Castiglion Fiorentino apartment or villa with dishwasher | Holiday Lettings UK

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Castiglion Fiorentino

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72 Holiday homes

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

(5) Excellent 

1

Holiday villa with swimming pool in Pieve di Chio

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
“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 village  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

44

Holiday farmhouse in Brolio

Castiglion Fiorentino / Brolio

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 £128 / night

£1102 - £1314 / week

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from £128 / 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 £212 / night

£1187 - £2373 / week

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from £212 / 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 £255 / night

£1272 - £2543 / week

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from £255 / night

168

Pieve di Chio holiday villa rental

Castiglion Fiorentino / Pieve di Chio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 23 km
  • Swimming pool
  • Child 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 o  …see more

from £169 / night

£1187 - £2162 / week

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from £169 / 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 £576 / night

£4026 - £6229 / week

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from £576 / night

(1) Excellent 

24

Holiday villa in Castiglion Fiorentino

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+
Luxury Tuscan Villa . Villa for family reunions in Tuscany and for those looking for a stylish retreat.  …see more

from £465 / night

£3250 / week

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from £465 / 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 £106 / night

£738 - £1119 / week

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from £106 / night

(1)  

100

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
This spacious villa boasts a very traditional Tuscan style, which mingles with many modern amenities, 4 bedrooms, full kitchen and a lovely private garden with swimming pool and splendid views of the surroundings.  …see more

from £174 / night

£1212 - £2967 / week

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from £174 / 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 £576 / night

£4026 - £6229 / week

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from £576 / night

(6) Excellent 

12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Charming, comfortable country villa, conveniently located.” Charming villa, comfortably accommodates 12 adults. Can be divided into 3 separate 2-bedroom apartments, each with its own kitchen/dining/bath and living area, or rented as one for use by a g  …see more

from £424 / night

£2967 / week

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from £424 / 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 £120 / night

£839 - £1602 / week

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from £120 / night

16

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly
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 £115 / night

£806 / week

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from £115 / night

(3) Excellent 

4

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 £176 / night

£1229 - £2331 / week

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from £176 / night

(4) Excellent 

13

Holiday villa with swimming pool in Castiglion Fiorentino

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.  …see more

from £187 / night

£1307 / week

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from £187 / night

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 £424 / night

£1695 - £3636 / week

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from £424 / night

(18) Excellent 

25

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
  • 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 £259 / night

£1229 - £2695 / week

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from £259 / 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 £146 / night

£1017 - £1916 / week

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from £146 / night

(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 £170 / night

£1187 - £2289 / week

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from £170 / night

15

Holiday barn rental

Province of Arezzo / Castiglion Fiorentino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £153 / night

£1060 / week

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from £153 / 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 £407 / night

£2797 / week

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from £407 / 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 £576 / night

£4026 - £6229 / week

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from £576 / night

12

Province of Arezzo / Castiglion Fiorentino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £68 / night

£297 / week

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from £68 / night

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 £300 / night

£2094 / week

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from £300 / night

21

Holiday home with swimming pool in Montecchio Vesponi

Castiglion Fiorentino / Montecchio Vesponi

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

Pricing unknown

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Pricing unknown

(3) Very Good 

23

Holiday villa with shared 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
“Amazing villa, peaceful with stunning views. Perfect location!” We stayed at this villa last Summer. Despite some confusion over our arrival day the owners and family ensured the villa was prepared for us before we settled in. I believe we were the fi  …see more

from £185 / night

£1289 - £1470 / week

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from £185 / 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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Pricing unknown

(3) Excellent 

31

Province of Arezzo / Castiglion Fiorentino

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly

 …see more

from £206 / night

£1442 / week

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from £206 / night

45

Holiday villa in Castiglion Fiorentino

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.  …see more

from £159 / night

£1111 - £1445 / week

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from £159 / night

20

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
The picturesque Via San Lazzo, named after the characteristic small Romanesque church, winds along the massive Medieval walls surrounding the Etruscan town of Castiglion Fiorentino, once entered Porta Romana. Casa San Lazzo rises at the middle of the alley characterised  …see more

from £102 / night

£382 - £721 / week

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from £102 / night

(3) Excellent 

18

Holiday apartment letting

Province of Arezzo / Castiglion Fiorentino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Tuscany Holiday House<br />Castiglion Fiorentino Historical City CenterCheck-in 3.00 pm - 8.00 pmCheck-out before/entro 11.00 am  …see more

from £51 / night

£314 / week

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from £51 / night

25

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £89 / night

£619 - £992 / week

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from £89 / night

26

Villa rental in Castiglion Fiorentino with swimming pool

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
It is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £86 / night

£602 - £1136 / week

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from £86 / night

45

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 £182 / night

£1272 - £2755 / week

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from £182 / night

33

Holiday villa rental

Province of Arezzo / Castiglion Fiorentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tr  …see more

from £243 / night

£1695 - £2543 / week

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from £243 / night

49

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Private garden
Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with terracotta tiled floors, visible stones and visibl  …see more

from £231 / night

£1611 - £3263 / week

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from £231 / night

23

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
La Limonaia is the ground floor 3 bedroom apartment in the original stone built wing of Villa Manciano. Villa Manciano itself consists of 3 homes arranged in such a way to ensure maximum privacy. Each home has it's own private entrance, private terrace and privat  …see more

from £102 / night

£890 / week

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from £102 / night

(2) Excellent 

24

Province of Arezzo / Castiglion Fiorentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £170 / night

£1187 - £2492 / week

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from £170 / night

23

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking priva  …see more

from £218 / night

£1526 - £2662 / week

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from £218 / night

21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 31 km
  • Swimming pool
  • Child friendly
Casa Lina is a nice house recently restored in the beautiful countryside of Castiglion Fiorentino, in the center of the Valdichiana area. Thanks to the great position of the villa you will reach, within a short time, the many hamlets and important cities of Tuscany. The  …see more

from £145 / night

£1017 - £1526 / week

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from £145 / night