Holiday houses in Castiglione della Valle

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Top-rated holiday rentals in Castiglione della Valle

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Top Guest favourite

A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.

Home in Perugia

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. The highway is 8 minutes away, allowing you to visit towns such as Florence, Perugia, Gubbio, Spoleto, Norcia and many others. In the village, you will find cafés, restaurants, a supermarket, a pharmacy, an ATM and children's play areas; 3 km away, there is a beautiful swimming pool where you can relax in summer.

4.98 out of 5 average rating, 208 reviews

Guest favourite

A bright living area features a modern TV unit and a comfortable sitting area with a gray sofa. A dining table with four chairs is positioned beside sheer curtains, allowing natural light to fill the space. Wooden beams highlight the ceiling, enhancing the room's character.

Home in Pilonico Materno

Depandance

Annex on a manor house surrounded by the greenery of the Umbrian countryside. In a quiet area away from the stress of the city, surrounded by olive trees and greenery, it offers an entire apartment consisting of a double bedroom, a living room with a sofa bed, a bathroom with a large shower cabin, a kitchen equipped with everything you need, and an anti-bathroom with a laundry area. Located about 15km from Lake Trasimeno and the historical center of Perugia in a strategic area to admire all the Umbrian beauties.

4.97 out of 5 average rating, 29 reviews

Superhost

Farm stay in Perugia

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

Top Guest favourite

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

Guesthouse in Macciano

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, 252 reviews

Top Guest favourite

A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.

Home in Cetona

Casa Dolce Toscana | Panoramic Suite with 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, 187 reviews

Top Guest favourite

A spacious outdoor area features a turquoise pool surrounded by a brick patio. Sun loungers are positioned nearby, offering a spot to relax. Lush greenery and mature trees provide a backdrop, contributing to the tranquil ambiance of the property.

Villa in San Venanzo

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, 149 reviews

Guest favourite

Tower in Panicale

Medieval Tower Loft - Loft Torre Medievale

Stay in this original medieval tower from the 1100s 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 spacious areas will make your stay unique and relaxing. Developed over 3 floors with a private garden and access to a common area with a magnificent view of the entire Lake Trasimeno, only for those who love breathtaking sunsets. The end point of several hiking trails.

5.0 out of 5 average rating, 7 reviews

Top Guest favourite

An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.

Villa in Sarteano

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

Top Guest favourite

A sunlit vineyard stretches across a gentle hillside, lined with rows of lush grapevines. In the background, an elegant historic mansion is framed by tall cypress trees against a clear blue sky, offering a picturesque glimpse into the surrounding Umbrian countryside.

Farm stay in Agello

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

Top Guest favourite

A three-story brick structure is framed by lush greenery, featuring a covered porch adorned with vibrant flowers. Two balconies are visible on the upper level, while a stone path leads through the garden towards the entrance.

Apartment in Marsciano

La Collina degli Olivi Agritourism

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

Top Guest favourite

Villa in Todi

Villa Incanto – Todi

Villa Incanto is an exclusive residence set up on the ground floor of an ancient stone farmhouse. Those who decide to stay there will therefore have total privacy. Villa Incanto is located within a 20-hectare estate that enjoys a hillside position that offers a wonderful panoramic view of the Umbrian hills. Ideal for a relaxing holiday and tasting the typical products of the area. Tourist tax of €1.50 per day for the first 5 days.

5.0 out of 5 average rating, 22 reviews

Top Guest favourite

The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.

Home in Casalini

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 reviews