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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Arezzo
> Villas and Houses in Castiglion Fiorentino

Villas in Castiglion Fiorentino and Houses – Holiday Lettings - Holiday Rentals Castiglion Fiorentino

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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311 Holiday homes

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Holiday apartment in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £193 / night

£1,351 / week

1 / 17

Holiday farmhouse with shared pool in Castiglion Fiorentino

Castiglion Fiorentino farmhouse

  • 13 bedrooms
  • 1 bathroom
  • sleeps 5

from £97 / night

£675 / week

1 / 8

Holiday home with swimming pool in Montecchio Vesponi

Montecchio Vesponi house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Pricing unknown

1 / 21

Holiday home with indoor pool in Brolio

Brolio house

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £571 / night

£3,959 - £7,665 / week

1 / 171

Holiday farmhouse in Castiglion Fiorentino

Castiglion Fiorentino farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
3 reviews

from £290 / night

£2,026 / week

1 / 65

Holiday villa with indoor pool in Brolio

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £497 / night

£3,479 / week

1 / 63

Holiday apartment in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£521 / week

1 / 11

Holiday apartment rental

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £58 / night

£405 / week

1 / 27

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £131 / night

£795 - £1,580 / week

1 / 29

Holiday villa with swimming pool in Pieve di Chio

Pieve di Chio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £118 / night

£819 - £1,774 / week

1 / 43

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £109 / night

£667 - £1,163 / week

1 / 33

Apartment rental in Castiglion Fiorentino with shared pool

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £131 / night

£795 - £1,580 / week

1 / 31

Apartment rental in Castiglion Fiorentino with shared pool

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £237 / night

£1,654 / week

1 / 16

Holiday villa rental

Santa Margherita villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £341 / night

£2,383 / week

1 / 29

Holiday apartment with shared pool in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £109 / night

£667 - £1,163 / week

1 / 28

Castiglion Fiorentino holiday villa rental

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £198 / night

£1,384 / week

1 / 26

Brolio holiday villa rental

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 24

from £497 / night

£3,479 / week

1 / 55

Holiday villa with swimming pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6
1 review

from £276 / night

£1,929 - £3,752 / week

1 / 79

Holiday villa with swimming pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £454 / night

£3,173 / week

1 / 51

Holiday villa rental

Castiglion Fiorentino villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
5 reviews

from £276 / night

£1,929 - £3,361 / week

1 / 63

Holiday villa in Pieve di Chio

Pieve di Chio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from £174 / night

£1,216 / week

1 / 55

Holiday apartment with swimming pool in Pieve di Chio

Pieve di Chio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£642 / week

1 / 33

Holiday home with shared pool in Brolio

Brolio house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £566 / night

£3,956 / week

1 / 25

Castiglion Fiorentino holiday home rental

Castiglion Fiorentino house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from £459 / night

£3,214 / week

1 / 11

Apartment rental in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 19

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £135 / night

£946 / week

1 / 17

Holiday villa with swimming pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 16

from £414 / night

£2,894 / week

1 / 36

Castiglion Fiorentino holiday villa rental

Castiglion Fiorentino villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 16

from £390 / night

£2,729 / week

1 / 37

Holiday apartment rental

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
4 reviews

from £87 / night

£555 - £690 / week

1 / 20

Villa rental in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £415 / night

£2,903 / week

1 / 42

Home rental in Castiglion Fiorentino

Castiglion Fiorentino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £95 / night

£481 - £1,021 / week

1 / 8

Holiday farmhouse rental

Castiglion Fiorentino farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £95 / night

£662 / week

1 / 28

Villa rental in Castiglion Fiorentino with swimming pool

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £121 / night

£844 / week

1 / 44

Home rental in Pieve di Chio with swimming pool

Pieve di Chio house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £97 / night

£675 / week

1 / 28

Holiday villa rental

Castiglion Fiorentino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £224 / night

£1,567 / week

1 / 52

Holiday villa accommodation

Castiglion Fiorentino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £78 / night

£338 / week

1 / 12

Castiglion Fiorentino holiday home rental

Castiglion Fiorentino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £97 / night

£675 - £1,302 / week

1 / 18

Holiday villa with shared pool in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from £567 / night

£3,970 / week

1 / 58

Apartment rental in Castiglion Fiorentino with shared pool

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £102 / night

£709 / week

1 / 11

Holiday townhouse with shared pool in Castiglion Fiorentino

Castiglion Fiorentino townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 10

from £338 / night

£2,894 / week

1 / 19

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Castiglion Fiorentino holidays

Millions of people come to visit Tuscany every year, but a stay in the quiet village of Castiglion Fiorentino, where beautiful countryside and mountains surround you everywhere you turn, is a great way to get the Tuscan experience without enduring throngs of visitors. You'll find most of the top restaurants in town and trendy boutique shopping along Via Nazionale, the main street in Castiglion Fiorentino. Several stunning old buildings can also be found on the street known as Via Vecchie Ciminiere.

Here are some of the other must-see attractions and activities in the area:

  • Castello di Fiorentina: This nearby village is surrounded by great architecture and offers picturesque views of the countryside.
  • Try the Cuisine: The food in this part of Tuscany is simple, yet full of flavour. Try the Panzanella, a delicate ravioli made in a rich truffle sauce.
  • Apennine Mountains: These mountains offer walking and hiking trails that take you past the olive trees that the area is famous for.
  • Church of Saint Angelo: The most popular church in Castiglion Fiorentino dates back to the 12th century and is one of the many ancient structures in the middle of the historical centre.
  • Play Golf: Several golf courses for all levels of players have sprung up in recent years throughout the area. Casentino Golf Club is the most popular amongst the locals.

It doesn't matter when you decide to Castiglion Fiorentino because the Fiera Antiquaria is one of the many events that take place year-round. Held on the first Sunday of every month, people from all over Italy come to look at clothing and locally made food and crafts from over 500 venders. Some of the other major events in the area include the horse race in June known as the Palio dei Rioni and Giostra del Sacarino an equestrian competition in nearby Arezzo that has been held every June for over 400 years.

The Tuscan region is one of the most popular holiday spots in the world, which means that there is no shortage of holiday rentals available year-round. Book a condo that overlooks the vineyards and beautiful countryside, or rent a property downtown near the restaurants and shopping.

A holiday to Castiglion Fiorentino wouldn't be complete without visiting some of the nearby cities and towns that make this area so popular. If you have some extra time to explore, plan a day trip to the world-renowned art on display in the town of Arezzo or the canals and historical attractions of Florence, both which can be reached within 30 minutes by car.

Also consider