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27 Holiday homes in Castiglion Fiorentino

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Filters applied: Private pool (27)

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27 Results  |  
18 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £178 /night

£1242 - £2396 / 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

22 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 advised
  • 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

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £404 /night

£2823 - £5646 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa with swimming pool, indoor pool and sauna near Cortona – sleeps 18+6 From 3500€ to 7000€ a week Possibility to add 6 extra beds  …see more

Featured properties

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £404 /night

£2823 - £5646 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property.  …see more

15 Photos

Farmhouse | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £184 /night

£1283 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
An ideal choice for those who love nature and art, in an authentic and elegant environment. Highly recommended for families with children. The feature of the farm is quiet and respect for the environment  …see more

21 Photos

House | 4 Bedrooms | sleeps 11

6 Nights min stay

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from £109 /night

£763 / 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

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

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

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

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

17 Photos

Villa | 4 Bedrooms | sleeps 12

4 Nights min stay

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from £215 /night

£1500 - £3100 / 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 la Rustica is a private villa situated 550 meters above sea level and nestled in an isolated Tuscan hillside surrounded by olive groves and oak trees. It is located 8 km from the town of Castiglion Fiorentino and a step away from Cortona and Umbria.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £189 /night

£1322 - £2750 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Magical Villa with private pool on top of Tuscany Hills. One hour drive to Florence, Siena, Perugia. Near to Cortona, Montepulciano and Arezzo.  …see more

23 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £126 /night

£879 - £1322 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
ENCHAINTING VILLA with private POOL on top of TUSCAN HILLS. 10 minutes drive to the town of Castiglion Fiorentino. 25 to CORTONA. One hour to FIRENZE, PERUGIA and SIENA. 30 minutes to the TRASIMENO LAKE.  …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

24 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £137 /night

£953 - £2161 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The structure, typical of Tuscany, islocatedon an extremelyscenicnatural plateau near Castiglion Fiorentino (between the towns of Cortona and Arezzo).  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £216 /night

£1508 - £2591 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Castiglion Fiorentino with 4 bedrooms sleeps 8  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

4 Nights min stay

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from £132 /night

£924 - £2654 / 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
The villa, of recent reconstruction, is positioned on the hills next to the characteristic town of Castiglion Fiorentino, in the middle of the Chiana valley and Chio valley amidst nature and art.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

Very Good 4/5 

7 Nights min stay

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from £144 /night

£1008 - £2162 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This rustic Castiglion country house for 16 people, with 7 bedrooms and 3 bathrooms, is ideal for large families. Located in the popular region of Tuscany in Italy, this house offers a beautiful private swimming pool.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 11

7 Nights min stay

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from £132 /night

£923 - £2653 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This spacious villa boasts a very traditional Tuscan style, which mingles with many modern amenities, 4 bedrooms, full kitchen and a lovely private garden with swimming pool and splendid views of the surroundings.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £235 /night

£1645 - £3064 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
elegant villa, located in Tuscany Italy, has a max. capacity of 12 people. This elegant villa is ideal for families and friends  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £173 /night

£1209 - £2517 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This lovely accommodation set in Tuscany, Italy, has 4 bedrooms and 4 bathrooms, and is perfect for those who are looking for a unique experience. This property comes with a swimming pool.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 11

Excellent 5/5 

3 Nights min stay

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from £173 /night

£1210 / 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

18 Photos

House | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £263 /night

£1835 - £2380 / 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
Magnificent villa in a beautiful hillside position with breathtaking views, close to the medieval walled village of Castiglion Fiorentino.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £116 /night

£811 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Classic stone cottage in the vicinity of Castiglion Fiorentino and Cortona in Tuscany.  …see more

23 Photos

Villa | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £165 /night

£1154 - £1363 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Holiday villa rentals in Castiglion Fiorentino, just 18 kms away from Arezzo, Italy.andnbsp; The villa is situated in the beautiful Tuscan countryside just 18 Km from Arezzo, 15 Km from Cortona and 60 Km from Siena. A convent of the XIII century recently restored is sit  …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

12 Photos

House | 6 Bedrooms | sleeps 13

Excellent 5/5 

7 Nights min stay

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from £371 /night

£2593 / 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