Castiglion Fiorentino apartment or villa with a log fire | Holiday Lettings

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62 Holiday homes

Filters applied: Fireplace (62)

21

Villa with pool near Cortona - Castiglion Fiorentino villa sleeps 8

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 £261 / night

£1305 - £2609 / week

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from £261 / night

(7) Very Good 

18

Luxury villa with private swimming pool - Castiglion Fiorentino villa sleeps 10

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The ideal destination for combining relax with culture. The unique location of the villa, the accuracy of design and all the comforts inside allow guests to fully enjoy the tuscan countryside by a unique view on it. Furthermore, the villa is situated in a strategic poin  …see more

from £174 / night

£1218 - £2348 / week

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from £174 / night

(3) Very Good 

22

Tuscany cottage with Private Pool, BBQ, & Parking - Pieve di Chio cottage sleeps 6

Castiglion Fiorentino / Pieve di Chio

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train S  …see more

from £124 / night

£864 - £1152 / week

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from £124 / night

(5) Excellent 

19

Casa Dei Sogni, Tuscan Villa, Private Pool, A/C - Pieve di Chio villa sleeps 6

Castiglion Fiorentino / Pieve di Chio

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
A place to feel at home in Tuscany.... Lovely air conditioned stone farmhouse situated within a small Tuscan borgo. The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and te  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

(12) Excellent 

25

Villa Senaia - Castiglion Fiorentino villa sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stand after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy t  …see more

from £331 / night

£1261 - £2766 / week

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from £331 / night

(9) Very Good 

24

Borgo Tranquiitta - La Luna - Castiglion Fiorentino cottage sleeps 5

Province of Arezzo / Castiglion Fiorentino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children age 5+
Great Family holiday home. The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natural garden enclosing the village in beautiful countryside with extended views of the valley and beyond.Here are thre  …see more

from £83 / night

£650 - £727 / week

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from £83 / night

18

Villa Nonna, Garden Apartment - Castiglion Fiorentino house sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Child friendly
Fresh, bright and very well maintained, the villa offers a great holiday home for famiies of all ages. It is located in the lovely Val di Chio a few kilometers from the small town of ancient medieval town of Castiglion Fiorentino - rich in history, in the heart of b  …see more

from £86 / night

£600 / week

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from £86 / 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 £52 / night

£360 - £670 / week

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from £52 / night

98

Beautiful Home in Tuscany, Stunnng Private Pool - Pieve di Chio villa sleeps 6

Castiglion Fiorentino / Pieve di Chio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The view from here is - "just stunning but wait until you see the pool..." Villa Castello Roccolo - is - "simply beautiful " Villa Castello Roccolo is for sure, a really special property for both friends and families to enjoy. Tucked away on the sleepy hillside of  …see more

from £174 / night

£1218 - £2087 / week

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from £174 / night

(2) Excellent 

30

Villa Castalini Tuscany, Incredible Views and more - Castiglion Fiorentino villa sleeps 12

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Perfect for Families and Friends, this spacious and comfortable Tuscan Villa provides more than just a place to stay... Providing absolute WOW views, this beautifully restored six bed-roomed and 5 bathroom Tuscan stone villa sleeps up to 12 guests. The villa offers pe  …see more

from £280 / night

£1957 / week

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from £280 / night

18

Villa degli Affreschi - Castiglion Fiorentino villa sleeps 18

Province of Arezzo / Castiglion Fiorentino

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This stunning villa is located in the heart of Valdichiana, close to Arezzo and Cortona, the relais offers the possibility to reach easily the main historical and artistic sites such as Florence, Siena, Perugia, Montepulciano, Assisi, Gubbio and lots more. Villa degli  …see more

from £808 / night

£5653 - £7740 / week

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from £808 / night

(1) Excellent 

37

CASALE IL TRECENTO Castiglion Fiorentino - Castiglion Fiorentino farmhouse sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Property DescriptionOld 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. Castiglion Fiorentino is one of the most renowned town  …see more

from £141 / night

£983 - £1966 / week

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from £141 / night

(4) Excellent 

13

Impressive stone built Tuscan holiday villa with private grounds and swimminig pool, sleeps 10 - Castiglion Fiorentino villa sleeps 10

Province of Arezzo / Castiglion Fiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 27 km
  • Swimming pool
  • Child friendly
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. The villa sits in one  …see more

from £192 / night

£1341 / week

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from £192 / 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

