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Holiday rentals in Castiglione della Valle

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Top-rated holiday rentals in Castiglione della Valle

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Top guest favourite
A dining area is highlighted by a wooden table surrounded by four chairs. Two windows allow natural light to fill the space, offering views of the outdoors. A wooden bench and a stack of logs are positioned against the wall, contributing to the rustic aesthetic.
Apartment
4.96 out of 5 average rating, 24 reviews

Apartment in a small village in the Umbrian countryside

The village of Castiglion Fosco offers authenticity and tranquility, and is rich in history with its medieval walls and striking cylindrical tower. The surrounding countryside offers beautiful landscapes and hiking trails. Located in the heart of Umbria, it is close to art cities such as Perugia, Città della Pieve, Orvieto, Panicale, Cortona and Lake Trasimeno and the Sienese countryside. Far from the hustle and bustle of big cities, it's a great place to relax and enjoy the slow pace of country life.

Top guest favourite
Home
4.98 out of 5 average rating, 176 reviews

La Perla del Lago Holiday home on Lake Trasimeno

La Perla del Lago:il tuo rifugio al Trasimeno ​Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi; a 3 km sorge un'azzurra piscina per il relax estivo.

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.
Guest house
4.97 out of 5 average rating, 204 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.

Top guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Flat
4.97 out of 5 average rating, 134 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favourite
A spacious living area features large glass windows that offer views of the surrounding greenery. A round marble table is set with a fruit bowl, while two vintage chairs and a cozy armchair provide seating. A patterned rug adds warmth to the tiled floor.
Home
4.96 out of 5 average rating, 255 reviews

Cozy in Villa Oasis w/ Garden & Parking in Perugia

🌿 Why You'll Love This House: 🏰 Serene Villa house, enjoy tranquility of an independent house and fenced garden 🎨 Elegant Interiors Blend of glass, marble, and wood with expansive windows 🌄 Panoramic Lounge Unwind with amazing view 🛏️ Garden-Access Bedroom Wake up to nature 🚿 Luxurious Bathroom Spacious marble and wood shower 🧺 Laundry facilities 💼 Work-Friendly Space High-speed internet 📍 Prime Location 20-minute walk or 5-minute drive to Perugia's centrum Warm retreat!

Top guest favourite
An aerial view captures the medieval borgo of Castiglione della Valle, where stone-roofed buildings are interspersed with winding paths. Soft lights illuminate the streets, highlighting the compact layout and the natural greenery surrounding the historical village.
Tower
4.96 out of 5 average rating, 49 reviews

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.

Top guest favourite
A bright living space features a white table surrounded by colorful chairs. Large arched windows open to a view of the green landscape. A grey armchair and wooden sideboard enhance the room's inviting atmosphere, with natural light flooding in from multiple angles.
Home
4.98 out of 5 average rating, 104 reviews

The Terrace of Victory

La Terrazza di Vittoria is a delightful studio on one level surrounded by silence and greenery. It is located a few meters from the main house and just 2 km from Città della Pieve. The large garden surrounding the house is a natural terrace overlooking Lake Trasimeno. It is enriched by a pergola equipped with a table and barbecue available for your meals in total relaxation. Inside, in a 40 sqm space, there is a double bed, a sofa bed, a bathroom and an equipped kitchen.

Top guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

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
4.97 out of 5 average rating, 126 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.

Top guest favourite
The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.
Guest house
4.99 out of 5 average rating, 138 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

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
4.99 out of 5 average rating, 100 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.

Top guest favourite
Two white Adirondack chairs are positioned on a lush green lawn facing the lake, providing a view of the water and a colorful sunset. A firepit is centered between the chairs, adding to the outdoor ambiance. Trees line the edge of the property, enhancing the scenery.
Cottage
4.96 out of 5 average rating, 105 reviews

Lakehouse in unique position on Lake Trasimeno

Lang’s Lakehouse is in a unique location, being one of a handful of properties on the banks of Lake Trasimeno, Italy’s fourth largest lake. The property sleeps five upstairs. Directly in front of the property is a large grassed terrace, perfect for relaxation or entertaining. Visitors can swim, paddleboard or fish from the front of the property and even cook pizzas in their own pizza oven.

Popular amenities for Castiglione della Valle holiday rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Perugia
  5. Castiglione della Valle