1055 / week

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from $125 / night

18

Vacation home in Montaione

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
Beautiful holiday home in the heart of Tuscany. Ideal for a family vacation or couple. Two bedrooms, two bathrooms, kitchen and living room with fireplace. Patio on the terrace with breathtaking views. Wi Fi is free and available throughout the property. Frame the struc …see more

from $146 / night

$1009 - $1626 / week

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from $146 / night

1