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32 Holiday homes in Castiglion Fiorentino

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32 Results  |  
18 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £171 /night

£1197 - £2309 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Magnificent villa with swimming pool between Arezzo and Cortona  …see more

17 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £129 /night

£898 - £984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Manciano is the ideal place to stay in Tuscany, for relax and also for daily drives into the best places of Tuscany and Umbria  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £43 /night

£300 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Tuscany Holiday House  …see more

Featured properties

19 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £178 /night

£1240 - £2719 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Inside the Villa Various paintings of flowers and colours of Tuscany hang on the walls bringing nature indoors. The living room is plain and simple, starting with the stone walls where the fireplace stands. Here you can take a relaxing break while watching satellite T  …see more

21 Photos

House | 4 Bedrooms | sleeps 11

6 Nights min stay

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from £106 /night

£736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

14 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £147 /night

£1025 - £2138 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday property located in Tuscany in Castiglion Fiorentino. Close location to many touristic attractions like Cortona, Arezzo, Siena, Montepulciano, Montalcino, Chianti, Florence and many more makes it a fantastic place for family holidays.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £78 /night

£542 - £642 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
There is also a separate studio with additional bed and bathroom if you need more space . Great value family holiday homes in Tuscany, Large pool and amazing views. Perfectly to tour Tuscany and Umbria including the towns of Cortona, Pienza, Arezzo, Assisi, Siena etc  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £219 /night

£1533 - £2863 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more

26 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £181 /night

£1267 - £2412 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
In the shadows of Castiglion Fiorentino, This impeccable and charming villa is perfect for touring Cortona, Pienza, Montepulciano and many of the Tuscan hill towns. It is perfect for family reunions, a vacation for friends - but always, something special to enjoy  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £69 /night

£480 - £601 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £75 /night

£525 - £581 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
2 bedroom family apartment in Tuscany, with pool. Easy access to towns and the closest shop/bar and restaurant are within an easy stroll. A perfect family holiday with lots to do here and in our surrounding hill towns. Wine tours, Cooking classes and much more.  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £168 /night

£1170 - £2218 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Castello Margarita is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 4 - 16 guests It provides a compelling combination of a great location and charming farmhouse style.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

5 Nights min stay

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from £78 /night

£542 - £714 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Late availability, Good value Family Holiday Tuscany, Perfect for half term holidays as well as extended summer vacations in Tuscany. One of three, lovely detached cottages lovingly restored with large pool and gardens. Large pizza oven, private terraces and pergolas.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £75 /night

£525 - £775 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Quiet location in old Tuscan villa. Large pool, spacious apartment with a lovely walk to shop and bar, Quiet peaceful location. Clean and bright family holiday rental. Lots of help if you need it with travel plans including visits to vineyards, cooking classes and more The old stone pizza oven is available for pizza and other barbecue specialties.  …see more

23 Photos

Condo | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £70 /night

£488 - £600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This romantic garden cottage, sits in the sleepy hamlet of Orzale and provides the perfect place to unwind and enjoy Tuscany. Simple, but charming accommodation - and a private pool. Capuchi cottage is immersed in the beautiful Tuscan country side. Private and cosy, perfect for a quiet romantic time in Tuscany  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £157 /night

£1097 - £1952 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £78 /night

£542 - £642 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Extra guests? There is also a separate studio available which has additional bed and bathroom should you require additional space. The proeprty is great for half term school holidays as well as the longer summer family holidays in Tuscany.  …see more

12 Photos

House | 6 Bedrooms | sleeps 13

Excellent 5/5 

7 Nights min stay

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from £357 /night

£2499 - £2778 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Il Ceriolo is a restored 18th century Tuscan farm house set on about five acres of land. The house includes six bedrooms and five baths, with a sleeping capacity of 13. A lovely pool is included. The pool is quite large and very private. An outdoor barbeque is available, along with alfresco dining.  …see more

15 Photos

Cottage | 4 Bedrooms | sleeps 15

2 Nights min stay

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from £135 /night

£941 - £1197 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Spinabbio è il luogo ideale per passare al meglio le vostre vacanze tra relax e cultura.Potrete visitare la vicinissima Cortona,Arezzo,Siena e Perugia.  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £55 /night

£385 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Fragola is ideal apartament for a little family that love travel and visit the beautiful Tuscany.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 11

Excellent 5/5 

3 Nights min stay

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from £173 /night

£1210 - £2017 / week

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Key info:

  • Nearest beach 128 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Opened in 2010 .Beautiful villa in panoramic position with private pool in the countryside 8/11persons.Peaceful e charming location, ideal for families or groups. 4 bedroom / 6 bathroom. Only 10km from Cortona , 10 min from the village of Castiglion Fiorentino.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £168 /night

£1170 - £2250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £65 /night

£450 - £660 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Sandia D is a welcoming apartment. It sleeps three people. From Villa Sandia D you will have a pleasant view of the garden. Villa Sandia D is 30 square meters (320 square feet)  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £115 /night

£800 - £1320 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy a pleasant view of the garden. Villa Sandia B is 60 square meters (645 square feet)  …see more

15 Photos

Studio | sleeps 3

Excellent 5/5 

1 night min stay

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from £43 /night

£300 / week

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Key info:

  • Nearest beach 150 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Big and bright studio apartment in Montecchio Vesponi, Castiglion Fiorentino with parking and WiFi  …see more

18 Photos

B&B | 3 Bedrooms | sleeps 2

1 night min stay

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from £56 /night

£389 - £449 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Relax, eco sostenibilità, campagna, piscina e buona tavola, sono le caratteristiche che ci distinguono e che vi faranno apprezzare maggiormente le bellezze di questa parte della Toscana.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £55 /night

£385 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Historical Centre Apartment + terrace in centre WIFI  …see more

4 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £13 /night

£86 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
IMMERSO NELLA INCONTAMINATA E TRANQUILLA VALLE DI CHIO AFFITTO APPARTAMENTO 180 MQ CON GRANDE TERRAZZO SONO FACILMENTE RAGGIUNGIBILI IN AUTO E IN TRENO CITTà 'ARTE COME SIENA FIRENZE ROMA PERUGIA Città DI CASTELLO E PAESINI LIMITROFI CON CARATTERISTICHE FESTE PAESANE.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £46 /night

£317 - £342 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Tuscany Holiday House Castiglion Fiorentino Historical City Center Check-in 3.00 pm - 8.00 pm Check-out before/entro 11.00 am  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £97 /night

£676 - £941 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The farm is nestled in the enchanting Tuscan hillside of the Val di Chio located between Arezzo and Cortona  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £64 /night

£445 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Italia, Toscana, casa vacanza, Cortona, Castiglion Fiorentino, Arezzo, etruschi, natura e libertà. A due passi dal lago Trasimeno  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

Min stay varies

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from £180 /night

£1260 - £1945 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Chio is nestled in the Tuscan hillside covered by an olive grove at 350 meters above sea level in a panoramic position showcasing the town of Castiglion Fiorentino.  …see more