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99 Results   |  
19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £206 / night

£1437 - £2651 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa has two stair. The large living room with sat TV and fireplace is on the ground floor, as is the fully equipped kitchen which gives onto the ample portico where one can dine overlooking the swimming pool and entire valley. There is also a double bedroom  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

Barn / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £121 / night

£846 - £993 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • 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

Excellent 5/5 

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

4 Nights min stay

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from £121 / night

£842 - £2420 / 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

Featured properties

Very Good 4.5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £95 / night

£662 - £1398 / 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

Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £200 / night

£1398 - £2611 / 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

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

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from £77 / night

£534 - £692 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children over 5
  • 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

Very Good 4.5/5 

24 Photos

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

Very Good 4.5/5 

7 Nights min stay

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from £60 / night

£416 - £618 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
San Regolo in Brolio is a lovely brand new hamlet with a small collection of villas located on the edge of the village of San Regolo, and is within easy walking distance of the centre of the village.  …see more

Very Good 4.5/5 

16 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £72 / night

£504 - £725 / 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

Excellent 5/5 

15 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

Short stays welcome

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from £69 / night

£478 - £692 / 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

Excellent 5/5 

23 Photos

Castiglion Fiorentino / Orzale

Condo / 1 Bedroom / sleeps 2

Excellent 5/5 

7 Nights min stay

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from £64 / night

£445 - £542 / 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

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

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from £98 / night

£685 - £745 / 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
Villa Grazia has all the warm characteristic of an ancient Tuscan farmhouse. The renovation, has been completed retaining all original features. High-ceilings with chestnut beams, and terra-cotta floors set the seen of this cosy family vacation home.  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

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from £83 / night

£578 - £655 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over 5
  • 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 property is great for half term school holidays as well as the longer summer family holidays in Tuscany.  …see more

Very Good 4.5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 3 Bedrooms / sleeps 5

Very Good 4.5/5 

Short stays welcome

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from £77 / night

£534 - £787 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children over 5
  • 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

Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

Excellent 5/5 

3 Nights min stay

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from £158 / night

£1103 - £2648 / week

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Key info:

  • Nearest beach 128 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • 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

Very Good 4.5/5 

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £150 / night

£1050 - £1780 / 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

17 Photos

Province of Arezzo / Castiglion Fiorentino

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

21 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

1 night min stay

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from £100 / night

£695 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany, Private pool, value,  …see more

19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £278 / night

£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

24 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £197 / night

£1374 - £2362 / 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

9 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £185 / night

£1291 - £2383 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casale Fiorentinaandnbsp;is a beautiful stone farmhouse located inandnbsp;Castiglion Florentinoandnbsp;amidst the Tuscan country side with its olive groves and rich vineyards.andnbsp; Theandnbsp;kitchenandnbsp;opens onto the outside dining area, a covered porch  …see more

24 Photos

Castiglion Fiorentino / Brolio

Farmhouse / 6 Bedrooms / sleeps 13

7 Nights min stay

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from £144 / night

£1003 - £1755 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Castiglion Fiorentino with 6 bedrooms sleeps 13  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 5 Bedrooms / sleeps 11

7 Nights min stay

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from £239 / night

£1673 - £2170 / 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

13 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

5 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

100 Photos

Castiglion Fiorentino / Brolio

Apartment / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £89 / night

£618 - £773 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These apartments located on the ground or first floor offer sitting room, 1 or 2 doubel bedrooms, bathrooms with shower. There is a hall for events, a swimming pool and parking area.  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £368 / night

£2574 - £5148 / 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

24 Photos

Province of Arezzo / Castiglion Fiorentino

House / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £177 / night

£1236 - £2547 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This comfortable country house, set over 3 levels, provides the perfect setting for a relaxing holiday. The house consists of three apartments, all tastefully decorated and rented together. The large, well-kept garden area, with outdoor kitchen (grill, BBQ and covere...  …see more

