
Holiday houses in Castiglione della Valle
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Top-rated holiday rentals in Castiglione della Valle
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

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.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Frankly welcoming for a fantastic stay
Loft ideale per per coppie, viaggiatori singoli o smart worker in cerca di tranquillità. Monolocale grande e nuovo, con balcone, tetto in legno e design moderno. Si trova al secondo piano di una casa curata ed abitata dalla famiglia che vi ospita. La cucina è completa di tutti gli elettrodomestici nuovi e di qualità. L'abitazione viene consegnata pulita ed igienizzata. Parcheggio gratuito all’interno della proprietà o lungo la via privata di accesso alla casa.

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.

Villa Amici Apartment
🌿 Stylish Apartment in the Heart of Umbria 🇮🇹 Our very quiet and lovingly furnished apartment is located in the green heart of Umbria, right on the border with Tuscany. Here you’ll find everything you need for a relaxing holiday and enjoy the Dolce Vita at its best ✨ 📍 Thanks to the central location, trips to Perugia, Florence or Rome are easy and convenient. A perfect place to relax, enjoy and explore 💛

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".
Popular amenities for Castiglione della Valle holiday rentals
Other great holiday rentals in Castiglione della Valle

Baciucco garden suite – design and private garden

Getaway to Umbria, TorreLuca

Luxury Villa, Salt water Pool-Orvieto -14 p -Owner

Il Palazzo – Historic Residence with Pool

Villa Incanto – Todi

Sunset on the Lake – Passignano Centro Lake view

Stone Farmhouse with Pool 1 - Italy

Wellness Cave & Panoramic Views | Casa di Lucy
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Vico
- Basilica of St Francis
- Frasassi Caves
- Centro Storico Orvieto
- Cascate del Mulino
- Sibillini Mountains National Park
- Mount Amiata
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Furlo Gorge Nature Reserve
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Terme San Filippo
- Valdichiana Outlet Village
- Gola del Furlo
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Rocca Maggiore
- Spoleto Cathedral





