A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.

Holiday Homes in Castiglione d'Orcia

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Castiglione d'Orcia holiday homes

A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

1. Terme house

Terme house
Bagni San Filippo
The price is AU$231
includes taxes & fees
6 Oct - 7 Oct
Terme house
A pool with clear blue water, surrounded by white rock formations and greenery.

2. Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs

Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"There is magic in this home. I can only say the very best of things about it and about the host. We’re not typical tourists…my son is in a medical crisis. I needed a sanctuary to stay while we waited for his Dr in Rome and that’s exactly what we found here. I have been traveling for 4 months to try and save my child. We’ve stayed many places. This is one place that has now become the absolute turning point in our story. We went from feeling completely defeated to feeling hope again. There’s...
United States
Tanya
The price is AU$2,262
includes taxes & fees
4 Nov - 5 Nov
Holiday Home 'Aldo' with Garden, Steps from the Thermal Springs
A pathway leading to a building with stone walls and a tree.

3. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is AU$240
includes taxes & fees
5 Oct - 6 Oct
A typical Tuscan country house
A stone building with a sign reading "Borgo di Mezzo".

4. The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AU$233
includes taxes & fees
18 Oct - 19 Oct
The Gelda house, relax with a view
A terrace with a table set for breakfast, overlooking a mountainous landscape.

5. Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace
Castelnuovo dell'Abate
The price is AU$269
includes taxes & fees
6 Oct - 7 Oct
Il Borghetto - The House of Elba, rooftop panoramic terrace
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

6. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is AU$544
includes taxes & fees
5 Oct - 6 Oct
Agritourism in val d'orcia
A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

7. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AU$200
includes taxes & fees
6 Oct - 7 Oct
"Il Focolare" Superior Apartment in Monticchiello
An outdoor patio with a wooden pergola, a table with chairs, and potted plants.

8. Suite Gioconda - Podere Casa Rossa in Pienza

Suite Gioconda - Podere Casa Rossa in Pienza
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, clean and the hosts are over the top welcoming! Walking distance to Pienza with gorgeous views. Loved staying here and hope to come back someday! "
United States
Doug H.
The price is AU$388
includes taxes & fees
5 Oct - 6 Oct
Suite Gioconda - Podere Casa Rossa in Pienza
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

9. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AU$229
includes taxes & fees
7 Oct - 8 Oct
Podere Belsogno-camera Lavanda
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

10. Holiday Home 'Una Finestra Sulla Vetta' with Mountain View and Wi-Fi

Holiday Home 'Una Finestra Sulla Vetta' with Mountain View and Wi-Fi
Montelaterone
The price is AU$192
includes taxes & fees
5 Oct - 6 Oct
Holiday Home 'Una Finestra Sulla Vetta' with Mountain View and Wi-Fi
A narrow stone staircase leading to a building with balconies adorned with flower pots.

11. La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia

La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
Radicofani
The price is AU$228
includes taxes & fees
5 Oct - 6 Oct
La Casa del Viandante – Holiday Apartment in Radicofani, Val d’Orcia
A stone building with a wooden door and shutters, a small outdoor seating area with a table and chairs, and potted plants.

12. Federico's Cantuccio, cozy apartment in the heart of Radicofani

Federico's Cantuccio, cozy apartment in the heart of Radicofani
Radicofani
The price is AU$142
includes taxes & fees
13 Oct - 14 Oct
Federico's Cantuccio, cozy apartment in the heart of Radicofani
A wooden staircase leading up a grassy hill, surrounded by a stone wall and a wooden fence.

13. Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
8.0 out of 10, Very good, (1 review)
The price is AU$294
includes taxes & fees
11 Oct - 12 Oct
Holiday Home 'Colline' with Balcony and Wi-Fi
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

14. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is AU$265
includes taxes & fees
5 Oct - 6 Oct
Double room with private bathroom in the countryside 5 minutes from Montepulciano
A stone building with a tiled roof, a staircase leading to a lower level, and a garden with various plants.

15. Double bedroom with private bathroom, private access, garden and swimming pool

Double bedroom with private bathroom, private access, garden and swimming pool
Radicofani
The price is AU$136
includes taxes & fees
2 Nov - 3 Nov
Double bedroom with private bathroom, private access, garden and swimming pool
A narrow street lined with stone buildings, some with wooden shutters, and potted plants.

16. Oasi del Borgo Montefollonico

Oasi del Borgo Montefollonico
Montefollonico
The price is AU$456
includes taxes & fees
6 Oct - 7 Oct
Oasi del Borgo Montefollonico
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas.

17. "Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi

"Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi
Arcidosso
10.0 out of 10, Exceptional, (1 review)
"Wir hatten einen E-Rollstuhl-Fahrer dabei. Die Unterkunft ist quasi perfekt dafür. Alles barrierefrei und gut rangierbar innerhalb der Wohnung. Nur der Eingang war etwas herausfordernd, aber machbar. Die eine Stufe wurde mit brettern überbrückt und war etwas wackelig. Insgesamt ist die Unterkunft sehr zu empfehlen. Mitten in der Natur und von Wald und wiesen umgeben, deshalb auch kühler. Wir hatten zu wenig warme Sachen dabei für Ende Mai!"
Germany
Ulrike R.
The price is AU$430
includes taxes & fees
5 Oct - 6 Oct
"Edera" Apartment in Agriturismo with Shared Pool, Mountain View, and Wi-Fi
A narrow stone corridor with a vaulted ceiling, leading to a room with a long table and chairs.

18. Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is AU$2,098
includes taxes & fees
21 Oct - 22 Oct
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
A patio area with a gravel floor, potted plants, and a white umbrella.

19. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AU$578
includes taxes & fees
8 Oct - 9 Oct
Charming Siena Countryside Stay
An outdoor seating area with a stone wall, a wooden door, and a table with chairs.

20. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Podere Giardino is an amazing place to stay. You need a car but that’s true anywhere in Tuscany. Our apartment “Glicine” was 2 bedrooms and 2 bathrooms - a ton of space. It was clean and had absolutely everything you need to enjoy your stay. Super well stocked kitchen to cook a great meal. The pool was a highlight for us as it was hot outside and was very peaceful. We toured Italy for a month and this place was our favourite - truly a paradise away from the crowds. Ah the Tuscan...
Canada
Patrick D.
The price is AU$759
includes taxes & fees
5 Oct - 6 Oct
Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglione d'Orcia Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"
Stuart 2-night trip
Posted 4 hours ago
Nuovo Etruria Resort

Find out more about Castiglione d'Orcia

Castiglione d'Orcia Holiday Homes information

Number of reviews
25
Accommodation
916 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$2,262