Holiday castles in Tuscany

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Tuscany

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96 Holiday homes

Filters applied: Castle (96)

Travellers going to Tuscany are booking June dates now. Secure your holiday home today and have the perfect trip.

44

Holiday castle accommodation

Province of Livorno / Venturina

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Castello Gran Duca is a wonderful 16th Century castle in a perfect position enjoying a lovely panorama over the countryside with views to the Elba Island and the sea beyond. This unique ancient castle, once the abode of Leopold II Grand Duke of Tuscany, is in a peacef  …see more

from £1233 / night

£8621 - £17242 / week

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from £1233 / night

(1) Excellent 

29

Province of Pisa / Palaia

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £44 / night

£302 / week

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from £44 / night

(1) Excellent 

22

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £82 / night

£574 / week

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from £82 / night

Featured properties

20

Castle rental in Tuscany

Province of Arezzo / Stia

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £47 / night

£324 - £345 / week

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from £47 / night

(11) Excellent 

39

Holiday castle in Tuscany

Province of Pisa / Pisa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
“The perfect base for discovering Tuscany” We cannot express enough our gratitude to our hosts for all of the help that they provided us with from the moment we arrived, especially with booking us, (non Italian speaking), into the local restaurant, (no  …see more

from £87 / night

£535 - £595 / week

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from £87 / night

(5) Excellent 

28

Barberino Di Mugello / Montecarelli

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £518 / night

£3276 - £4845 / week

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from £518 / night

(2) Very Good 

24

Castle letting in Tuscany

Province of Grosseto / Porto Ercole

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Exclusive apartment in 16th Century fortress,within the walls of a pristine Tuscan National Heritage monument. La Rocca Spagnola sits magnificently over the picturesque Marina of Porto Ercole. idial for honymoon, quite, peaceful, wonderful view from the garden.  …see more

from £95 / night

£561 - £802 / week

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from £95 / night

(4) Very Good 

64

Holiday castle with swimming pool in Tuscany

Pomarance / Rogheta

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 32 km
  • Swimming pool
“Very nice house” Nice house, incredible wiews. The gravel road to the house was a bit bumpy and took a while...If you like a pieceful place and dont mind it take a while to get to the civilization you will be very satisfied with this place.  …see more

from £518 / night

£2414 - £3750 / week

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from £518 / night

(2) Very Good 

33

Tuscany holiday castle rental

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A beautiful journey back in time.” Villa Cabbiavoli is a wonderful place. The views over the Tuscan hills are amazing. It breaths the history of Italian gentry. We were treated like family guests by the the staff who are extremely helpful and friendly  …see more

from £961 / night

£6725 - £9483 / week

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from £961 / night

(6) Excellent 

29

Tuscany holiday castle rental

Province of Pisa / Pisa

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary
“Lovely apartment in a wonderful villa near Pisa” We thoroughly enjoyed our stay in a pristine apartment in this ancient villa which is undergoing renovation in stages, and is a remarkable tribute to the owners. It was a delight to be there. The own  …see more

from £104 / night

£673 - £733 / week

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from £104 / night

46

Holiday castle rental

Province of Siena / Poggibonsi

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Enchanting Winery At the top of a hill with 309 hectares between wood, olive trees and wine yards is located this enchanting winery, with it’s amazing medioeval castle, the pool villa, the farmhouse and a real good Chianti wine production. This property is the ch  …see more

from £518 / night

£3621 - £4949 / week

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from £518 / night

16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

Pricing unknown

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Pricing unknown

(13) Excellent 

59

Pisa holiday castle rental

Province of Pisa / Pisa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary
“Our Tuscan home from home” My family and I have just come back form holiday form this truly beautiful place. We have two daughters, 6 and 13 and they loved every minute of their stay. It was a truly unique experience. Donatella and her husband Anto  …see more

from £104 / night

£673 - £794 / week

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from £104 / night

(1) Very Good 

10

Province of Grosseto / Pitigliano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min

 …see more

from £44 / night

£302 / week

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from £44 / night

(1) Excellent 

32

Holiday castle in Prato

Province of Prato / Prato

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Poggio a Corte has recently been refurbished and can put up to 14 guests. The 5 rooms and the suite – all equipped with A/C, telephone and Wi-Fi – are finely decoreted in accordance with Tuscan tradition yet paying attention to spaciousness. Guests can in fa  …see more

from £863 / night

£5173 - £8190 / week

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from £863 / night

23

Holiday castle with swimming pool in Tuscany

Province of Arezzo / Monte San Savino

11 25 4 nights min

  • 11 bedrooms
  • Sleeps 25
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tuscan Castle in Chianti area, Our private hill is in the Chianti region "Chianti colli aretini" and with beautiful views over Valdichiana valley. We are surrounded by medieval villages with antic palace and castles. Golf course and Horse Riding are not far aw  …see more

