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36 Results   |  

from £300 / night

£2095 - £3055 / week

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Excellent 5/5 

12 Photos

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

Excellent 5/5 

7 Nights min stay

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from £300 / night

£2095 - £3055 / 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

from £144 / night

£1008 - £1943 / week

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Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

1 night min stay

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from £144 / night

£1008 - £1943 / 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

from £44 / night

£303 - £378 / week

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Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

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from £44 / night

£303 - £378 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Ideal to relax your body and your mind: beatiful landscape and trekking area; ideal place to visit all the central Italy: Arezzo, Cortona, Siena, Perugia, Assisi, La Verna, Camaldoli, Florence and also Rome.  …see more

Featured properties

from £47 / night

£324 - £554 / week

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Excellent 5/5 

8 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

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from £47 / night

£324 - £554 / 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
Struttura piccola ma confortevole, capace di farvi passare le vostre vacanze in un luogo fantastico immerso nel verde, ma allo stesso tempo vicino alle principali città del centro della toscana. www.lamontanina.altervista.org  …see more

from £150 / night

£1044 - £2288 / week

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Excellent 5/5 

22 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £150 / night

£1044 - £2288 / 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

from £198 / night

£1381 - £1774 / week

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24 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 6

Short stays welcome

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from £198 / night

£1381 - £1774 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
4-room "Fienile", house, detached, for 6 people, 100 m2 on 2 levels, comfortable and cosy furnishings. Living room with local TV and open fireplace. Smoking not allowed. Internet (Wireless LAN [WLAN]). 1 double sofa bed. Sleeping room with 1 double bed. Sleeping room  …see more

from £102 / night

£713 - £1360 / week

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33 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £102 / night

£713 - £1360 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ancient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities.  …see more

from £83 / night

£576 - £1475 / week

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21 Photos

Castiglion Fiorentino / Montecchio Vesponi

House / 4 Bedrooms / sleeps 11

6 Nights min stay

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from £83 / night

£576 - £1475 / 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

from £209 / night

£1459 - £2424 / week

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57 Photos

Province of Arezzo / Castiglion Fiorentino

House / 7 Bedrooms / sleeps 14

Short stays welcome

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from £209 / night

£1459 - £2424 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
16-room house for 14 people, 600 m2 on 3 levels, antique and luxurious furnishings. Living/dining room with cable TV, DVD, radio, open fireplace, dining-table and dinette. Smoking allowed. 4 single beds and 5 double beds. Sleeping room with 1 double bed. Sleeping room  …see more

from £73 / night

£511 - £821 / week

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38 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £73 / night

£511 - £821 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Casa Pantoufle is an old, stone farmhouse surrounded by silver olive trees in a panoramic, hill position at about 800 m above sea level and overlooking the Castle of Montecchio and the whole Valdichiana Valley.  …see more

from £117 / night

£813 - £1475 / week

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37 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £117 / night

£813 - £1475 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Old farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot.  …see more

from £360 / night

£2518 - £5036 / week

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24 Photos

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £360 / night

£2518 - £5036 / 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 SPECIAL 10% SPRING DISCOUNT on full occupancy valid in April and May Possibility to add 6 extra beds  …see more

from £53 / night

£367 - £742 / week

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17 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

Short stays welcome

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from £53 / night

£367 - £742 / 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
A few kilometres from Castiglion Fiorentino and Cortona, on the way up the slopes of the Montanina hill, at the top of which the ruins of an ancient castle can be seen through the vegetation, this typical farmhouse has recently been renovated while still maintaining its  …see more

from £93 / night

£648 - £1382 / week

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18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 12

3 Nights min stay

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from £93 / night

£648 - £1382 / 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
La casa è dotata di tutti i confort per una piacevole vacanza in tranquillità e relax. Piscina grande per rinfrescarsi nelle giornate estive e grande vasca idromassaggio riscaldata situata all'esterno con vista sulle colline di Castigion Fiorentino. Nel Giardino, dotat  …see more

from £47 / night

£324 / week

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11 Photos

Castiglion Fiorentino / Orzale

Townhouse / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £47 / night

£324 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Come si arriva alla Fenice: dall'autostrada A1, uscita Monte San Savino si raggiunge Castiglion F.no dove si arriva alla ss n°71, qui si prosegue a destra in direzione Perugia e, al terzo semaforo, si svolta a sinistra seguendo le indicazioni per S. Cristina. Dopo circ  …see more

from £137 / night

£959 - £2686 / week

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8 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £137 / night

£959 - £2686 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on the border between Tuscany and Umbria, this lovely country villa has been recently built in perfect harmony with the surrounding territory.  …see more

from £165 / night

£1152 - £2087 / week

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21 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £165 / night

£1152 - £2087 / 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

from £72 / night

£504 - £965 / week

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20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £72 / night

£504 - £965 / 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
It is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £90 / night

£626 - £929 / week

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36 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £90 / night

£626 - £929 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In a panoramic and quiet position, walking distance to the village of Castiglion Fiorentino, one of the most important villages in the Valdichiana with shops, restaurants and all kinds of facilities, we find a cottage divided into two pleasant apartments,  …see more

from £162 / night

£1129 - £2594 / week

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19 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £162 / night

£1129 - £2594 / 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

from £196 / night

£1367 - £2554 / week

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Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £196 / night

£1367 - £2554 / 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

from £81 / night

£565 - £641 / week

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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 £81 / night

£565 - £641 / 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

from £75 / night

£522 - £770 / week

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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 £75 / night

£522 - £770 / 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

from £155 / night

£1080 - £2590 / week

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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 £155 / night

£1080 - £2590 / 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

from £98 / night

£685 - £1690 / week

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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 - £1690 / 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

from £147 / night

£1028 - £1742 / week

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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

Add to shortlist

from £147 / night

£1028 - £1742 / 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

from £234 / night

£1637 - £2123 / week

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18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 5 Bedrooms / sleeps 11

7 Nights min stay

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from £234 / night

£1637 - £2123 / 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

from £192 / night

£1344 - £2311 / week

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24 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £192 / night

£1344 - £2311 / 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

from £181 / night

£1263 - £2331 / week

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9 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £181 / night

£1263 - £2331 / 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

from £261 / night

£1826 - £3636 / week

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24 Photos

Castiglion Fiorentino / Brolio

Farmhouse / 9 Bedrooms / sleeps 22

3 Nights min stay

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from £261 / night

£1826 - £3636 / week

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Key info:

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

from £200 / night

£1399 - £2331 / week

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20 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

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from £200 / night

£1399 - £2331 / 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

from £360 / night

£2518 - £6547 / week

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18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

Min stay varies

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from £360 / night

£2518 - £6547 / 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

from £65 / night

£454 - £500 / week

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18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £65 / night

£454 - £500 / 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

from £720 / night

£5036 / week

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11 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £720 / night

£5036 / 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

from £353 / night

£2470 / week

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12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £353 / night

£2470 / 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

from £62 / night

£432 - £504 / week

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19 Photos

Castiglion Fiorentino / Montecchio Vesponi

B&B / 6 Bedrooms / sleeps 12

1 night min stay

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from £62 / night

£432 - £504 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Offriamo una vacanza all'insegna del benessere e del relax. Siamo vicino ai maggiori luoghi di interesse turistico della Toscana e dell'Umbria. Cortona, Montepulciano, Arezzo, Siena, Firenze, Pienza, il Lago Trasimeno, si raggiungono in meno di un'ora di macchina.  …see more

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