Walking holiday villas and apartments Montespertoli | Holiday Lettings

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64 Holiday homes

Filters applied: Walking holidays (64)

9

Girasole Cottage - Polvereto cottage sleeps 2

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+
GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, f  …see more

from £70 / night

£479 - £566 / week

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from £70 / night

20

Agriturismo Podere Torricella- Rosa e ginepro- - Montagnana Val di Pesa apartment sleeps 6

Montespertoli / Montagnana Val di Pesa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Romantic and cosy apartment with wooden beams and terracotta floors within a farm with pool and green area, can accommodate up to 6 people using the sofa bed in the living-room/kitchen. The apartment has a large kitchen equipped with outdoor patio where you can eat, dou  …see more

from £122 / night

£696 / week

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from £122 / night

21

MULINO A VENTO Appartment with private terrace - Montespertoli apartment sleeps 4

Province of Florence / Montespertoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Appartment in a small farmhouse (composed by three appartments) situated in a wonderful hilltop position with a large (more that 4.000 sqm.) garden with stunning views on the sorrounding countryside. Pool and parking area withing the grounds.The appartment is about 55 s  …see more

from £83 / night

£366 - £653 / week

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from £83 / night

20

Piandaccoli - Giotto - Polvereto apartment sleeps 2

Montespertoli / Polvereto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Giotto is a large apartment for 2 people located inside a typical Tuscan farmhouse. The apartment is composed of: built-in kitchen, living room with LCD TV, large bathroom also suitable for disables and double bedroom with queen-size bed.Residenze Piandaccoli is an old  …see more

from £80 / night

£560 - £926 / week

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from £80 / night

(11) Excellent 

24

S. Andrea a Cellole Polvereto - Polvereto cottage sleeps 2

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads  …see more

from £92 / night

£618 - £644 / week

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from £92 / night

(5) Excellent 

24

S. Andrea a Cellole Pino - Polvereto cottage sleeps 4

Montespertoli / Polvereto

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 90 km
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads  …see more

from £96 / night

£635 - £731 / week

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from £96 / night

20

Piandaccoli - Botticelli - Polvereto apartment sleeps 4

Montespertoli / Polvereto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Large apartment for 4 people located in Residenze Piandaccoli farmhouse. The apartment has: kitchen, living room with LCD TV, large bathroom, 1 double bedroom and 1 twin bedroom. Residenze Piandaccoli is an old farmhouse divided into holiday apartments, recently restore  …see more

from £107 / night

£743 - £1236 / week

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from £107 / night

15

LA MEZZANA APPARTMENT WITH TERRACE AND SHARED POOL - Montespertoli apartment sleeps 2

Province of Florence / Montespertoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Appartment in small farmhouse (max. 12 people) with private equipped terrace with wonderful view on the sorrounding countryside. The house is situated in a fantastic hilltop position, reached only by a private road that brings you to the small village Martignana in the  …see more

from £61 / night

£305 - £435 / week

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from £61 / night

21

Villa Il Turco - Montagnana Val di Pesa villa sleeps 10

Montespertoli / Montagnana Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with  …see more

from £425 / night

£2970 - £3470 / week

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from £425 / night

(3) Excellent 

28

La Rocca di Montalbino_App. TORRE - Montespertoli hotel apartment sleeps 10

Province of Florence / Montespertoli

2 10 2 nights min

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Rocca di Montalbino stands on one of the hilltops surrounding Montespertoli. This location offers a splendid view of the Chianti landscape and all the peace and quiet of the Tuscan countryside.Surrounded by thirty hectares of vineyards, olive groves, and woodlands, o  …see more

from £166 / night

£1035 - £1296 / week

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from £166 / night

18

Province of Florence / Montespertoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from £83 / night

£514 - £705 / week

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from £83 / night

20

Villa in Montespertoli - Montespertoli villa sleeps 5

Province of Florence / Montespertoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Gasparri, stylish restored mansion on Chianti Hills, with private pool in exclusive use, is perfectly placed for exploring this fascinating area and glorious cities as Florence (25 km), Siena (55 km), San Gimignano (35 km), Pisa (60 km), offering a first class acc  …see more

from £111 / night

£774 - £861 / week

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from £111 / night

26

Montespertoli / Montagnana Val di Pesa

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £70 / night

£435 / week

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from £70 / night

(2) Very Good 

11

Marvellous Apartment in Chianti. Special Offer - Montespertoli farmhouse sleeps 8