from £850 / night

£5604 / week

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from £850 / night

(4) Excellent 

19

Bagno a Ripoli / Villamagna

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £432 / night

£3018 / week

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from £432 / night

19

Tuscany holiday castle rental

Greve in Chianti / Panzano in Chianti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Castello di Panzano is an exclusive historical castle in Tuscany for rent. This beautiful property is located in the heart of the Chianti region, in the lovely village of Panzano in Chianti immersed in the unspoilt nature. The villa can sleep up to 10 people.  …see more

from £1691 / night

£11835 / week

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from £1691 / night

(1) Excellent 

56

Holiday castle in Tuscany

Province of Pisa / Pisa

2 7 4 nights min

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
A monumental 18th-century villa in the very heart of Tuscany, which has been home to arts and artists for centuries, opens its doors to show you its breathtaking frescoes and be your home for a romantic and relaxing holiday of culture and good life. The villa, which wa  …see more

from £182 / night

£1177 - £1274 / week

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from £182 / night

17

Holiday castle with swimming pool in Campiglia Marittima

Province of Livorno / Campiglia Marittima

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Castello di Magona is a splendid historical castle in Tuscany with 10 beautiful bedrooms and stunning gardens. Located near Livorno, just opposite the Island of Elba, the castle was built during the 16th century, and once home to the Grand Duke of Tuscany.  …see more

from £2443 / night

£17100 / week

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from £2443 / night

(2) Excellent 

6

Province of Florence / Certaldo

19 40 1 night min

  • 19 bedrooms
  • Sleeps 40
  • 1 night min
  • Swimming pool
  • Private garden

 …see more

from £3018 / night

£17242 / week

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from £3018 / night

11

Province of Pisa / Sasso Pisano

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min

 …see more

from £345 / night

£2069 / week

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from £345 / night

33

Holiday castle rental

Province of Siena / San Giovanni d'Asso

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Welcome at Montelifrè's castle Montelifrè is a medieval village still owned by the ancient and noble family Martinozzi.The hamlet is one of the oldest military buildings in Crete senesi and Valdorcia, in Tuscany, one ofthe most beautiful italian regio  …see more

from £39 / night

£173 - £2104 / week

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from £39 / night

(1) Average 

24

Province of Siena / Poggibonsi

7 12 3 nights min

  • 7 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £432 / night

£3018 / week

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from £432 / night

20

Province of Pisa / Cascina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Ask owner if suitable for children

 …see more

from £91 / night

£604 - £725 / week

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from £91 / night

19

Castelfiorentino holiday castle rental

Province of Florence / Castelfiorentino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Castello di Renai is a wonderful historical castle in Tuscany for rent. This graceful country residence is near the ancient town of Castelfiorentino on the Francigen Route.  …see more

from £1366 / night

£9556 / week

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from £1366 / night

24

Province of Pisa / Cascina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Ask owner if suitable for children

 …see more

from £87 / night

£561 - £657 / week

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from £87 / night

24

Province of Florence / San Casciano in Val di Pesa

11 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 80 km

 …see more

from £1035 / night

£6466 - £7673 / week

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from £1035 / night

(2) Very Good 

8

Province of Florence / Vaglia

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Private garden

 …see more

from £44 / night

£302 - £949 / week

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from £44 / night

66

Province of Siena / Gaiole in Chianti

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £288 / night

£2009 - £3526 / week

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from £288 / night

20

Florence / South Florence

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Air conditioning
  • Private garden

 …see more

from £432 / night

£3018 / week

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from £432 / night

9

Province of Siena / Castelnuovo Berardenga

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £156 / night

£1087 / week

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from £156 / night

(1) Excellent 

47

Tuscany

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £1304 / night

£9121 / week

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from £1304 / night

53

Province of Siena / Cetona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £1496 / night

£6897 - £9656 / week

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from £1496 / night

19

Orbetello / Talamone

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

 …see more

from £216 / night

£1509 - £1811 / week

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from £216 / night

47

Tuscany

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £1506 / night

£10535 / week

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from £1506 / night

12

Province of Florence / Montespertoli

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £82 / night

£574 - £1087 / week

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from £82 / night

33

Province of Siena / Gaiole in Chianti

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £244 / night

£1557 - £1811 / week

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from £244 / night

27

Province of Siena / Gaiole in Chianti

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £190 / night

£1165 - £1382 / week

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from £190 / night

38

Orbetello / Talamone

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £617 / night

£4311 - £10345 / week

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from £617 / night