List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear

Location

Italy

  • Show all locations
  • Campania (3)
  • Emilia-Romagna (1)
  • Lazio (5)
  • Marche (4)
  • Piedmont (13)
  • Puglia (5)
  • Sardinia (1)
  • Sicily (1)
  • Tuscany (38)
  • Umbria (14)
  • Veneto (1)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Castle (86)

32 of 86 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £292 / night

£2044 - £3066 / week

View

(2) Excellent 5/5 

1 / 24

Holiday castle with swimming pool in Italy

Castle / 6 Bedrooms / sleeps 16

  • Beach / lakeside relaxation
  • Nearest beach 32 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £292 / night

£2044 - £3066 / week

View

Rogheta ancient Agostinian hermitage is now a charming country house with swimming pool and Jacuzzi (dipped into a natural reserve area) in the very heart of the etrurian Tuscany, between Volterra and the sea. A specially "neat place" since it has been constructed with bio-compatible material.  …see more

from £22 / night

£148 - £552 / week

View

(1) Excellent 5/5 

1 / 27

Holiday castle rental

Castle / 1 Bedroom / sleeps 2

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised

Excellent 5/5 

Add to shortlist

from £22 / night

£148 - £552 / week

View

Luxury stylish and wide Apartment with breathtaking view o the Valley and sunset. High level furniture, comfortable livings, 1 bedroom,1 bathroom with shower, equipped Kitchen. Host 2 persons Pool is shared , full servicing. Welcome breakfast basket on arrival The perfect home for independent Travellers who like to have a comfortable retreat after a touring day.  …see more

from £757 / night

£5295 - £5883 / week

View

(3) Excellent 5/5 

1 / 20

Holiday castle with swimming pool, tennis court in Italy

Castle / 7 Bedrooms / sleeps 13

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £757 / night

£5295 - £5883 / week

View

Borgia Castle, private property with pool at border of Tuscany and Umbria on the Trasimeno lake near Passignano sul Trasimeno. Ideal for a holiday rental and a wedding in Italy in Tuscany or Umbria. 13 guests can stay at the castle + other 25 at the nearby country hous Borgia Castle on the Trasimeno lake at the border of Tuscany and Umbria. Weddings and Holiday rentals.  …see more

Featured properties

from £74 / night

£515 - £1839 / week

View

(1) Excellent 5/5 

1 / 16

Puglia holiday castle rental

Castle / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised

Excellent 5/5 

Add to shortlist

from £74 / night

£515 - £1839 / week

View

Romantic and Historic apartment in front of the Castle of Otranto and the sea. Salento Italy  …see more

from £161 / night

£1125 - £1280 / week

View

(1) Excellent 5/5 

1 / 52

Holiday castle in Italy

Castle / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Suitable for children over 5
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £161 / night

£1125 - £1280 / week

View

For Italian art lovers: the famous 18th-century Villa Di Lupo Parra, which has been home to arts and artists, will welcome you to show its breathtaking frescoes and be your home in the very heart of Tuscany for a romantic and relaxing holiday of culture and good life.  …see more

from £141 / night

£986 - £1840 / week

View

(4) Excellent 5/5 

1 / 25

Holiday castle in Umbria

Castle / 3 Bedrooms / sleeps 8

  • Nearest beach 85 km
  • Suitable for children over 5
  • Car essential
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £141 / night

£986 - £1840 / week

View

13 Century Castle in Gubbio, Umbria. Furnished with antiques. 12 acre private grounds with jacuzzi and sun terrace. Can sleep 8 guests with 2 double beds, a twin room, double and single sofa bed, 2 Lounge/TV rooms, dining room. Stunning views from top of hill. Sole use of property and all facilities. Secure underground car park, video phone entry, hot tub, barbeque  …see more

from £73 / night

£508 - £688 / week

View

(1) Excellent 5/5 

1 / 24

Holiday castle with shared pool in Tuscany

Castle / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £73 / night

£508 - £688 / week

View

A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

from £76 / night

£530 - £684 / week

View

(10) Excellent 5/5 

1 / 56

Tuscany holiday castle rental

Castle / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Not suitable for children
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £76 / night

£530 - £684 / week

View

Charming apartment in a 18th century castle,among breathtaking frescoes:an ideal stay for artists and art lovers.Three centuries of painting and history enclosed in these walls,a piano just for you to play and the beauty of Tuscany will make your holiday unforgettable. No matter if you come in Summer or in Winter, any season is perfect to love every moment of your stay here.  …see more

from £68 / night

£475 - £584 / week

View

(1) Excellent 5/5 

1 / 24

Italy holiday castle accommodation

Castle / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £68 / night

£475 - £584 / week

View

Castle Tower Above Spoleto Valley: Italian Design and Pool Access, 2-bedroom, 1 1/2 baths, sleeps 3-5. 5-minute drive to large private pool, 1 free pass for 2 to nearby spa: sauna, steam room, heated pool. Other spa treatments available. Outdoor dining. Campello, Umbria  …see more

