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Castiglion Fiorentino

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  • Brolio (5)
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from £145 / night

£1015 - £1957 / 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 £145 / night

£1015 - £1957 / week

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

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 £36 / night

£252 / week

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(1) Excellent 5/5 

1 / 15

Holiday studio in Montecchio Vesponi

Castiglion Fiorentino / Montecchio Vesponi

Studio / sleeps 3

  • Nearest beach 150 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £36 / night

£252 / week

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Big and bright studio apartment in Montecchio Vesponi, Castiglion Fiorentino with parking and WiFi  …see more

Featured properties

from £47 / night

£327 - £558 / week

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(1) Excellent 5/5 

1 / 8

Holiday home with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 5

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

Excellent 5/5 

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from £47 / night

£327 - £558 / week

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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 £39 / night

£267 - £288 / week

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(3) Excellent 5/5 

1 / 18

Holiday apartment letting

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 6

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

Excellent 5/5 

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from £39 / night

£267 - £288 / week

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Tuscany Holiday House Castiglion Fiorentino Historical City Center Check-in 3.00 pm - 8.00 pm Check-out before/entro 11.00 am  …see more

from £85 / night

£589 / week

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(1) Excellent 5/5 

1 / 18

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Pets welcome

Excellent 5/5 

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from £85 / night

£589 / week

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Italia, Toscana, casa vacanza, Cortona, Castiglion Fiorentino, Arezzo, etruschi, natura e libertà. A due passi dal lago Trasimeno  …see more

from £150 / night

£1044 - £2288 / week

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(8) Excellent 5/5 

1 / 22

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 £150 / night

£1044 - £2288 / 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

from £43 / night

£295 - £368 / week

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(1) Excellent 5/5 

1 / 8

Holiday guest house in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Guest house / 14 Bedrooms / sleeps 39

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

Excellent 5/5 

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from £43 / night

£295 - £368 / week

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Gli appartamenti e gli spazi comuni sono stati ristrutturati con classe ed eleganza, offrendo alloggi di lusso e un servizio di alto livello.  …see more

from £162 / night

£1129 - £2594 / 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

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from £162 / night

£1129 - £2594 / 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 £100 / night

£699 - £846 / week

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1 / 16

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 7

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome

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from £100 / night

£699 - £846 / week

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Villa Manciano is a very typical old stone Holiday House. You are colse to the most beautiful places of Tuscany and Umbria: Cortona, Siena, Assisi, Montepulciano, Arezzo, Chianti, San Gimignano, Florence, Lucca....and many, many more. The Apartment is roomy and luxury  …see more

from £360 / night

£2518 - £5036 / 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 £360 / night

£2518 - £5036 / 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 £126 / night

£882 - £1817 / week

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1 / 14

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

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

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from £126 / night

£882 - £1817 / week

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Holiday property located in Tuscany in Castiglion Fiorentino. Close location to many touristic attractions like Cortona, Arezzo, Siena, Montepulciano, Montalcino, Chianti, Florence and many more makes it a fantastic place for family holidays.  …see more

from £119 / night

£828 - £972 / week

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1 / 15

Holiday barn rental

Province of Arezzo / Castiglion Fiorentino

Barn / 3 Bedrooms / sleeps 6

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

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from £119 / night

£828 - £972 / week

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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

from £155 / night

£1080 - £1554 / 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 £155 / night

£1080 - £1554 / week

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

from £37 / night

£254 / week

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1 / 11

Holiday apartment in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

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

Add to shortlist

from £37 / night

£254 / week

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Tuscany Holiday House  …see more

from £116 / night

£809 - £1618 / week

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1 / 15

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Cottage / 4 Bedrooms / sleeps 15

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

Add to shortlist

from £116 / night

£809 - £1618 / week

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Spinabbio è il luogo ideale per passare al meglio le vostre vacanze tra relax e cultura.Potrete visitare la vicinissima Cortona,Arezzo,Siena e Perugia.  …see more

from £90 / night

£626 - £929 / 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

Add to shortlist

from £90 / night

£626 - £929 / 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 £95 / night

£662 - £1412 / 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

Add to shortlist

from £95 / night

£662 - £1412 / 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 £64 / night

£442 - £662 / week

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1 / 6

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £64 / night

£442 - £662 / week

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Apartament for a family with all confortability. Ideal holiday for visit the best city of Tuscany.  …see more

from £53 / night

£367 - £742 / week

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1 / 17

Holiday farmhouse rental

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

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

Add to shortlist

from £53 / night

£367 - £742 / week

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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 £102 / night

£713 - £1360 / 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

Add to shortlist

from £102 / night

£713 - £1360 / 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 £73 / night

£511 - £821 / 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

Add to shortlist

from £73 / night

£511 - £821 / 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 £48 / night

£335 - £387 / week

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1 / 18

Holiday b&b with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

B&B / 3 Bedrooms / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning

Add to shortlist

from £48 / night

£335 - £387 / week

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Relax, eco sostenibilità, campagna, piscina e buona tavola, sono le caratteristiche che ci distinguono e che vi faranno apprezzare maggiormente le bellezze di questa parte della Toscana.  …see more

from £47 / night

£324 / week

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1 / 14

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 4

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

Add to shortlist

from £47 / night

£324 / week

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Historical Centre Apartment + terrace in centre WIFI  …see more

from £45 / night

£309 / week

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1 / 13

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 3

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

Add to shortlist

from £45 / night

£309 / week

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Large Sunny Studio aprtment in Historical Centre with Garden and Wifi  …see more

from £140 / night

£979 / 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 £140 / night

£979 / 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 £165 / night

£1152 - £2087 / 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 £165 / night

£1152 - £2087 / 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 £118 / night

£824 - £2367 / 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 £118 / night

£824 - £2367 / 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 £196 / night

£1367 - £2554 / 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 £196 / night

£1367 - £2554 / 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 £157 / night

£1095 - £2628 / 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 

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from £157 / night

£1095 - £2628 / 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 £81 / night

£562 - £641 / week

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(9) Excellent 5/5 

1 / 24

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Excellent 5/5 

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from £81 / night

£562 - £641 / week

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*** 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 £59 / night

£407 - £605 / week

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(3) Very Good 4.5/5 

1 / 24

Holiday villa with shared pool in Brolio

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4.5/5 

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from £59 / night

£407 - £605 / week

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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
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