Holiday castles in Italy

Close

View larger map

Also consider

Europe Holidays
431300 properties
Italy Holidays
103183 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Tuscany
25,133 properties
Villas Sicily
15,272 properties
Holiday rentals Lazio
11,484 properties
Villas Puglia
8,807 properties
Villas Lombardy
6,895 properties
Villas Sardinia
6,586 properties
Villas Campania
6,581 properties
Villas Veneto
4,421 properties
Villas Umbria
3,561 properties
Villas Liguria
2,605 properties
Villas Piedmont
2,313 properties
Holiday homes Marche
2,062 properties
Villas Emilia-Romagna
2,027 properties
Villas Calabria
1,584 properties

Italy

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

176 Holiday homes

Filters applied: Castle (176)

(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 £421 / night

£2942 / week

Book View

from £421 / night

20

Holiday castle rental

Province of Perugia / Perugia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Bedroom 1 is furnished with an antique double bed, chest of drawers, and built-in wardrobe with views of the castle courtyard. Bedroom 2 is a large bedroom with views of both the courtyard and the surrounding countryside with access to the balcony having great views.The  …see more

from £65 / night

£455 - £460 / week

Book View

from £65 / night

(4) Very Good 

64

Holiday castle with swimming pool in Italy

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 £505 / night

£2353 - £3656 / week

Book View

from £505 / night

Featured properties

(5) Excellent 

24

Holiday castle in Umbria

Gubbio / Pisciano

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 85 km
  • Suitable for children age 5+
  • Pet friendly
You will have SOLE/PRIVATE use of the entire Palazzo and its grounds. No sharing with other guests!Palazzo Scagliae is a XIII Century listed Castle situated at the summit of a beautiful and peaceful 12 acre private estate in the locality of Pisciano, Gubbio. Su  …see more

from £160 / night

£1118 / week

Book View

from £160 / night

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 £1202 / night

£8404 - £16807 / week

Enquire View

from £1202 / night

49

Holiday castle in Italy

Lake Como / Faggeto Lario

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
The Tower Of Palanzo is a construction of the 17. century built on a military outpost of the 13. Century. The Watchtower is part of the castle walls and the only remaining structure of the outpost. The building is a protected monument and under national preservation ord  …see more

from £715 / night

£5001 / week

Book View

from £715 / night

16

Holiday castle with shared pool in Tuscany

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

from £133 / night

£930 - £1289 / week

Enquire View

from £133 / night

(26) Excellent 

29

Holiday castle in Italy

Province of Padua / Este

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Child friendly
  • Private garden
“Back to a magnificient past” If you wish to spend a holiday in the magnificient Italian 16th century, Vigna Contarena is the place. I staied there with friend and enjoyed the amazing athmosphere that only such an historic place can give. The apartmen  …see more

from £164 / night

£1148 / week

Book View

from £164 / night

15

Spoleto / Messenano

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

 …see more

Pricing unknown

Book View

Pricing unknown

23

Province of Naples / Terzigno

22 50 1 night min

  • 22 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £83 / night

£520 / week

Book View

from £83 / night

(2) Average 

13

Holiday castle rental

Province of Alessandria / Gabiano

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
You are very welcome to come and stay at our house, a charming hunding lodge located in the grounds of the 1000 years-old castle, built with the traditional Middle Age style of the area. Unmissable chance for travelers who want to experience how it feels like to live in  …see more

from £352 / night

£2459 / week

Book View

from £352 / night

(1) Excellent 

56

Holiday castle in Italy

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 £177 / night

£1148 - £1242 / week

Book View

from £177 / night

(4) Excellent 

53

Amalfi Coast / Positano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Ask owner if suitable for children