24 Photos

Castiglion Fiorentino / Brolio

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £463 / night

£3236 - £5148 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Celeste is a grand villa accommodating up to 18 and ideal for a large group or family holiday combining culture and relaxation. It boasts lovely décor, privacy and excellent facilities including both an outdoor and indoor pool.  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

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from £139 / night

£970 - £1250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Belide A is a graceful attic. It sleeps four people. From Casa Belide A you will have a pleasant view of the greenery and of the surrounding countryside. Casa Belide A is 55 square meters (590 square feet)  …see more

24 Photos

Castiglion Fiorentino / Brolio

Farmhouse / 9 Bedrooms / sleeps 22

3 Nights min stay

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from £267 / night

£1867 - £3717 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Marciano Della Chiana with 9 bedrooms sleeps 22  …see more

20 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

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from £205 / night

£1430 - £2383 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Romanaandnbsp;is sited in the middle of an uninhabited medieval village enjoying the privacy and serenity of nature and old time places.andnbsp; Welcoming up toandnbsp;14 people,andnbsp;the villa is comfortably furnished with period furniture and medieval  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 3

4 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 C is a cozy and welcoming apartment. It sleeps three people. From Villa Sandia C you will have a nice view of the garden. Villa Sandia C is 35 square meters (375 square feet)  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 3

5 Nights min stay

Add to shortlist

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 A is a characteristic and welcoming apartment. It sleeps three people. From Villa Sandia A you will enjoy a pleasant view of the garden. Villa Sandia A is 40 square meters (430 square feet)  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

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

100 Photos

Castiglion Fiorentino / Brolio

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £59 / night

£412 - £567 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These apartments located on the ground or first floor offer sitting room, 1 or 2 doubel bedrooms, bathrooms with shower. There is a hall for events, a swimming pool and parking area.  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Min stay varies

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from £368 / night

£2574 - £6692 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Welcome to the Tuscany wedding villa Michele in Arezzo, Italy that has the capacity ofandnbsp;18 peopleandnbsp;with babysitter and andnbsp;indoor pool facilities. andnbsp;The Tuscan Villa Michele is an old country residence specially remodeled into an exclusive  …see more

19 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £99 / night

£690 - £750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Exceptional value for family holiday in Tuscany. Bright, modern, clean and easy to access. Two bedrooms, two bathrooms and lots of space inside and out.  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £83 / night

£577 - £1206 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This attractive holiday property, located within the grounds of the owners' home, has been tastefully decorated and furnished to a good standard. The house is in a private property and has a private garden and terraces with furniture, perfect for dining al fresco. Th...  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £116 / night

£807 - £1697 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This is a typical, renovated, ancient manor house, tastefully furnished and surrounded by olive and cypress trees. The stone oven, the washboard on the grass and the ancient mangers has been kept. The comfortable living room on the ground floor has typical small wind...  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

7 Nights min stay

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from £240 / night

£1677 - £3096 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space extends over three floors, with several entrances from the outside. The...  …see more

25 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £165 / night

£1155 - £2199 / 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

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £67 / night

£464 - £512 / 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

11 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £736 / night

£5148 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

20 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Manor House / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £316 / night

£2206 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £361 / night

£2524 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

16 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £211 / night

£1471 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Family friendly villa  …see more

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £71 / night

£493 - £1067 / 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 3 bedrooms and 4 bathrooms, and it is perfect for those who are looking for peace and quiet. This pet-friendly property comes with a swimming pool and an Internet connection.  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

7 Nights min stay

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from £121 / night

£842 - £2419 / 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

8 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 6

1 night min stay

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from £31 / night

£216 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
La villa padronale è situata hai piedi di Castiglion fiorentino città etrusca distante 15 Km da Cortona e 20 Km da Arezzo, la stazione ferroviaria dista 200 metri e la fermata bus più vicina è a soli 50 metri.  …see more

8 Photos

Province of Arezzo / Castiglion Fiorentino

B&B / 1 Bedroom / sleeps 3

1 night min stay

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from £53 / night

£367 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Bed and breakfast Boscatello situato a Castiglion Fiorentino,tra Cortona e Arezzo, nel cuore di Toscana.  …see more

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