50 Best Vacation Rentals in Montaione - Holiday Lettings - Cabins

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Alberi
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18 properties
Castelfalfi
17 properties
Santo Stefano
11 properties
Collegalli
5 properties
Sughera
5 properties

Montaione

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5,678 Vacation rentals

(1) Excellent 

29

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
One bedroom apartment of 45sqm with private terrace. Living room with kitchen corner and double sofa bed, double bedroom, bathroom with shower. Sat-Tv, Internet wi-fi connectionThis beautiful holiday accommodation in Chianti is located near the medieval village of Monta …see more

from $130 / night

$401 - $943 / week

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from $130 / 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 $112 / night

$683 - $1,235 / week

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from $112 / night

27

Vacation apartment with shared pool in Alberi

Montaione / Alberi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • 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 $200 / night

$647 - $1,518 / week

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Responds fast!
avg. 3 hours 19 minutes

from $200 / night

(2) Excellent 

14

Apartment rental in Alberi with shared pool

Montaione / Alberi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Suitable for children age 5+
1 double bedroom + 1 bedroom with 2 single beds or double bed (of your choice). Also an additional single bed can be added. 1 bathroom with shower and bathtub, large livingroom and well-equipped kitchen with beautiful fireplace, great in autumn. The apartment has also …see more

from $116 / night

$812 / week

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from $116 / 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 $112 / night

$707 - $1,354 / week

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from $112 / night

10

Vacation apartment rental

Province of Florence / Montaione

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Casavacanze Montericco si trova nella campagna Toscana a Montaione(FI) ed è il punto di partenza ideale per visitare Firenze, Pisa e Siena. La struttura ha 1 appartamento grande (8 posti)composto da: 4 camere, 2 bagni e una cucina All'esterno c'è un ampio giardino, i …see more

from $142 / night

$708 / week

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from $142 / night

36

Apartment rental in Santo Stefano

Montaione / Santo Stefano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • 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 $83 / night

$494 - $1,000 / week

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from $83 / night

7

Vacation home with shared pool in Montaione

Province of Florence / Montaione

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
CASAVACANZE MONTERICCO IS IN TUSCANY MONTAIONE (FI). FLAT 2 + 2 PLACES CONSISTS OF: 1 DOUBLE, 1 BATHROOM AND KITCHEN AND SOFA BED 1 X2. LARGE GARDEN, BARBECUE, POOL AND PRIVATE PARKING. IDEAL STARTING POINT TO VISIT Florence, Siena and Pisa. THE THERMAL CENTER OF GAMBAS …see more

from $177 / night

$412 / week

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from $177 / 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 $101 / night

$584 - $973 / week

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from $101 / night

(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 $100 / night

$583 - $1,030 / week

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from $100 / night

(1) Excellent 

85

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 $96 / night

$578 / week

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Responds fast!
avg. 2 hours 49 minutes

from $96 / 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

$506 - $1,030 / week

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from $94 / night

12

Montaione Vacation apartment rental

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Private garden
Fully furnished and equipped house. Approximately 55 m2. Beds 4 . Lounge with dining room, table and fireplace. Cooking area with equipped kitchen. Double bedroom. Room with two single beds. Bathroom with shower box, bidet, wc and wash basin. Outdoor area featuring a t …see more

from $106 / night

$672 - $1,120 / week

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from $106 / 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 $118 / night

$447 - $1,047 / week

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Responds fast!
avg. 3 hours 19 minutes

from $118 / night

13

Collegalli Vacation apartment rental

Montaione / Collegalli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The good rest is a cosy holiday house immersed in the enchanting scenery of the harmonious Tuscany countryside. Our House, a farm that grows in an area of about 100 hectares, lies in the harmonious scenery of the Tuscan countryside, where green hills occur degrading to …see more

from $106 / night

$824 - $1,282 / week

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from $106 / night

(5) 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 $83 / night

$578 / week

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Responds fast!
avg. 3 hours 12 minutes

from $83 / 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

$659 / week

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from $94 / night

46

Vacation villa in San Vivaldo

Montaione / San Vivaldo

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Pet friendly
Pian of the oaks is an eighty-hectare estate consisting of cherry orchards and nuts and for the most part by woods wild chestnut. The environment is an extraordinary refuge for deer, wild boar and many other wild animals, and for a variety of native tree species. This u …see more

from $448 / night

$3,136 - $3,961 / week

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from $448 / 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 $354 / night