 …see more

from £740 / night

£5177 / week

Book View

from £740 / night

20

Holiday castle accommodation

Province of Perugia / Perugia

10 14 Min stay varies

  • 10 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
For those in search of a enchanting castle retreat, Castello Gubbio is the perfect choice! It was built in the middle ages and has retained it defensive character, but four years of intensive renovation have turned the interior into a welcoming and comfortable house.  …see more

from £1256 / night

£5021 - £5143 / week

Enquire View

from £1256 / 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 £2942 / night

£16807 / week

Book View

from £2942 / night

19

Italy 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

Enquire View

from £1691 / night

(8) Excellent 

28

Province of Syracuse / Portopalo di Capo Passero

11 45 1 night min

  • 11 bedrooms
  • Sleeps 45
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £169 / night

£1177 / week

Book View

from £169 / 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 £421 / night

£2942 / week

Book View

from £421 / night

(1)  

23

Italy holiday castle rental

Province of Agrigento / Licata

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Castle of the XIV century overlooking the sea ! What else ? All the charming bedrooms, overhanging the sea, have a private bathroom with shower and four of them have got stunning terraces. The big and panoramic dining room too, is overhanging the sea ! . The staying occ  …see more

from £577 / night

£4034 / week

Book View

from £577 / night

8

Rome / Prenestino Labicano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £51 / night

£295 / week

Book View

from £51 / night

14

Province of Asti / Asti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £152 / night

£454 - £1345 / week

Book View

from £152 / night

10

Province of Salerno / Auletta

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £42 / night

£252 / week

Book View

from £42 / night

(1) Excellent 

17

Holiday castle in Umbria

Citta di Castello / San Leo Bastia

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets
“Family reunion - Fantastic !” We had a memorable family reunion at the Castle. My family of 20 people had plenty of space, we could cook and BBQ ourselves, or have the lovely staff take care of that. Breakfast was included and just great. High speed i  …see more

from £808 / night

£5652 - £7311 / week

Book View

from £808 / night

4

Piegaro / Pietrafitta

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £59 / night

£379 / week

Book View

from £59 / night

(2) Very Good 

15

Italy holiday castle rental

Province of Lecce / Specchia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
Castello al centro del borgo medioevale di Specchia  …see more

from £101 / night

£631 / week

Book View

from £101 / night

16

Holiday castle in Italy

Province of Perugia / Campello sul Clitunno

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
Italian cultural tourism at its best in this Fairy-tale Castle on a hillside in the midst of the "Green Heart of Umbria" and beautiful Spoleto nearby. Perfect for the Spoleta Festival, enjoying some of the most beautiful art in the world,wine-tasting and truff  …see more

from £118 / night

£753 / week

Enquire View

from £118 / night

4

Piegaro / Pietrafitta

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £59 / night

£379 / week

Book View

from £59 / 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 £85 / night

£547 - £641 / week

Book View

from £85 / night

(2) Excellent 

39

Italy holiday castle let

Province of Alessandria / Tassarolo

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
OS Castle, located in one of the towers of the Castle of Tassarolo, is a special holiday home-from-home where you can enjoy the results of a thousand years of history and elegant living.  …see more

from £152 / night

£841 / week

Book View

from £152 / 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 £43 / night

£295 - £925 / week

Book View

from £43 / night

9

Lazio / Rome

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £211 / night

£1345 / week

Book View

from £211 / night

7

Province of Rieti / Rieti

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

Pricing unknown

Book View

Pricing unknown

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 £89 / night

£589 - £706 / week

Book View

from £89 / 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 regions. Montelifrè i  …see more

from £38 / night

£169 - £2051 / week

Book View

from £38 / night

11

Province of Brindisi / San Vito dei Normanni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Suitable for children age 5+

 …see more

Pricing unknown

Book View

Pricing unknown

13

Lazio / Rome

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £379 / night

£2522 / week

Book View

from £379 / night

17

Holiday castle with swimming pool in Tuscany

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

Enquire View

from £2443 / night

19

Tuscany 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

Enquire View

from £1366 / night

21

Umbertide / Pantano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £75 / night

£583 / week

Book View

from £75 / night

27

Province of Viterbo / Vignanello

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £2176 / night

£12185 / week

Book View

from £2176 / night