Holiday rentals in Montaione: Villas, Cottages and Apartments

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437 Holiday homes

19

montaione country house -michelangelo - Montaione apartment sleeps 4

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 £69 / night

£345 - £565 / week

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from £69 / night

(1) Excellent 

24

Villa Santo Stefano - Alberi villa sleeps 8

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 £151 / night

£1035 - £1682 / week

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from £151 / night

(1) Very Good 

32

Calanchi Apartment 3 - Montaione apartment sleeps 6

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
I Calanchi Apartments, beautiful holiday complex, composed of 15 apartments situated in the Tuscan countryside. In the beautiful garden there is tables and chairs,one big swimming pool provided with an external shower and one smaller swimming pool for kids, bowls pitch,  …see more

from £33 / night

£230 - £654 / week

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from £33 / night

23

casale iano ginepro - Montaione apartment sleeps 6

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 £86 / night

£600 - £1294 / week

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from £86 / night

38

La Collinella - Santo Stefano apartment sleeps 6

Montaione / Santo Stefano

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 60 km
  • 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 £65 / night

£388 / week

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from £65 / night

(2) Excellent 

14

Magnolia - Alberi apartment sleeps 5

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • 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 £65 / night

£595 / week

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from £65 / night

22

collina Q - Montaione apartment sleeps 8

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 £173 / night

£535 - £1164 / week

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from £173 / night

(3) Excellent 

36

Villa Valentina - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The villa is located right outside the picturesque hamlet of Iano, whose origins date back to the Etruscan times. This is the territory of Montaione which lies on the triangle of the provinces of Pisa, Florence and Siena, ideal starting point to visit S. Gimignano, Volt  …see more

from £155 / night

£1081 - £2578 / week

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from £155 / night

(1) Very Good 

24

Villa Montaione Hills - Montaione villa sleeps 12

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 £302 / night

£1940 - £3363 / week

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from £302 / night

13

Appartamento San Benedetto 11 - Montaione apartment sleeps 6

Province of Florence / Montaione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Borgo San Benedetto is a complex of five villas surrounded by acres of lawns and gardens, located in Montaione, a stunning area of the Florentine hills. This amazing Borgo is composed of 16 gorgeous apartments recently renovated.This spacious and bright apartment, locat  …see more

from £89 / night

£620 - £1091 / week

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from £89 / night

15

Appartamento San Benedetto 8 - Montaione apartment sleeps 4

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Borgo San Benedetto is a complex of five villas surrounded by acres of lawns and gardens, located in Montaione, a stunning area of the Florentine hills. This amazing Borgo is composed of 16 gorgeous apartments recently renovated.The apartment San Benedetto 8, recently r  …see more

from £79 / night

£550 - £1114 / week

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from £79 / night

(1) Excellent 

17

Montaione / Casicello

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 57 km
  • Swimming pool
  • Child friendly

 …see more

from £52 / night

£289 - £1061 / week

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from £52 / night

(2) Excellent 

17

san Paolo di Collegalli - Collegalli villa sleeps 12

Montaione / Collegalli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets
San Paolo di Collegalli: in the middle of the green Tuscany countryside, amidst rolling hills, cypresses and olive trees50 Km from Florence, 50 Km from Pisa and 50 Km from SienaWe offer a villa and an annexed guest house , a private half Olympic pool (25x12,5 m) with p  …see more

from £246 / night

£1716 / week

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from £246 / night

(9) Excellent 

48

Villa Strozzi-Collegalli - Collegalli villa sleeps 10

Montaione / Collegalli

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • 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 £259 / night

£1725 / week

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from £259 / night

47

La Collinella - Santo Stefano apartment sleeps 8

Montaione / Santo Stefano

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 60 km
  • 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 £82 / night

£518 / week

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from £82 / night

21

Villa Lionella near San Gimignano - Tuscany - Mura -Italy villa sleeps 10

Montaione / Mura,Italy

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Five bedrooms and five bathrooms for ten guests, two hundred and twenty squared meters of comfort and elegance, two hectars of private park with swimming pool and hydromassage corner for living a really exclusive Tuscan experience. Villa Lionella is a big independent h  …see more

from £414 / night

£2888 - £3621 / week

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from £414 / night

6

Appartamento San Benedetto 13 - Montaione apartment sleeps 2

Province of Florence / Montaione

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Borgo San Benedetto is a complex of five villas surrounded by acres of lawns and gardens, located in Montaione, a stunning area of the Florentine hills. This amazing Borgo is composed of 16 gorgeous apartments recently renovated.The apartment San Benedetto 13 is a small  …see more

from £57 / night

£393 - £699 / week

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from £57 / night

21

10148 - Cottage Leonardo - Montaione villa sleeps 6

Province of Florence / Montaione

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Cottage Leonardo it is a single house slightly separate from the other cottages and it is equipped for 4+2 people; the total surface is 80 m2 on two floors; it consists of 1 double bedroom, 1 twin bedroom and 2 bathrooms, one with bath-tub and shower and the other with  …see more

from £98 / night

£683 / week

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from £98 / night

27

holiday farmhouse central Tuscany-lungoT - Montaione apartment sleeps 6

Province of Florence / Montaione

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 km
  • 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 £125 / night

