Villas in Castiglion Fiorentino and apartments – Holiday Lettings - Holiday Rentals Castiglion Fiorentino

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Castiglion Fiorentino

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187 Holiday homes

Travellers going to Castiglion Fiorentino are booking May dates now. Secure your holiday home today and have the perfect trip.

(3) Very Good 

22

Cottage accommodation in Pieve di Chio

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“The Trip of a Lifetime!!” This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the  …see more

from £124 / night

£864 / week

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from £124 / night

21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £264 / night

£1316 - £2632 / week

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from £264 / night

(1) Excellent 

22

Villa rental in Castiglion Fiorentino with shared pool

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
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

from £93 / night

£650 - £1359 / week

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from £93 / night

100

Holiday apartment with shared pool in Brolio

Castiglion Fiorentino / Brolio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
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

from £106 / night

£737 - £922 / week

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from £106 / night

17

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £71 / night

£474 - £615 / week

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from £71 / night

100

Holiday villa with swimming pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
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

from £596 / night

£4167 - £6448 / week

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from £596 / night

(3) Excellent 

20

Province of Arezzo / Castiglion Fiorentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £62 / night

£395 - £707 / week

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from £62 / night

44

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 +  …see more

from £132 / night

£1141 - £1360 / week

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from £132 / night

(1) Excellent 

15

Castiglion Fiorentino / Montecchio Vesponi

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Nearest beach 150 km
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

(4) Excellent 

48

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £106 / night

£658 - £1229 / week

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from £106 / night

58

Holiday villa with indoor pool in Brolio

Castiglion Fiorentino / Brolio

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated in  …see more

from £596 / night

£4167 - £6448 / week

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from £596 / night

14

Castiglion Fiorentino / Montecchio Vesponi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £58 / night

£351 - £553 / week

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from £58 / night

8

Province of Arezzo / Castiglion Fiorentino

13 5 Min stay varies

  • 13 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £49 / night

£308 - £571 / week

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from £49 / night

(1) Excellent 

8

Province of Arezzo / Castiglion Fiorentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £79 / night

£395 - £676 / week

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from £79 / night

(1) Excellent 

37

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £151 / night

£1053 - £1983 / week

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from £151 / night

(1) Excellent 

38

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Magical !!” Magical large architected stone villa in a wonderful rural setting with fabulous views of Tuscany and nearby Castiglion Fiorentino hill town - topped off with a large infinity pool and large surrounding gardens / outdoor eating areas. Dedi  …see more

from £180 / night

£1255 - £3071 / week

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from £180 / night

17

Apartment rental in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
This cozy apartment is located in the beautiful setting of the Tuscan hills, in the center of the medioeval village of Castiglion Fiorentino. Few minutes away from Cortona, close to Pienza, Montepulciano, Siena, Florence, Pisa.. the perfect location to explore Tuscany!  …see more

Pricing unknown

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(7) Very Good 

18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“AMAZING!!!” I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to ma  …see more

from £176 / night

£1229 - £2369 / week

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from £176 / night

7

Province of Arezzo / Castiglion Fiorentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

10

Province of Arezzo / Castiglion Fiorentino

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £71 / night

£439 / week

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from £71 / night

(5) Excellent 

50

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £220 / night

£1229 - £2457 / week

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from £220 / night

18

Holiday villa with indoor pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

from £596 / night

£4167 - £6448 / week

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from £596 / night

6

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
Apartament for a family with all confortability.Ideal holiday for visit the best city of Tuscany.  …see more

from £106 / night

£615 / week

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from £106 / night

33

Holiday farmhouse letting

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £125 / night

£869 - £1658 / week

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from £125 / night

40

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Private garden
nestling in the heart of the world-famous chianti valley, just thirty minutes from florence, stands castello  di ginevra. This graceful country residence is located near the ancient town of castelfiorentino and is steeped in history. Traces of the original 13th-cen  …see more

from £1028 / night

£7193 - £10790 / week

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from £1028 / night

(2) Excellent 

24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly
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

Pricing unknown

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(2) Excellent 

14

Holiday b&b in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about pets
tuscany, agriturismo, cortona, Arezzo, Castiglion Fiorentino<br />Within 550 meters is a local bar and grocery store. The medieval town of Castiglion Fiorentino is about 5 km  …see more

from £79 / night

£483 / week

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from £79 / night

36

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 £110 / night

£764 - £1158 / week

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from £110 / night

(1) Excellent 

8

Province of Arezzo / Castiglion Fiorentino

14 39 Min stay varies

  • 14 bedrooms
  • Sleeps 39
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

16

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Family friendly villa  …see more

from £439 / night

£1755 - £3764 / week

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from £439 / night

(5) Excellent 

23

Province of Arezzo / Castiglion Fiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £62 / night

£351 / week

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from £62 / night

(16) Very Good 

16

Province of Arezzo / Castiglion Fiorentino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Air conditioning

 …see more

from £60 / night

£237 / week

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from £60 / night

23

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

21

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
The Madonnina Agriturismo is very quiet, in a very sunny location with wonderful view over the Valdichiana valley.  …see more

from £158 / night

£790 / week

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from £158 / night

28

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
villa with pool near Cortona  …see more

from £422 / night

£2895 / week

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from £422 / night

16

Province of Arezzo / Castiglion Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£308 / week

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from £44 / night

24

Province of Arezzo / Castiglion Fiorentino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

14

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
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 £310 / night

£2167 / week

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from £310 / night

15

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Spinabbio è un antico casale ristrutturato secondo il suo originale stile rustico toscano, situato a 700 mt. S.l.m., immerso tra il verde di secolari boschi di querce e castagni, domina sullo splendido panorama della Val di Chiana. La particolare posizione consen  …see more

from £188 / night

£1316 / week

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from £188 / night

11

Castiglion Fiorentino / Orzale

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

Top Destination reviews

Tuscany cottage with Private Pool, BBQ, &amp; Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyar … see more