Pricing unknown

View

(17) Excellent 5/5 

1 / 18

Holiday castle in Italy

Castle / 4 Bedrooms / sleeps 10

  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

Pricing unknown

View

Stunning Venetian Villa: Italian summer dream. Venetian Villa with exclusive garden, downtown historic town.  …see more

from £64 / night

£442 - £699 / week

View

(1) Excellent 5/5 

1 / 24

Castle letting in Italy

Castle / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £64 / night

£442 - £699 / week

View

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 £70 / night

£486 - £596 / week

View

(8) Excellent 5/5 

1 / 39

Holiday castle in Italy

Castle / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £70 / night

£486 - £596 / week

View

Enjoy the magic of living in a historic house, among amazing frescoes, and in the very heart of Tuscany: Villa Di Lupo Parra is a lovely place for a peaceful holiday of culture and good life.  …see more

from £48 / night

£331 / week

View

(1) Very Good 4/5 

1 / 14

Holiday castle in Umbria

Castle / 2 Bedrooms / sleeps 4

  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

Very Good 4/5 

Add to shortlist

from £48 / night

£331 / week

View

Umbrian castle tower with two bedrooms, two bathrooms, full kitchen, dining terrace, garden, living room with fireplace, 30 minutes to airport Perugia-Assisi. Self-catering holiday home near Spoleto, Montefalco, Spello, Bevagna, Campello. Nature walks and museum tours. Hiking to Assisi or rafting the Nera. Unesco World Heritage Site of Campello, wine tours, truffle hunts.  …see more

from £51 / night

£352 - £617 / week

View

1 / 13

Holiday castle rental

Castle / 8 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Add to shortlist

from £51 / night

£352 - £617 / week

View

Luxury retreat for your holiday in Piemonte. We offer exclusive apartment elegantly refurnished and equipped with all the modern comfort. Spacious open air spaces such as swimming pool and garden at our guest disposal as well as the wine shop for wine tasting and tours.  …see more

from £53 / night

£365 - £511 / week

View

(8) Excellent 5/5 

1 / 24

Holiday castle in Italy

Castle / 2 Bedrooms / sleeps 4

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £53 / night

£365 - £511 / week

View

A very caracteristique Umbria Castle of the XI century with an old Church and Tower, situated on an beautiful hill between Perugia and Chiusi/Città della Pieve, in the region of Saints. An incredible view on the landscape of Nestore river, in front of Perugia. A very nice apartment in the main building of the castle. Incredible place either in winter and summer time.  …see more

from £331 / night

£2317 - £3236 / week

View

(3) Very Good 4.5/5 

1 / 22

Italy holiday castle rental

Castle / 10 Bedrooms / sleeps 24

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

Add to shortlist

from £331 / night

£2317 - £3236 / week

View

Villa La Dogana (up to 24 p), luxurious an lovingly refurbished Castle in peaceful position, uncontaminated nature, 40 minutes from Florence. Wide garden and bersots, lawns suitable for ceremonies or to play football/volley. Beautiful swimming-pool. Nearby restaurant  …see more

from £2627 / night

£18383 / week

View

(1) Excellent 5/5 

1 / 6

Castle rental in Tuscany with swimming pool

Castle / 19 Bedrooms / sleeps 40

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £2627 / night

£18383 / week

View

Castello medioevale adatto per un soggiorno indimenticabile, al centro della Toscana vicino alle città d'arte come Firenze, Siena, San Gimignano, Volterra, Lucca e Pisa oltre a altre città medioevali come Monteriggioni, San Donato in Poggio, Castellina in Chianti.  …see more

from £788 / night

£5515 - £8270 / week

View

(2) Very Good 4.5/5 

1 / 24

Italy holiday castle rental

Castle / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4.5/5 

Add to shortlist

from £788 / night

£5515 - £8270 / week

View

The most stylish holiday today is choose a large Villa where to meet with the family or friends. About 30 Km from Florence, Castle of Cabbiavoli, which history dates back to 1210 has been completely restored and it can accommodate 12 people in luxurious comfort  …see more

from £127 / night

£883 - £1287 / week

View

(4) Excellent 5/5 

1 / 30

Holiday castle rental

Castle / 2 Bedrooms / sleeps 4

  • Ask owner if suitable for children
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £127 / night

£883 - £1287 / week

View

This 1000 d.C. stunning historic manor, warm and welcoming, is the perfect location for who want live a romantic holiday in Florence, in a luxury place in the middle of the peaceful Tuscan countryside. An incredible stay for lovers of art and good taste.  …see more

from £47 / night

£329 - £438 / week

View

1 / 23

Holiday castle in Italy

Castle / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £47 / night

£329 - £438 / week

View

Fra i colori degli affreschi ed i profumi delle erbe aromatiche, immersi nella quiete della campagna umbra, al'interno di un ex monastero. Al piano terra sul chiostro si affaccia anche un frantoio per assaporare anche la gradevolezza dell'olio extravergone d'oliva umbro La struttura è a 20 minuti da Perugia e dal Lago Trasimeno e a pochi chilometri dai principali centri umbri.  …see more

from £76 / night

£530 - £662 / week

View

(6) Excellent 5/5 

1 / 24

Italy holiday castle rental

Castle / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Not suitable for children
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £76 / night

