50 Best Vacation Rentals in Montaione - Holiday Lettings - Cabins

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Montaione

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519 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 $93 / night

$500 - $836 / week

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from $93 / 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 $71 / night

$369 - $556 / week

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from $71 / 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 $141 / night

$983 - $2574 / week

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from $141 / 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 $106 / night

$615 - $995 / week

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from $106 / 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 $82 / night

$574 / week

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Responds fast!
avg. 1 hour 48 minutes

from $82 / 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 $94 / night

$562 - $1030 / week

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from $94 / 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 $94 / night

$503 - $843 / week

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from $94 / 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 $70 / night

$484 - $606 / week

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from $70 / night

(1) Good 

25

Apartment rental in Montaione with shared pool

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • 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 $96 / night

$465 - $825 / week

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Responds fast!
avg. 2 hours 50 minutes

from $96 / 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 $117 / night

$445 - $1041 / week

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Responds fast!
avg. 2 hours 50 minutes

from $117 / 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 $128 / night

$755 - $1335 / week

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from $128 / 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 $101 / night

$632 - $1147 / week

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from $101 / 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 $349 / night

$1624 / week

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from $349 / night

41

Vacation villa with swimming pool in Santo Stefano

Montaione / Santo Stefano

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2017): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2017): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN LS a …see more

from $1145 / night

$8013 - $13100 / week

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from $1145 / night

(4) Very Good 

25

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
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 $103 / night

$592 - $871 / week

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Responds fast!
avg. 3 hours 38 minutes

from $103 / night

(1) Excellent 

79

Vacation apartment in Montaione

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 73 mi
  • Child friendly
  • Pet friendly
Borgo La Casaccia, renovated 01/2011, born from a medieval village, It is composed of 12 apartments which retain the original architecture of the 17th century, with the ceiling consists of wooden beams and florentine terra-cotta floors. All apartments are equipped with …see more

from $95 / night

$574 - $1298 / week

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Responds fast!
avg. 32 minutes

from $95 / 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 $410 / night

$2632 - $4562 / week

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from $410 / night

25

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
Torretta 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 $94 / night

$503 - $796 / week

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from $94 / 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 $661 / night

$4625 - $13061 / week

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from $661 / night

42

Vacation villa rental

Montaione / Santo Stefano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2017): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2017): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN LS a …see more

from $936 / night

$6550 - $10995 / week

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from $936 / night

7

Casicello Vacation townhouse rental

Montaione / Casicello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Casa Vacanze Antica Pietra is a beautiful property in the green Tuscan hills. Our vacation home is in the small medieval village of Casicello, a few kilometers from the most beautiful cities of Tuscany of art and culture, such as San Gimignano, Volterra, San Gimignano, …see more

from $71 / night

$749 / week

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from $71 / 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 $47 / night

$326 / week

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Responds fast!
avg. 49 minutes

from $47 / 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 $205 / night

$1404 - $2281 / week

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from $205 / 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 $101 / night

$705 / week

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from $101 / 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 $467 / night

$3264 - $5790 / week

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from $467 / 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 $93 / night

$465 - $761 / week

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Responds fast!
avg. 2 hours 50 minutes

from $93 / night

31

Vacation apartment in Santo Stefano

Montaione / Santo Stefano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • 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 $76 / night

$442 - $848 / week

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from $76 / night

29

Vacation finca in Montaione

Province of Florence / Montaione

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask about children
  • Pet friendly
  • Private garden
Der Bauernhof auf einer Privatstrasse ist Vallibonci erreichbar. Es gibt nur eine Ferienwohung, denn im anderen Teil des Bauernhauses aus dem 15. Jahrhundert wohnen die Besitzer. Der Bauernhof wird von Pinien, Zypressen und Olivenbaeumen umgeben, Rebbergen. Der ideale O …see more

from $64 / night

$465 / week

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from $64 / night

(2) Excellent 

13

Vacation apartment rental

Montaione / Alberi

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • 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. For all its characteristics, The Lebbio is the perfect place for a quiet and relaxing stay. …see more

from $164 / night

$1053 - $2515 / week

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from $164 / night

21

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
Casale Bianchi is a luxury property with private swimming pool in the heart of the picturesque Tuscan countryside, a few kilometres from Montaione, between the well-known historical towns of Florence, Pisa and Siena. The house is one of several prestigious properties on …see more

from $1521 / night

$10644 - $16259 / week

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from $1521 / 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 $384 / night

$2670 - $3657 / week

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from $384 / 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 $708 / night

$4952 - $6066 / week

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from $708 / 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 $137 / night

$871 - $1393 / week

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from $137 / 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 $189 / night

$1322 - $1638 / week

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from $189 / night

(2) Excellent 

66

Vacation farmhouse accommodation

Province of Florence / Montaione

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 88 mi
  • Swimming pool
  • Child friendly
Apartment Maria can comfortably accommodate 6 people. The apartment is accessed via steps adjacent to the old wood-burning oven, which lead up to the covered veranda. The living room (50m²) has comfortable sofas and satellite TV and opens onto a large kitchen (fully equ …see more

from $134 / night

$934 - $1216 / week

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from $134 / 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 $151 / night

$995 - $1638 / week

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from $151 / 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 $94 / night

$655 / week

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from $94 / night

(1) Excellent 

12

Vacation apartment in Alberi

Montaione / Alberi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The Lebbio 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. For all its characteristics, The Lebbio is the perfect place for a quiet and relaxing stay. Everythin …see more

from $117 / night

$702 - $1755 / week

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from $117 / night

5

Santo Stefano Vacation apartment rental

Montaione / Santo Stefano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
The position of Vignola is highly panoramic, and enjoys an elevated hillside position. The view is 360° and takes in a panorama that stretches literally for miles, across the estate of Santo Stefano to the neighbouring towns and villages. All apartments are deco …see more

from $177 / night

$1234 / week

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from $177 / night

(2) Excellent 

17

Vacation apartment rental

Province of Florence / Montaione

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Le Case di San Vivaldo is situated in the countryside of Tuscany Region. Is 40 km away from Florence, 42 km from Siena, 45 km from Pisa and 17 km from San Gimignano. The houses for rent are equipped with all amenities (kitchen with dishwasher, private bathroom, TV). We …see more

from $141 / night

$878 - $948 / week

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from $141 / night