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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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220 Holiday homes

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Holiday villa in Brolio

Brolio villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £234 / night

£1,634 / week

1 / 30

Holiday villa rental

Brolio villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 15

from £545 / night

£3,815 / week

1 / 30

Villa rental in Gaggioleto

Gaggioleto villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £142 / night

£991 / week

1 / 30

Holiday apartment in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £128 / night

£894 / week

1 / 21

Holiday home in Castiglion Fiorentino

Castiglion Fiorentino house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

from £262 / night

£1,834 / week

1 / 30

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £77 / night

£536 / week

1 / 16

Holiday home in Castiglion Fiorentino

Castiglion Fiorentino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £66 / night

£462 / week

1 / 23

Holiday villa in Castroncello

Castroncello villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £706 / night

£4,937 / week

1 / 30

Holiday villa in Pieve di Chio

Pieve di Chio villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £131 / night

£917 / week

1 / 30

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £358 / night

£2,506 / week

1 / 30

Pieve di Chio holiday villa rental

Pieve di Chio villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£894 / week

1 / 28

Gaggioleto holiday apartment rental

Gaggioleto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £100 / night

£701 / week

1 / 30

Pieve di Chio holiday home rental

Pieve di Chio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from £346 / night

£2,420 / week

1 / 30

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £75 / night

£524 / week

1 / 18

Villa rental in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £388 / night

£2,711 / week

1 / 30

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £344 / night

£2,409 / week

1 / 30

Holiday home in Gaggioleto

Gaggioleto house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £172 / night

£1,202 / week

1 / 30

Castiglion Fiorentino holiday villa rental

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £148 / night

£1,031 / week

1 / 30

Villa rental in Gaggioleto

Gaggioleto villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £118 / night

£826 / week

1 / 30

Villa rental in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £267 / night

£1,868 / week

1 / 30

Home rental in Castiglion Fiorentino

Castiglion Fiorentino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £80 / night

£558 / week

1 / 15

Castiglion Fiorentino holiday apartment rental

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £71 / night

£496 / week

1 / 20

Holiday home in Castiglion Fiorentino

Castiglion Fiorentino house

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

from £355 / night

£2,483 / week

1 / 19

Holiday villa in Santa Margherita

Santa Margherita villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from £532 / night

£3,718 / week

1 / 30

Holiday apartment in Castiglion Fiorentino

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £65 / night

£450 / week

1 / 19

Holiday villa in Brolio

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £881 / night

£6,167 / week

1 / 30

Holiday home in Santa Margherita

Santa Margherita house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £354 / night

£2,477 / week

1 / 30

Holiday home in Castiglion Fiorentino

Castiglion Fiorentino house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from £195 / night

£1,361 / week

1 / 22

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £402 / night

£2,813 / week

1 / 30

Holiday villa rental

Castiglion Fiorentino villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £288 / night

£2,010 / week

1 / 30

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 6

from £152 / night

£1,059 / week

1 / 16

Holiday villa in Castiglion Fiorentino

Castiglion Fiorentino villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £187 / night

£1,310 / week

1 / 30

Castiglion Fiorentino holiday villa let

Castiglion Fiorentino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £106 / night

£741 / week

1 / 30

Home rental in Castiglion Fiorentino

Castiglion Fiorentino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £87 / night

£610 / week

1 / 11

Holiday cottage in Pieve di Chio

Pieve di Chio cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£752 / week

1 / 20

Home rental in Gaggioleto

Gaggioleto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £132 / night

£923 / week

1 / 16

Holiday home in Castiglion Fiorentino

Castiglion Fiorentino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £167 / night

£1,168 / week

1 / 30

Holiday villa rental

Pieve di Chio villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £128 / night

£894 / week

1 / 30

Pieve di Chio holiday home let

Pieve di Chio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £257 / night

£1,794 / week

1 / 30

Holiday cottage in Castiglion Fiorentino

Castiglion Fiorentino cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £111 / night

£775 / week

1 / 17

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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