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Vacation rentals in Castiglione d'Orcia

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Top-rated vacation rentals in Castiglione d'Orcia

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

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

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.

Mar 8 – 15

R9,498 ZAR per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 326 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.

Mar 26 – Apr 2

R3,081 ZAR per night
Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 189 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.

Jan 8 – 15

R2,105 ZAR per night

Popular amenities for Castiglione d'Orcia vacation rentals

Other great vacation rentals in Castiglione d'Orcia

Guest favorite

Apartment in Castiglione d'Orcia

4.96 out of 5 average rating, 27 reviews

at the door upstairs

Jun 3 – 10

R1,637 ZAR per night
Guest favorite

Home in Castiglione d'Orcia

4.97 out of 5 average rating, 66 reviews

Other man, Val d 'Orcia

May 12 – 19

R3,354 ZAR per night
Guest favorite

Apartment in Castiglione d'Orcia

5.0 out of 5 average rating, 33 reviews

Apartment Mimosa - Poggio al Vento

Nov 5 – 12

R2,105 ZAR per night
Guest favorite

Apartment in San Quirico d'Orcia

5.0 out of 5 average rating, 41 reviews

Antica Loggia - Apartment with view

Nov 3 – 10

R2,904 ZAR per night
Guest favorite

Tower in San Quirico d'Orcia

5.0 out of 5 average rating, 41 reviews

Luxurious Medieval Tower & Private Concierge

Jul 27 – Aug 3

R6,127 ZAR per night
Superhost

Farm stay in Castelnuovo dell'Abate

4.81 out of 5 average rating, 96 reviews

CasaROSA Hot spring tub Inside Brunello vineyards

Nov 22 – 29

R2,349 ZAR per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Oct 18 – 25

R13,333 ZAR per night
Guest favorite

Apartment in San Quirico d'Orcia

5.0 out of 5 average rating, 6 reviews

La Violetta di San Quirico, Centro Storico.

Jan 10 – 17

R1,271 ZAR per night
Guest favorite

Apartment in Gallina

4.88 out of 5 average rating, 40 reviews

Casale le Querciole

Jul 18 – 25

R3,041 ZAR per night
Guest favorite

Villa in San Quirico D'orcia

4.98 out of 5 average rating, 50 reviews

I Pereti nuovi-modern Tuscan Villa stunning views

Feb 22 – Mar 1

R6,845 ZAR per night
Superhost

Apartment in Bagno Vignoni

4.78 out of 5 average rating, 18 reviews

Window to Bagno Vignoni

Jun 17 – 24

R2,582 ZAR per night
Guest favorite

Farm stay in San Quirico d'Orcia

4.95 out of 5 average rating, 61 reviews

Agriturismo Cantagalli, Apartment Mugellese.

Nov 18 – 25

R1,550 ZAR per night

Destinations to explore

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