£388 - £906 / week

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from £125 / night

8

Borgo la Casa Apartment for 4 people - Montaione apartment sleeps 4

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 £58 / night

£406 - £910 / week

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from £58 / night

100

Clarissa - Montaione villa sleeps 12

Province of Florence / Montaione

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Exterior: The recently renovated Villa Clarissa sits majestically upon a hilltop in a country estate in Tuscany, the dream vacation location. The surrounding views are breathtaking; this holiday home could not be more perfect for a private holiday destination. Perc  …see more

from £598 / night

£4182 - £6725 / week

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from £598 / night

10

Appartamento San Benedetto 2 - Montaione apartment sleeps 4

Province of Florence / Montaione

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Borgo San Benedetto is a complex of five villas surrounded by acres of lawns and gardens, located in Montaione, a stunning area of the Florentine hills. This amazing Borgo is composed of 16 gorgeous apartments recently renovated.The apartment San Benedetto 2 is a fantas  …see more

from £74 / night

£510 - £1013 / week

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from £74 / night

35

Province of Florence / Montaione

24 6 Min stay varies

  • 24 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £57 / night

£440 - £956 / week

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from £57 / night

24

Province of Florence / Montaione

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £121 / night

£613 - £664 / week

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from £121 / night

38

Villa near San Gimignano - Montaione villa sleeps 9

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 £432 / night

£1311 - £2578 / week

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from £432 / night

25

Tre Querce - Montaione villa sleeps 6

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 km
  • 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 £120 / night

£838 - £1207 / week

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from £120 / night

15

Luxury Villa, spacious and comfortable, with - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Right on this special place, VILLA Torresassa was built. With its 270 sq. meters living space and its elegant and luxurious rooms on 2 floors, as well as the well groomed garden and the private swimming pool, in this property you will find the enchantment of a luxury ho  …see more

from £345 / night

£2414 / week

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from £345 / night

24

10068 - Villa Della Luna verdi - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Sets among the green hills of Tuscan countryside, 1 Km far from the small medieval village of Montaione, is displaced the Villa Montaione. The 3 villas forming this building complex are inside a vast park, well cured and with an unique charm. The beautiful swimming pool  …see more

from £158 / night

£1107 / week

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from £158 / night

100

Organic farm tucked away in the Tuscan hills - Montaione farmhouse sleeps 3

Province of Florence / Montaione

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • 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 farmhouse  …see more

from £51 / night

£357 - £447 / week

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from £51 / night

(1) Excellent 

6

CASA VACANZE MONTAIONE - Montaione apartment sleeps 5

Province of Florence / Montaione

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
The Casa Vacanze Montaione is located in Montaione, a charming medieval town between Firenze, Pisa, Siena and just 20/30 minutes drive from San Gimignano and Volterra. Our apartments are built among olive trees and vineyards, with an amazing overview on the tuscan hills  …see more

Pricing unknown

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Pricing unknown

58

Villa sul Colle !!!EARLY BOOKING DISCOUNT!!! - Santo Stefano villa sleeps 29

Montaione / Santo Stefano

17 29 7 nights min

  • 17 bedrooms
  • Sleeps 29
  • 7 nights min
  • Nearest beach 65 km
  • 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 £739 / night

£5173 - £8363 / week

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from £739 / night

14

Montaione / Collegalli

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

 …see more

from £78 / night

£518 / week

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from £78 / night

18

Villa Kora - Montaione villa sleeps 9

Province of Florence / Montaione

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 70 km
  • 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 £344 / night

£2406 - £4268 / week

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from £344 / night

41

Villa Etrusca !!!EARLY BOOKING DISCOUNT!!! - Santo Stefano villa sleeps 22

Montaione / Santo Stefano

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 65 km
  • 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 £844 / night

£5906 - £9656 / week

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from £844 / night

17

Villa Piaggia - Montaione villa sleeps 13

Province of Florence / Montaione

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
The villa, with its unusual long shape, is made of ancient stones and it is situated in the heart of the estate. In front of the villa a big garden with a breathtaking view on the Tuscan countryside. A stone staircase with two flights leads to the swimming pool of 9x14  …see more

from £715 / night

£5000 - £6316 / week

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from £715 / night

(1) Excellent 

24

Superb Tuscan Country holiday apartment rental - Santo Stefano apartment sleeps 5

Montaione / Santo Stefano

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+
Once a hotch potch of farm buildings this superbly renovated, tiered complex is totally snuck away into the hillside in complete privacy and overlooks the lakes of Santo Stefano, in the valley of the two rivers Rio and Torrese. Totally secluded and private I Laghi has  …see more

from £185 / night

£1294 / week

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from £185 / night

42

Villa Caccia !!!EARLY BOOKING DISCOUNT!!! - Santo Stefano villa sleeps 20

Montaione / Santo Stefano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 65 km
  • 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 £690 / night

£4828 - £8104 / week

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from £690 / night

24

10069 - Villa Del Mare Valdi - Montaione villa sleeps 9

Province of Florence / Montaione

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Sets among the green hills of Tuscan countryside, 1 Km far from the small medieval village of Montaione, is displaced the Villa Montaione. The 3 villas forming this building complex are inside a vast park, well cured and with an unique charm. The beautiful swimming pool  …see more

from £143 / night

£994 / week

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from £143 / night

16

Podere la grande querce - Alberi b&b sleeps 5

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

34

Villa Piaggetta - Santo Stefano villa sleeps 22

Montaione / Santo Stefano

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Take advantage of the "nice" rates for stays with 14.06.2014!Set on the very edge of the wildlife reserve Villa Piaggetta is a stunningly restored property set in carefully landscaped gardens with generous lawns and flowering and Mediterranean borders. Sculpte  …see more

from £584 / night

£4087 - £9656 / week

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from £584 / night

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