
Vacation rentals in Castiglione della Valle
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Top-rated vacation 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 Vacation 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 cafés, restaurants, a market, a pharmacy, ATMs, and children's play areas; 3 km away, there is a beautiful swimming pool for summer relaxation.
4.98 out of 5 average rating, 207 reviews
Casa di Scoccia | Umbrian Farmhouse with Pool
🏡 Casa di Scoccia - Historic Umbrian Farmhouse with Pool 📍 Perfect base to explore Umbria: Perugia 8 km, Assisi & Lake Trasimeno 30 km ✨ Spacious historic farmhouse surrounded by peaceful Umbrian countryside, perfect for families and groups 🛏️ 5 bedrooms • 🛁 3 bathrooms • Large indoor and outdoor spaces 🌳 Swimming pool, private park and barbecue area within a historic country villa setting 💫 Authentic Italian charm, relaxation and unforgettable countryside stays in the heart of Umbria
4.75 out of 5 average rating, 32 reviews
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.
4.97 out of 5 average rating, 251 reviews
Casa Dolce Toscana | Panoramic Suite with a View
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.
4.98 out of 5 average rating, 185 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 reviews
Casa Boschetto, villa with private pool
The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.
4.92 out of 5 average rating, 148 reviews
Medieval Tower Loft - Loft Torre Medievale
Stay in this original 12th-century medieval tower and let yourself be captivated by the sounds of nature. One of a kind, with a 360-degree view in the heart of the Umbrian hills. Dedicated entrances and ample space will make your stay unique and relaxing. Spread over 3 floors with a private garden and access to a common area with a magnificent view of the entire Lake Trasimeno, only for lovers of breathtaking sunsets. Arrival point for various hiking trails.
5.0 out of 5 average rating, 7 reviews
Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.
4.98 out of 5 average rating, 160 reviews
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.
4.97 out of 5 average rating, 133 reviews
Luxury Villa, Salt water Pool-Orvieto -14 p -Owner
Experience authentic luxury at Colle dell'Asinello, a 25-acre private estate in Umbria. Our 6,500 sq ft villa hosts 14 guests in 5 elegant bedrooms. pool saltwater ( Heated on request) (31°C/88°F, covered in winter), hot tub (34°C/93°F), and private SPA with Turkish bath and chromotherapy shower. Located in the heart of Umbria, just 2km from Guardea and minutes from Orvieto, Todi, and Lake Bolsena. Your perfect Italian countryside retreat.
4.98 out of 5 average rating, 41 reviews
Agriturismo La collina degli Olivi
In Spina di Marsciano, nestled in the beautiful Umbrian countryside amidst fields of wheat, vineyards and olive groves, is the Collina degli Olivi, a family-run Agriturismo producing extra virgin olive oil, seasonal fruit and vegetables. We are strategically located, perfect as a base for exploring Assisi, Perugia, Orvieto, Todi, Gubbio, Lake Trasimeno and discovering the beauty the region has to offer. COORDINATES 42.978966, 12.268871
4.9 out of 5 average rating, 50 reviews
Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
4.99 out of 5 average rating, 111 reviewsPopular amenities for Castiglione della Valle vacation rentals
Other great vacation rentals in Castiglione della Valle

Depandance
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Casale Monticchio- The Gaggia house, 6 to 8 guests
5.0 out of 5 average rating, 8 reviews
Villa Caini/In the countryside, just outside the city
4.98 out of 5 average rating, 81 reviews
Villa Amici Apartment
5.0 out of 5 average rating, 14 reviews
Tenuta Morcella - Olivo Suite
5.0 out of 5 average rating, 4 reviews
Exclusive panoramic villa with private pool
5.0 out of 5 average rating, 35 reviews
Camillo Benso
5.0 out of 5 average rating, 27 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Vico
- Basilica of St Francis
- Frasassi Caves
- Mount Amiata
- Sibillini Mountains National Park
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Furlo Gorge Nature Reserve
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Gola del Furlo
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Fonti Del Clitunno
- Rocca Maggiore





