
Holiday houses in Castiglione della Valle
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Top-rated holiday rentals in Castiglione della Valle
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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.

Casa Dolce Toscana | Panoramic Suites & Views
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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

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.

Loft with pool surrounded by greenery
Our house is strategically located between the city of Perugia and Lake Trasimeno, a short distance from the beautiful village of Panicale. The furniture is modern and practical, like a comfortable open loft with large spaces. It includes everything you need to live comfortably on vacation as if you were at home. It has a private parking lot, a porch for outdoor dining, and a soccer and volleyball field. The beautiful swimming pool is for the exclusive use of guests.

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.

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Theater House
Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

(Historic) Panoramic Tower + Jacuzzi + Unique View
Admire Todi from above, surrounded by greenery, in a historic medieval stone tower. Enjoy peace and quiet as you relax in the private Jacuzzi on the panoramic terrace, with breathtaking sunset views. Touch the ancient walls, breathe the pure air of the Umbrian hills, and experience true relaxation and well-being in a unique and authentic setting.

Luxury Duplex - Heart of Corciano - ItalyWeGo
This unique space has a style all its own, blending comfort and personality. Every corner is designed to offer a welcoming and memorable experience, with carefully curated details, elegant finishes, and an atmosphere that makes you feel at home right away. Perfect for couples, families, or friends looking for a stay full of character and charm.
Popular amenities for Castiglione della Valle holiday rentals
Other great holiday rentals in Castiglione della Valle

Castiglione vacation home - 4 beds

Casa Monte

a.d. 1237

San Savino Townhouse AC - Free Wi-Fi

La Loggia Apartment

APARTMENT IN THE FRESCOED ABBEY

Elegant farmhouse overlooking Pienza

The Lost Stone paradise with pool, views and AC
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





