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148 Holiday homes

Filters applied: Pets allowed (149)

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 £106 / night

£737 - £1225 / week

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from £106 / 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 £82 / night

£363 - £647 / week

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from £82 / night

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 £247 / night

£1725 / week

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from £247 / 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

£259 - £531 / week

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from £44 / night

(4) Excellent 

16

Castello Sonnino - Winemaker apartment - Montespertoli apartment sleeps 6

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
At Castello Sonnino you have the chance to stay in exclusive apartments situated in property. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with their warm hues and t  …see more

from £130 / night

£1026 / week

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from £130 / night

19

Amazing SPA Apartment in the wineyards_LA ROCCA - Trecento apartment sleeps 8

Montespertoli / Trecento

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Superior Apartment with3 double bedroom with ensuite bathroom, one additional bathroom at ground floor, dining room + living room, full equipped kitchen and direct access to a private garden with an amazing panoramic view where you can have relaxing time or breakfast, l  …see more

from £110 / night

£768 - £1328 / week

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from £110 / 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 £110 / night

£768 - £854 / week

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from £110 / 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

£556 - £918 / week

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from £80 / night

11

Province of Florence / Montespertoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £87 / night

£604 - £798 / week

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from £87 / night

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 £130 / night

£604 - £1078 / week

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from £130 / 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 £98 / night

£682 - £1242 / week

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from £98 / 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

£302 - £432 / week

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from £61 / night

(1) Excellent 

17

Castello Sonnino - Farmhouse - Montespertoli apartment sleeps 6

Province of Florence / Montespertoli

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
At Castello Sonnino you have the chance to stay in an exclusive apartment situated in the thirteenth-century tower. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with  …see more

from £117 / night

£819 / week

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from £117 / night

(1) Excellent 

16

Province of Florence / Montespertoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 72 km
  • Child friendly
  • Ask about pets

 …see more

from £60 / night

£388 / week

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from £60 / 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 £164 / night

£1026 - £1285 / week

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from £164 / 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 £69 / night

£432 / week

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from £69 / 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 £46 / night

£289 - £371 / week

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from £46 / 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 £110 / night

£768 - £854 / week

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from £110 / 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 £69 / night

£462 / week

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from £69 / night

24

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 55 km
  • Child friendly
  • Ask about pets

 …see more

from £82 / night

£569 - £759 / week

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from £82 / 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 £302 / night

£1380 - £2242 / week

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from £302 / 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 £104 / night

£690 / week

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from £104 / 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 £95 / night

£587 / week

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from £95 / night

9

Province of Florence / Montespertoli

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

4

Fattoria di Trecento - Trecento farmhouse sleeps 8

Montespertoli / Trecento

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
A typical Tuscan farm in the center of the Chianti region, surrounded by cypress hills, vineyards and olive-trees;the most important cities of art and culture in Tuscany are just one hour far.The apartment is composed of 3 bedrooms, a large living room, a kitchen and a  …see more

from £156 / night

£1035 / week

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from £156 / night

15

Modern style holiday house in the Chianti area - Montespertoli house sleeps 8

Province of Florence / Montespertoli

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This surprising tuscan house, newly rifurbished and ristructured, distinguishes itself for its brightness and its furniture and decor unusually modern and elegant. Developed on 3 floors, it overspreads for about 200 Mq, over 20 Mq of panoramic terrace and a fenced garde  …see more

from £104 / night

£733 - £1095 / week

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from £104 / night

13

Montespertoli - 15699005 - Montespertoli farmhouse sleeps 3

Province of Florence / Montespertoli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £69 / night

£392 - £751 / week

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from £69 / night

15

Converted Priest Home in Chianti for up to 7 guest - Montespertoli cottage sleeps 7

Province of Florence / Montespertoli

2 7 4 nights min

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min
  • Ask owner if suitable for children
  • Ask about pets
  • Private garden
Recently restored in typical Tuscan Country Style Ex Priest Residence accomodates up to 7 guests. Located on top of a hill which offers astonishing views of the surrounding hills. Lovely Cosy Garden with Old Olive Tree and Sundeck with Outdoor Shower. Situated only at 3  …see more

from £134 / night

£819 - £1091 / week

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from £134 / night

7

Province of Florence / Montespertoli

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £35 / night

£216 / week

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from £35 / night

22

Villa Riccardo - Montespertoli villa sleeps 6

Province of Florence / Montespertoli

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Riccardo is a sweet indipendent villa with 2 bedrooms and 2 bathrooms, carefully finished and perfectly located in the heart of Chianti, sleeping in comfort up to 6 guests. Ideally set just a few minutes away from the pretty village of Montespertoli with shops and  …see more

from £46 / night

£290 - £414 / week

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from £46 / night

16

Montespertoli - 15699054 - Montespertoli farmhouse sleeps 3

Province of Florence / Montespertoli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £78 / night

£445 - £991 / week

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from £78 / night

(1) Excellent 

20

Montespertoli - 15699053 - Montespertoli farmhouse sleeps 6

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £143 / night

£823 - £1477 / week

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from £143 / night

18

Montespertoli - 15699052 - Montespertoli farmhouse sleeps 5

Province of Florence / Montespertoli

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £124 / night

£717 - £1344 / week

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from £124 / night

12

Montespertoli - 45485002 - Trecento farmhouse sleeps 4

Montespertoli / Trecento

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises  …see more

from £50 / night

£289 - £525 / week

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from £50 / night

20

Montespertoli - 15699025 - Montespertoli farmhouse sleeps 6

Province of Florence / Montespertoli

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £94 / night

£548 - £1166 / week

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from £94 / night

16

Montespertoli - 15699009 - Montespertoli farmhouse sleeps 5

Province of Florence / Montespertoli

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £88 / night

£507 - £1033 / week

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from £88 / night

18

Montespertoli - 45485003 - Trecento farmhouse sleeps 4

Montespertoli / Trecento

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises  …see more

from £61 / night

£341 - £576 / week

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from £61 / night

20

Montespertoli - 15699016 - Montespertoli farmhouse sleeps 3

Province of Florence / Montespertoli

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £74 / night

£427 - £822 / week

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from £74 / night

20

Montespertoli - 15699050 - Montespertoli farmhouse sleeps 2

Province of Florence / Montespertoli

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £84 / night

£482 - £802 / week

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from £84 / night

19

Montespertoli - 15699049 - Montespertoli farmhouse sleeps 3

Province of Florence / Montespertoli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and  …see more

from £82 / night

£472 - £802 / week

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from £82 / 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

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