11

Coppa di Sopra - Castiglion Fiorentino villa sleeps 6

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 25 km
  • Child friendly
  • Ask about pets
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!  …see more

from £181 / night

£1265 - £1323 / week

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from £181 / night

33

VILLA CECILIA Castiglion Fiorentino - Castiglion Fiorentino farmhouse sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Property DescriptionAncient 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. A recent and careful restoration  …see more

from £123 / night

£861 - £1644 / week

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from £123 / night

21

CASOLARE IL CONDOTTIERO - Montecchio Vesponi house sleeps 11

Castiglion Fiorentino / Montecchio Vesponi

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio Vesponi. The villages of Castiglion Fioren  …see more

from £107 / night

£748 / week

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from £107 / night

(3) Excellent 

4

Villa Sophia in Brolio. Tuscany Family Home & Pool - Castiglion Fiorentino villa sleeps 9

Province of Arezzo / Castiglion Fiorentino

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The sweeping vista across the valley to Cortona and Castiglion Fiorention with the wonderful castle of Montecchio makes the perfect base for a friends and family home in Tuscany. Recently renovated with great care and - attention to detail, Casa Sophia is a four bedro  …see more

from £181 / night

£1261 - £2420 / week

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from £181 / night

(9) Excellent 

27

Borgo Tranquiitta - Le Stella - Castiglion Fiorentino cottage sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children age 5+
* Early Bird Saver * Via Holiday-lettings.. 8% saving for reservations made for summer 2016 made before january 30. (Mention this offer) The charming estate of Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm that surround it like a natura  …see more

from £101 / night

£704 - £734 / week

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from £101 / night

(2) Excellent 

24

Villa Vallibona - Castiglion Fiorentino villa sleeps 11

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
Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibo  …see more

from £187 / night

£1305 / week

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from £187 / night

18

Santa Lucia - Castiglion Fiorentino house sleeps 11

Province of Arezzo / Castiglion Fiorentino

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The home is carefully decorated in a classic Tuscan style with well maintained outdoor areas.Its large lounge area with wonderful ancient brick arches, the swimming pool bordered by flowers and olive trees, and the elegant Tuscan décor create an enchanting setting for  …see more

from £367 / night

£2566 / week

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from £367 / night

36

LA PIETRAIA Castiglion Fiorentino Walking distance - Castiglion Fiorentino apartment sleeps 6

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, each one with  …see more

from £109 / night

£757 - £1148 / week

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from £109 / night

(6) Excellent 

12

Villa Il Ceriolo - Castiglion Fiorentino house sleeps 13

Province of Arezzo / Castiglion Fiorentino

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The beautiful old stone house is quite large, incorporating 4,500 sf (400 sm). It includes a total of six bedrooms and five baths, with a sleeping capacity of 13. The property includes a lovely garden with a small vineyard and numerous olive trees.Il Ceriolo is locate  …see more

from £435 / night

£3044 / week

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from £435 / night

28

Villa Castle - Castiglion Fiorentino villa sleeps 12

Province of Arezzo / Castiglion Fiorentino

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
Immersed in the green of the olive trees and woods in the peaceful hills of Tuscany, the ideal destination for those seeking a healthy and peaceful stay of relaxation and comfort, Villa Il Castello is located between the cities of Arezzo and the quiet Etruscan town of C  …see more

from £418 / night

£2870 / week

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from £418 / night

24

Luxury Tuscan Villa with Style and Space - Castiglion Fiorentino villa sleeps 12

Province of Arezzo / Castiglion Fiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children age 5+
his exceptional, luxurious and impeccable private villa in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Timeless views of the charming Val di Chio and beynd can be enjoyed from the terraces of the villa and the villa's poolsid  …see more

from £465 / night

£3250 / week

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from £465 / night

21

Madonnina Agriturismo - Castiglion Fiorentino apartment sleeps 5

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. The ideal location for those who wish to spend a holiday in a quiet area. You can walk through the olive groves or relax poolside The stone house has two v  …see more

from £157 / night

£783 / week

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from £157 / night

14

Cottage Grande, Lovely Home - Pieve di Chio house sleeps 6

Castiglion Fiorentino / Pieve di Chio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly
A place to feel at home in Tuscany. A quiet and charming setting for you to enjoy country living. Cottage Grande is part of a working organic farm or agriturismo. It offers a real taste of the Tuscan traditions along with all the modern comforts you will appreciate for  …see more

from £123 / night

£857 - £878 / week

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from £123 / night

8

Villa Giovanna - Castiglion Fiorentino villa sleeps 12

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
  • Air conditioning
Situated on the border between Tuscany and Umbria, this lovely country villa has been recently built in perfect harmony with the surrounding territory. A welcoming property with all modern comforts, it is the perfect choice for anyone looking for a traditional feel wit  …see more

from £166 / night

£1160 - £3247 / week

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from £166 / night

20

Agriturismo la Crosticcia-Oliveto Castiglion Fiore - Castiglion Fiorentino apartment sleeps 2