Province of Florence / Montespertoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
La Rocca di Montalbino stands on one of the hilltops surrounding Montespertoli. This location offers a splendid view of the Chianti landscape and all the peace and quiet of the Tuscan countryside.Surrounded by thirty hectares of vineyards, olive groves, and woodlands, o  …see more

from £99 / night

£687 - £1253 / week

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from £99 / night

36

Province of Florence / Montespertoli

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Private garden

 …see more

from £292 / night

£2040 - £2561 / week

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from £292 / night

9

Country hotel in Chianti - Montespertoli b&b sleeps 36

Province of Florence / Montespertoli

15 36 Min stay varies

  • 15 bedrooms
  • Sleeps 36
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A charming inn housed in the former premises of a deconsecrated chapel in the vineyards of Chianti. You arrive at the inn along a narrow country road through the vineyards of the Val di Pesa, near Florence. The Old Chapel is situated on a hilltop in a panoramic position  …see more

from £47 / night

£292 - £374 / week

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from £47 / night

24

Province of Florence / Montespertoli

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £83 / night

£514 - £722 / week

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from £83 / night

14

Province of Florence / Montespertoli

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £44 / night

£261 - £535 / week

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from £44 / night

(1) Excellent 

8

Agriturismo Podere Torricella- arancia e cannella - Montagnana Val di Pesa apartment sleeps 2

Montespertoli / Montagnana Val di Pesa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
The apartment orange and cinnamon, is a lovely apartment inside the Torricella Farmahouse. The apartament have a large and very well equipped (kettle, toaster, American coffee machine)kitchen and living room in orange tones, is very bright with an outside patio to eat.  …see more

from £105 / night

£566 / week

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from £105 / night

(4) Excellent 

24

S. Andrea a Cellole Murlo - Polvereto cottage sleeps 4

Montespertoli / Polvereto

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 90 km
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads  …see more

from £92 / night

£627 - £714 / week

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from £92 / night

20

Villa Il Nido, Montespertoli - Montespertoli villa sleeps 5

Province of Florence / Montespertoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Il Nido (The Nest), part of an ancient mansion on Chianti hills, is perfectly named, nestled in a lovely park with centennial cypresses and olive trees, amidst the sweet bird song: a little heaven of quiet and beauty on a sea of hills rolling to the horizon.Only 5  …see more

from £111 / night

£774 - £861 / week

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from £111 / night

(5) Excellent 

27

Poggio Rosemary - luxury farmhouse - Montespertoli farmhouse sleeps 8

Province of Florence / Montespertoli

8 8 2 nights min

  • 8 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
Nestled in the breathtaking Tuscan countryside, Poggio Rosemary offers splendid views of the vineyards and olive groves of the Chianti hills. The villa itself was originally a casa colonica or farmhouse, and formed part of a farmstead which has existed on this site sinc  …see more

from £687 / night

£4809 - £6087 / week

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from £687 / night

9

Province of Florence / Montespertoli

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £70 / night

£435 / week

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from £70 / night

(31) Very Good 

23

Detached Tuscan villa with private garden - Montespertoli farmhouse sleeps 13

Province of Florence / Montespertoli

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
A lovely, comfortable house [200m2] situated in a wonderful hilltop position,reached only by a private road and surrounded by the hills and valleys of the Florentine countryside. The house is divided into three apartments of various sizes located on two levels that can  …see more

from £305 / night

£1392 - £2261 / week

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from £305 / night

19

Province of Florence / Montespertoli

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £105 / night

£696 / week

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from £105 / night

(6) Excellent 

13

Old England nel Chianti - Montespertoli apartment sleeps 6

Province of Florence / Montespertoli

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 80 km
  • Child friendly
This is a brand new apartment in Old England style. It is located in Montespertoli (Florence). It is near the bus station for Florence, Pisa, Siena, Volterra etc. The location is very convenient because you can reach easily the most beautiful places in Tuscany, very clo  …see more

from £70 / night

£418 - £496 / week

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from £70 / night

(1) Excellent 

18

5 bedrom Villa private pool 30min from Florence - Montagnana Val di Pesa villa sleeps 10

Montespertoli / Montagnana Val di Pesa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Private garden
Our Villa is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs and chestnut coffered ones upstairs, stables, a pigeon loft and a graceful loggia on the sec  …see more

from £435 / night

£2522 - £2609 / week

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from £435 / night

14

MARGHERITE apart. in Chianti Farmhouse - Montespertoli apartment sleeps 4

Province of Florence / Montespertoli

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
MARGHERITE apartment is made of 2 double bedrooms, 2 bathrooms (one with a Jacuzzi-type bath-tub, WC, basin, bidet; the other is with shower, WC, basin, bidet), a large living-room with a double sofa bed, a dining room able to sit up to 15 persons, a kitchen fully equip  …see more

from £118 / night

£714 / week

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from £118 / night

(16) Excellent 

13

Casa Mia Tuscany (il Fienile) - Polvereto barn sleeps 4

Montespertoli / Polvereto

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden
This traditional Tuscan barn has been lovingly restored by the current owner to a very high standard. They have maintained all of the original charm whist making it a luxurious and stylish holiday home. On the ground floor there is a family room with a comfortable doubl  …see more

from £87 / night

£609 / week

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from £87 / night

(1) Terrible 

43

Province of Florence / Montespertoli

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£292 - £314 / week

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from £48 / night

17

Province of Florence / Montespertoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool

 …see more

from £70 / night

£487 / week

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from £70 / night

(1) Excellent 

23

Polvereto - Polvereto apartment sleeps 4

Montespertoli / Polvereto

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 67 km
  • Swimming pool
This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house.It is well connected to the most important Tuscan cities.Polvereto is set on  …see more

from £70 / night

£466 / week

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from £70 / night

6

Holiday home in Chianti - Montespertoli apartment sleeps 5

Province of Florence / Montespertoli

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The farm holidays “Il Gufo del Chianti” is located in the countryside. The apartment “Il grano” with its 53sqm, is suitable for up to 5 people.Rooms: a bedroom with double bed and single bed, living room (very large) with sofa bed and kitchenette.The apartment i  …see more

Pricing unknown

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Pricing unknown

23

Private villa in Chianti, 7 bedrooms, garden, pool - Polvereto villa sleeps 13

Montespertoli / Polvereto

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 88 km
  • Swimming pool
  • Child friendly
CASALE IL POGGIARELLO - Country Holiday HouseEnclosed in a 5000 sqm area in the heart of the Chianti, it is an oasis where you can enjoy an absolute relax and privacy. Situated in a dominant position on the Virginio Valley, our property will be for your own private use,  …see more

from £249 / night

£1740 / week

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from £249 / night

(3) Excellent 

21

PODERE LE RONDINI - Polvereto villa sleeps 29

Montespertoli / Polvereto

13 29 Min stay varies

  • 13 bedrooms
  • Sleeps 29
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our ancient master-house called COLONICA villa, has been recently restored originating a villa made of 9 bedrooms (of which 5 double-bedrooms and 4 rooms that can be used as triple-, twin- or double-bedrooms), 10 bathrooms (each one with shower, bidet, wc, basin; one is  …see more

from £748 / night

£6957 - £8261 / week

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from £748 / night

8

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

24

Villa Casa di Monte with Private pool in Chianti - Montespertoli villa sleeps 12

Province of Florence / Montespertoli

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our VILLA CASA DI MONTE is a country-villa that dates back to the beginning of the XIX Century and that has been recently restored preserving the original structure of the house. The whole villa consists of 2 units, but we only rent the VILLA all together to a single g  …see more

from £418 / night

£2914 - £4035 / week

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from £418 / night

(1) Excellent 

21

il tramonto sul chianti - Montespertoli apartment sleeps 6

Province of Florence / Montespertoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 km
  • Child friendly
You'll find us in the heart of Tuscany, in the area known as the “Chianti towns”. Where are located in Montespertoli, a typical Tuscan town easily reached from all over the region.This is a land of gentle hills dotted with vineyards that denote authentic Tusc  …see more

Pricing unknown

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Pricing unknown

(1) Poor 

17

LA MASSERIA CHARMING APPARTMENT WITH GREAT VIEW - Montespertoli apartment sleeps 7

Province of Florence / Montespertoli

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Ample appartment in farmhouse (composed of 3 appartments max 12 guests) in a wonderful peacefull hilltop position reached only by a 600 metres private road.The appartment has two private terraces with breathtaking views on the sorrounding countryside. Around the house  …see more

from £131 / night

£609 - £1087 / week

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from £131 / night

49

Tenuta Moriano - Apart trilo 1 - Montespertoli apartment sleeps 5

Province of Florence / Montespertoli

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Tenuta Moriano is part of an antique territory, the Chianti, dedicated to the agricultural tradition and culture of its wines. Immersed by the atmosphere of the Tuscan country and located very closely to the heart of one of the most antique art cities in the entire worl  …see more

from £96 / night

£592 / week

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from £96 / night

Top Destination reviews

Casa Mia Tuscany (il Fienile)
From Texas to Tuscany!

My husband and I rented an SUV from Florence and arrived in an hour- unfortunately took a wrong turn by listening to the auto gps. (use your own iphone map/gps system). Casa Mia Tuscany (il Fienile)Travennell is a charming tuscan village - with flia … see more
S. Andrea a Cellole Polvereto
Ticks all the boxes

Spent a fantastic 10 days staying at this villa in mid September. Location is ideal within the heart of Tuscany, easy driving to Florence, Siena and Lucca. Situated on a small hill about 5 miles north of Tavernelle, a small town containing a well sto … see more

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