
Holiday houses in Castiglione della Valle
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Top-rated holiday rentals in Castiglione della Valle
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La Perla del Lago Holiday home on Lake Trasimeno
La Perla del Lago: your refuge at Trasimeno Rediscover your harmony in this oasis of absolute peace. Let yourself be enchanted by our magical view and the sunsets that the lake offers every evening. The La Perla del Lago Holiday Home overlooks the mirror of Lake Trasimeno. 8 minutes away you will find the highway to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find bars, restaurants, a market, a pharmacy, an ATM, and children's play areas. There is a swimming pool 3 km away where you can relax in the summer.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Historic Residence with Pool near Perugia
🏡 Historic Residence with Pool near Perugia 📍 Perfect for exploring Umbria, just minutes from Perugia, Assisi & Lake Trasimeno ✨ Elegant apartment inside the historic Palazzo di Bagnaia with antique furniture and original details 🛏️ 5 bedrooms • 🛁 2 bathrooms • Spacious interiors ideal for families and groups 🌳 Swimming pool, large private park and barbecue area surrounded by Umbrian countryside 💫 Historic charm, relaxation and authentic Italian atmosphere in a 17th-century residence

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

Torre di Orlando - Medieval Tower 12th century
In the tranquillity of the village of Castiglione della Valle, adjacent to the walls of the historic centre, rises the Torre di Orlando, a medieval square tower dating back to 1100 AD. A plunge into the past, to discover the unique and rural rhythms of the Umbrian countryside, through the typical village streets, enveloped in mystical silence, to experience a regenerating and relaxing holiday, the Tower welcomes those who wish to be surrounded by areas of exclusive scenic value.

Residenza del 300 (Between Perugia and Lake Trasimeno)
Magnificent apartment located in a historic 14th-century building of Roman origin nestled in the heart of the Umbrian countryside, on a historic farm. The furniture is renovated and comfortable. Large, bright, functional space with an all-Umbrian view, surrounded by the vast vineyard, centuries-old olive groves, enchanting landscapes, large garden and other magnificent plants. 10 km from the historic center of Perugia and 10 km from Lake Trasimeno.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Il Casale di Fiore - Large apartment in Umbria
The apartment is on the ground floor of a hillside farmhouse. It includes a large open space with kitchen and dining room, a bathroom, a double bedroom, a bedroom with a French bed and a garden. The apartment is on the ground floor of a big country house in the middle of Umbrian hills. It has a big open space with kitchen and dining room, 1 bathroom, 1 double bed, 1 small double bed and a garden.

Country Chalet and mini spa
A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...
Popular amenities for Castiglione della Valle holiday rentals
Other great holiday rentals in Castiglione della Valle

Medieval Tower · Panoramic View with Jacuzzi

Experience an ancient island with a garden by the lake

a.d. 1237

Proceno Castle, Loggia Apartment

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Chef’s Retreat

Loft with pool surrounded by greenery

Luxury Duplex - Heart of Corciano - ItalyWeGo
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Frasassi Caves
- Basilica of St Francis
- Lake Vico
- Centro Storico Orvieto
- Terme Dei Papi
- Cascate del Mulino
- Sibillini Mountains National Park
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Furlo Gorge Nature Reserve
- Mount Subasio
- Terme San Filippo
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Gola del Furlo
- Abbey of Monte Oliveto Maggiore
- Spoleto Cathedral
- Fonti Del Clitunno