Province of Arezzo / Castiglion Fiorentino

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The farm holiday La Crosticcia is an old farmhouse that has been carefully and expertly restored and divided into three apartments. Immersed in the gentle hills of the Appenines and the green plains of the Valdichiana, and very near to Castiglion Fiorentino, it is ideal  …see more

from £38 / night

£261 - £477 / week

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from £38 / night

24

Cortona Manor with sauna,in- and outdoor pool - Montecchio Vesponi villa sleeps 18

Castiglion Fiorentino / Montecchio Vesponi

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located half way between Arezzo and Cortona,stands the villa enclosed in its fenced and gated garden. The private swimming pool (12x6m) lies immersed in scented flower-beds and fragrant herbs. A glass veranda frames the elegant manor house and allows to have outdoor mea  …see more

from £808 / night

£5653 - £6870 / week

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from £808 / night

31

Province of Arezzo / Castiglion Fiorentino

7 18 7 nights min

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £373 / night

£2609 / week

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from £373 / night

25

La Casa di Pino Castiglion Fiorentino - Castiglion Fiorentino villa sleeps 2

Province of Arezzo / Castiglion Fiorentino

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In the heart of the Val di Chio, on the border between Tuscany and Umbria and only a few km far form the village of Castiglion Fiorentino, we find the lovely CASA DI PINO, small and ancient stone cottage dated back to the year 1200, like the beautiful "Maestà" a painte  …see more

from £90 / night

£627 - £1018 / week

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from £90 / night

17

Agriturismo La Crosticcia-Poggetto Castiglion Fio - Castiglion Fiorentino apartment sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The farm holiday La Crosticcia is an old farmhouse that has been carefully and expertly restored and divided into three apartments. Immersed in the gentle hills of the Appenines and the green plains of the Valdichiana, and very near to Castiglion Fiorentino, it is ideal  …see more

from £55 / night

£383 - £713 / week

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from £55 / 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

£305 / week

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from £44 / night

26

Casa Largnano Palazzo del Pero - Castiglion Fiorentino villa sleeps 6

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
A traditional stone farmhouse which emerges from the dense vegetation of the hills of Val Cerfone, a real oasis of peace immersed in nature, far from the noise and frenetic pace of modern day life. This house, which is in a natural park, is the ideal place for those wis  …see more

from £87 / night

£609 - £748 / week

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from £87 / night

20

81673001 - Marciano Della Chia - Brolio farmhouse sleeps 22

Castiglion Fiorentino / Brolio

9 22 7 nights min

  • 9 bedrooms
  • Sleeps 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Large independent villa with private pool situated less than 2 km way from the small medieval town of Marciano della Chiana. This villa is part of a large, entirely fenced-in 2 hectare estate with beautiful olives groves, oak, ash and cypress woods. The interiors are we  …see more

from £315 / night

£2203 - £3162 / week

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from £315 / night

17

LA MONTANINA Castiglion Fiorentino - Castiglion Fiorentino farmhouse sleeps 4

Province of Arezzo / Castiglion Fiorentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 £64 / night

£444 - £1000 / week

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from £64 / night

20

95463001 - Castiglion Fiorenti - Pieve di Chio villa sleeps 8

Castiglion Fiorentino / Pieve di Chio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful villa with private pool is situated in Tuscany, a short distance away the town of Castiglion Fiorentino, between the historical cities of Cortona and Arezzo. This rental is an ideal destination for those seeking for tranquillity. A large garden with a pr  …see more

from £208 / night

£1322 - £3087 / week

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from £208 / night

20

95464001 - Castiglion Fiorenti - Pieve di Chio villa sleeps 8

Castiglion Fiorentino / Pieve di Chio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
HOLIDAY HOME WITH SWIMMING POOL - VILLA CASSIANO Spacious holiday home with private swimming pool located just 8km away from Castiglion Fiorentino. The property is perfectly located between the beautiful towns of Arezzo and Cortona. This is the ideal place to spend a r  …see more

from £146 / night

£881 - £3087 / week

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from £146 / night

20

44198001 - Castiglion Fiorenti - Castiglion Fiorentino farmhouse sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
A beautiful independent villa located near Castiglion Fiorentino, a charming village in the Val di Chiana area. The house is very comfortable and the outdoor area boasts a private swimming pool that overlooks the valley below. The owner, a kind and hospitable person, l  …see more

from £335 / night

£1630 - £2977 / week

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from £335 / night

Top Destination reviews

Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Tuscany cottage with Private Pool, BBQ, & 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
Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a small Tuscan borgo
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more

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