Vacation rentals in Castiglione della Valle

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Top-rated vacation rentals in Castiglione della Valle

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Guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 323 reviews

Agriturismo Fattoria La Parita

Provençal-style apartment nestled between the vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. It includes a basic Italian breakfast (coffee, tea, milk, cookies, etc.) that you can prepare on your own, if you want to try one of the famous breakfasts prepared and served by Sandra, the cost is €10 per person (6€ 5 to 15 years)

Nov 17 – 24

G$30,509 GYD per night

Guest favorite

Home in Orvieto

5.0 out of 5 average rating, 183 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Oct 23 – 30

G$73,340 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 332 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Jan 19 – 26

G$33,435 GYD per night

Guest favorite

Tower in Castiglione della Valle

4.95 out of 5 average rating, 39 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.

Sep 14 – 21

G$18,686 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Oct 13 – 20

G$23,074 GYD per night

Guest favorite

Farm stay in Agello, Perugia

4.96 out of 5 average rating, 105 reviews

Residence of 300 (Tra Perugia and Lake Trasimeno)

Magnificent apartment located in a historic building of 300 Roman origin nestled in the heart of the Umbrian countryside, on a historic farm. The furnishings are renovated and comfortable. Spacious, bright, functional space with an all-Umbrian view, surrounded by vast vineyards, centuries-old olive groves, enchanting landscapes, large garden and other magnificent plants. 10 km from the historic centre of Perugia and 10 km from Lake Trasimeno.

Mar 22 – 29

G$16,857 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 242 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Apr 27 – May 4

G$31,776 GYD per night

Guest favorite

Apartment in Bagnoregio

4.98 out of 5 average rating, 356 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Nov 24 – Dec 1

G$39,226 GYD per night

Guest favorite

Home in Assisi

4.82 out of 5 average rating, 233 reviews

Casa Spagnoli

Vintage residence in the historic center of Assisi, convenient for walking with free parking on site. The house includes a large dining room overlooking the Basilica of Santa Chiara, kitchen, two bedrooms with two private bathrooms equipped with a bathtub and shower. Equipped with Wi-Fi, television and heating.

Mar 14 – 21

G$23,367 GYD per night

Guest favorite

Castle in Tuscania (VT)

4.99 out of 5 average rating, 441 reviews

San Giusto Abbey { medieval Tower }

Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.

Mar 8 – 15

G$47,511 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Jul 12 – 19

G$67,097 GYD per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Feb 21 – 28

G$174,054 GYD per night