£530 - £662 / week

View

Lovely apartment in a famous 18th-century castle, among amazing frescoes, and in the very heart of Tuscany. At Villa Di Lupo Parra you will find an unequalled atmosphere of beauty and peace for a romantic and unforgettable holiday.  …see more

from £368 / night

£2574 - £3677 / week

View

(1) Good 3/5 

1 / 24

Holiday castle with shared pool in Italy

Castle / 7 Bedrooms / sleeps 12

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Good 3/5 

Add to shortlist

from £368 / night

£2574 - £3677 / week

View

Al piano terra 3 grandi saloni e cucina, (x10), che si apre sul giardino ammobiliato e barbecueun e un terrazzo con splendida vista. Lo spazio che circonda la piscina è ampia con un gazzebo ornato di rose, lettini da sole e sedie sdraio. Doccia calda. Spazio condiviso. Tutti i Saloni sono al piano terra e decorati: sala TV, sala Lettura, salone grande con pianoforte, per 10.  …see more

from £442 / night

£3089 - £4118 / week

View

1 / 23

Holiday castle with swimming pool in Italy

Castle / 11 Bedrooms / sleeps 25

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £442 / night

£3089 - £4118 / week

View

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 away. Outside swimming pool and jacuzzi, gym room,gazebo (table and chairs)  …see more

from £736 / night

£5148 / week

View

1 / 15

Holiday castle with swimming pool in Piedmont

Castle / 12 Bedrooms / sleeps 30

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £736 / night

£5148 / week

View

For total exclusivity and our fullest attention, hire the whole castle? Work groups, Birthdays, Weddings, Golfing Trips or just you and your family or friends; terrace, park, pool, main salon, dining halls, library, and billiard hall.  …see more

from £90 / night

£625 - £883 / week

View

1 / 24

Holiday castle with shared pool in Italy

Castle / 3 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £90 / night

£625 - £883 / week

View

A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. An excellent base for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

from £418 / night

£2920 - £4599 / week

View

1 / 21

Castle rental in Umbria with swimming pool

Castle / 8 Bedrooms / sleeps 12

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £418 / night

£2920 - £4599 / week

View

Set in a magical scenery, surrounded by sweet hills and green valleys, “Torre dei Poeti” is located in splendid commanding position with a beautiful view over the countryside.  …see more

from £316 / night

£2206 - £3162 / week

View

1 / 24

Holiday castle accommodation

Castle / 6 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £316 / night

£2206 - £3162 / week

View

Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

from £59 / night

£412 - £523 / week

View

1 / 24

Holiday castle with shared pool in Italy

Castle / 2 Bedrooms / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £59 / night

£412 - £523 / week

View

A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

from £72 / night

£504 - £1103 / week

View

1 / 16

Holiday castle in Italy

Castle / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £72 / night

£504 - £1103 / week

View

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 truffle eating.  …see more

from £379 / night

£2648 - £2831 / week

View

1 / 21

Holiday castle with swimming pool in Italy

Castle / 6 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome

Add to shortlist

from £379 / night

£2648 - £2831 / week

View

Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

from £10 / night

£66 - £292 / week

View

1 / 23

Holiday castle in Italy

Castle / 2 Bedrooms / sleeps 4

  • Nearest beach 40 km
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £10 / night

£66 - £292 / week

View

A 17th century historical building in the heart of Sardinia, in the middle of the Nuraghi towers Valley, at less than one hour by car from Alghero beaches. Thiesi village is well known for its food and cheese, you will be welcome in the cottages, farms and Riding Club. At 15 min by car from the Maison the Sardo-Cheyenne Riding Club offers horseback ridings in the countryside.  …see more

from £50 / night

£350 - £478 / week

View

1 / 24

Holiday castle in Tuscany

Castle / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £50 / night

£350 - £478 / week

View

A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more
first
Italy travel guide
Explore the country of Italy, the apartments and villas in Italy – Rich in culture, history, good food and sunshine, Italy is the ideal holiday destination, whether you’re after adventure, a beach holiday, family fun, rural villa break, or to simply step back in time into one of Europe’s oldest empires. First time visiting Italy? Don’t forget these popular destinations: the capitalRome, beautiful Siena, famous for Il Palio and its shell shaped main piazza, Milan with its gothic duomo and fantastic shopping, the waterways of Venice or for real sun, sea and sand, why not check out Sicily’s Taormina or Palermo?Tuscany with its beautiful cities of art, medieval architecture and stunning landscape, Tuscany is a must for all first-time travellers to Italy.
Popular searches: Tuscany villas | Rome apartments | Sicily villas | Umbria villas

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page