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Holiday rentals in Castiglione d'Orcia

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Top-rated holiday rentals in Castiglione d'Orcia

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
27 Feb – 6 MarIndividual Host,
€ 472 per night
4.99 out of 5 average rating, 102 reviews
Guest favourite
Flat in Montepulciano
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.
21–28 DecIndividual Host,
€ 151 per night
4.97 out of 5 average rating, 326 reviews
Guest favourite
Home in Castiglione d'Orcia
Other man, Val d 'Orcia
Enjoy the Val d' Orcia from this elegant house located at the foot of the medioeval tower of Rocca d' Orcia. Big panoramic private terrace. New propriety recently refurnished. Just a few kilometers from Pienza, Montalcino, S.Quirico, Bagno Vignoni, Monticchiello, Amiata Mountain, 50 minutes from Siena. Walking, biking tours and natural baths in the nearby. Furnished with antique furniture, the house offers 2 open fireplaces, air conditioner, sauna, 50" TV, full optional kitchen.
13–20 SepIndividual Host,
€ 171 per night
4.97 out of 5 average rating, 66 reviews

Popular amenities for Castiglione d'Orcia holiday rentals

Other great holiday rentals in Castiglione d'Orcia

Guest favourite
Flat in San Quirico d'Orcia
Antica Loggia - Apartment with view
23–30 NovIndividual Host,
€ 142 per night
5.0 out of 5 average rating, 41 reviews
Guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
27 Jul – 3 AugIndividual Host,
€ 299 per night
5.0 out of 5 average rating, 41 reviews
Guest favourite
Flat in Montalcino
Castel Brunello
18–25 OctProfessional Host,
€ 651 per night
4.99 out of 5 average rating, 80 reviews
Superhost
Flat in San Quirico d'Orcia
La Violetta di San Quirico, Centro Storico.
7–14 FebIndividual Host,
€ 56 per night
5.0 out of 5 average rating, 4 reviews
Superhost
Farm stay in Castelnuovo dell'Abate
CasaROSA Hot spring tub Inside Brunello vineyards
12–19 SepProfessional Host,
€ 121 per night
4.81 out of 5 average rating, 96 reviews
Guest favourite
Farm stay in San Quirico d'Orcia
Agriturismo Cantagalli, Apartment Cedrone.
21–28 AugProfessional Host,
€ 196 per night
4.98 out of 5 average rating, 40 reviews
Guest favourite
Flat in Gallina
Casale le Querciole
2–9 NovIndividual Host,
€ 137 per night
4.87 out of 5 average rating, 39 reviews
Guest favourite
Flat in San Quirico d'Orcia
[Locanda In Piazzetta] - House in Old Town
31 Jul – 7 AugIndividual Host,
€ 118 per night
5.0 out of 5 average rating, 11 reviews
Guest favourite
Villa in San Quirico D'orcia
I Pereti nuovi-modern Tuscan Villa stunning views
18–25 FebIndividual Host,
€ 356 per night
4.98 out of 5 average rating, 48 reviews
Guest favourite
Farm stay in Montalcino
Agriturismo MONSOLE - Sleep in a dream ...
9–16 AugProfessional Host,
€ 374 per night
4.97 out of 5 average rating, 30 reviews
Guest favourite
Apartment in San Quirico d'Orcia
Panoramic Apartment in Center Dimora del Poggio
31 Dec – 7 JanProfessional Host,
€ 121 per night
4.96 out of 5 average rating, 25 reviews
Guest favourite
Home in Montalcino
The Wellness Suite
31 Aug – 7 SepProfessional Host,
€ 145 per night
4.99 out of 5 average rating, 93 reviews

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Castiglione d'Orcia