$1,650 / week

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from $354 / 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 ground floor in the old historic farmhouse; It renovated and furnished in every detail reflecting the Tuscan tradition. It consists of kitchen-living room, bedroom and bathroom with shower. Surrounded by a beautiful garden has a veranda where you can eat or re …see more

from $53 / night

$372 / week

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Responds fast!
avg. 47 minutes

from $53 / 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 $82 / night

$565 - $943 / week

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from $82 / 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 $89 / night

$530 - $1,153 / week

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from $89 / night

(10) 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 $389 / night

$2,706 - $3,764 / week

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from $389 / night

18

Vacation home with shared pool in Montaione

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child 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 $153 / night

$1,059 - $1,706 / week

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from $153 / night

(1) Excellent 

42

Santo Stefano Vacation villa rental

Montaione / Santo Stefano

17 29 7 nights min

  • 17 bedrooms
  • Sleeps 29
  • 7 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
!!!EARLY BOOKING DISCOUNT!!! FOR STAYS IN HSS1 & HS (2018): 10% discount for bookings confirmed within 45 days before the arrival date. FOR STAYS IN MS and HSS Seasons (2018): 15% discount for bookings confirmed within 30 days before the arrival date. FOR STAYS IN LS a …see more

from $1,068 / night

$7,474 - $12,082 / week

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from $1,068 / 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 $152 / night

$1,000 - $1,647 / week

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from $152 / night

(4) Excellent 

59

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 $142 / night

$991 - $2,594 / week

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from $142 / 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 $118 / night

$706 / week

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from $118 / 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 $73 / night

$395 - $637 / week

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from $73 / 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 $102 / night

$708 / week

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from $102 / 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 $139 / night

$883 - $1,412 / week

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from $139 / night

(3) Excellent 

22

Vacation apartment rental

Province of Florence / Montaione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 53 mi
  • Swimming pool
  • Child friendly
In via Matteotti in Montaione is the Villa Bonsignori that for old montaionesi still is the "Via della Villa". The villa we see today dates from the seventeenth century and is on two levels. It was restored in 2015 retaining the charm and the original integrity. Many ro …see more

from $110 / night

$766 / week

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from $110 / 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 $530 / night

$3,470 - $4,587 / week

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from $530 / 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 $213 / night

$684 - $1,592 / week

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from $213 / 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. Outdoor area fea …see more

from $95 / night

$531 - $849 / week

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from $95 / night

17

Vacation farmhouse 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
The La Valle complex is comprised of seven comfortable apartments situated just a kilometre from the town of Montaione and roughly 45 kilometres from Florence. Each apartment has its own private and furnished outdoor area, perfect for dining alfresco. The complex has …see more

from $137 / night

$956 - $1,354 / week

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from $137 / 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 $266 / night

$1,710 - $2,299 / week

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from $266 / night

19

Montaione Vacation villa rental

Province of Florence / Montaione

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 90 mi
  • Child friendly
  • Pet friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere. Whether you are lazing by the pool or strolling in the olive grove …see more

from $372 / night

$2,588 - $4,705 / week

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from $372 / night

(1) Excellent 

7

Casicello Vacation townhouse rental

Montaione / Casicello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
Casa Vacanze Antica Pietra is a beautiful property in the green Tuscan hills. Our vacation home is in the small medieval village of Casicello, few kilometers from the most beautiful cities of Tuscany of art and culture , such as Montaione, Volterra, San Gimignano , Cer …see more

from $82 / night

$570 / week

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from $82 / night

38

Vacation villa with swimming pool in Montaione

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely villa in Chianti is located in Iano, a peaceful, little hamlet near Volterra and San Gimignano (at 20 km), right in the heart of Tuscany. The area has a picturesque landscape, full of fine views, with the typical colours of the Tuscan countryside. Recently r …see more

from $613 / night

$1,825 - $3,827 / week

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Responds fast!
avg. 2 hours 41 minutes

from $613 / night