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Castiglion Fiorentino

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  • Brolio (3)
  • Montecchio Vesponi (2)
  • Orzale (2)
  • Santa Maria Alla Rassinata (2)

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Filters applied: Private pool (42)

32 of 42 Results

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from £300 / night

£2095 - £3055 / week

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(5) Excellent 5/5 

1 / 12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £300 / night

£2095 - £3055 / week

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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 £143 / night

£1000 - £1929 / week

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(3) Excellent 5/5 

1 / 18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £143 / night

£1000 - £1929 / week

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Magnificent villa with swimming pool between Arezzo and Cortona  …see more

from £148 / night

£1036 - £2272 / week

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(8) Excellent 5/5 

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Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £148 / night

£1036 - £2272 / week

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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

Featured properties

from £159 / night

£1110 - £2250 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £159 / night

£1110 - £2250 / week

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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

from £102 / night

£708 - £1350 / week

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1 / 33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

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

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from £102 / night

£708 - £1350 / week

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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 £82 / night

£572 - £1465 / week

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1 / 21

Holiday home with swimming pool in Montecchio Vesponi

Castiglion Fiorentino / Montecchio Vesponi

House / 4 Bedrooms / sleeps 11

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

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from £82 / night

£572 - £1465 / week

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Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

from £207 / night

£1449 - £2406 / week

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1 / 57

Holiday home rental

Province of Arezzo / Castiglion Fiorentino

House / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

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from £207 / night

£1449 - £2406 / week

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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 £154 / night

£1072 - £1543 / week

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1 / 24

Holiday villa with swimming pool in Santa Maria Alla Rassinata

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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from £154 / night

£1072 - £1543 / week

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In the Cortona countryside, 2 km from Castiglion Fiorentino. private garden wiht large pool.  …see more

from £123 / night

£861 - £1698 / week

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1 / 38

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 5 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

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from £123 / night

£861 - £1698 / week

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7-room villa 300 m2 on 2 levels, on the ground floor. Renovated, simple and antique furnishings: entrance hall. Living room with TV (flat screen). Dining room with dining table. Kitchenette (4 hot plates, oven, dishwasher, microwave, freezer) with dining table. Upper fl  …see more

from £73 / night

£508 - £815 / week

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1 / 38

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

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

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from £73 / night

£508 - £815 / week

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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 £116 / night

£808 - £1465 / week

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1 / 37

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

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

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Not on the map

from £116 / night

£808 - £1465 / week

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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 £358 / night

£2500 - £5000 / week

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1 / 24

Montecchio Vesponi holiday villa rental

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

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from £358 / night

£2500 - £5000 / week

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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 £92 / night

£643 - £1372 / week

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1 / 18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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from £92 / night

£643 - £1372 / week

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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 £137 / night

£953 - £2667 / week

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1 / 8

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning

Add to shortlist

from £137 / night

£953 - £2667 / week

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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 £138 / night

£965 / week

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1 / 24

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £138 / night

£965 / week

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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 At the dining room of the homeowner you can book dinners made with local produce.  …see more

from £164 / night

£1143 - £2072 / week

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1 / 21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £164 / night

£1143 - £2072 / week

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Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

from £86 / night

£600 - £1065 / week

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1 / 24

Holiday villa with swimming pool in Orzale

Castiglion Fiorentino / Orzale

Villa / 2 Bedrooms / sleeps 4

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £86 / night

£600 - £1065 / week

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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

from £72 / night

£500 - £958 / week

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1 / 20

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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Not on the map

from £72 / night

£500 - £958 / week

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

from £89 / night

£622 - £922 / week

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1 / 36

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

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from £89 / night

£622 - £922 / week

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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 £160 / night

£1120 - £2575 / week

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1 / 19

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £160 / night

£1120 - £2575 / week

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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 £117 / night

£818 - £2350 / week

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(1) Excellent 5/5 

1 / 20

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £117 / night

£818 - £2350 / week

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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

from £194 / night

£1358 - £2536 / week

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(3) Excellent 5/5 

1 / 23

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £194 / night

£1358 - £2536 / week

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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 £154 / night

£1072 - £2572 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

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

Excellent 5/5 

Add to shortlist

from £154 / night

£1072 - £2572 / week

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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 £62 / night

£433 - £527 / week

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(1) Excellent 5/5 

1 / 23

Holiday condo with swimming pool in Orzale

Castiglion Fiorentino / Orzale

Condo / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £62 / night

£433 - £527 / week

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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

from £98 / night

£685 - £1690 / week

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(4) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

Not on the map

from £98 / night

£685 - £1690 / week

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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 £146 / night

£1020 - £1729 / week

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(3) Very Good 4.5/5 

1 / 13

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4.5/5 

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from £146 / night

£1020 - £1729 / week

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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 £215 / night

£1500 - £3100 / week

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1 / 17

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £215 / night

£1500 - £3100 / week

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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

from £278 / night

£1945 / week

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1 / 19

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £278 / night

£1945 / week

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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

from £233 / night

£1625 - £2108 / week

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1 / 18

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 5 Bedrooms / sleeps 11

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £233 / night

£1625 - £2108 / week

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

from £140 / night

£974 - £1705 / week

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1 / 24

Brolio holiday farmhouse rental

Castiglion Fiorentino / Brolio

Farmhouse / 6 Bedrooms / sleeps 13

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

Add to shortlist

from £140 / night

£974 - £1705 / week

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Villa / Farmhouse / Home in Castiglion Fiorentino with 6 bedrooms sleeps 13  …see more

from £191 / night

£1335 - £2294 / week

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1 / 24

Holiday farmhouse with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

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

Add to shortlist

from £191 / night

£1335 - £2294 / week

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Villa / Farmhouse / Home in Castiglion Fiorentino with 4 bedrooms sleeps 8  …see more

from £358 / night

£2500 - £5000 / week

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1 / 24

Holiday villa with indoor pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £358 / night

£2500 - £5000 / week

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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
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