Holiday Homes in Chianciano Terme

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Our top choices for Chianciano Terme holiday homes

1. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is AU$413
includes taxes & fees
20 Nov - 21 Nov
Eagle House

2. "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$188
includes taxes & fees
19 Nov - 20 Nov
"Il Focolare" Superior Apartment in Monticchiello

3. 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$250
includes taxes & fees
20 Nov - 21 Nov
Double room with private bathroom in the countryside, 5 minutes from Montepulciano

4. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is AU$157
includes taxes & fees
12 Nov - 13 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

5. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
10.0 out of 10, Exceptional, (1 review)
"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"
Italy
Anonymous traveller
The price is AU$448
includes taxes & fees
15 Nov - 16 Nov
Holiday Home in Villa Pandolfina near Montepulciano

6. Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
The price is AU$143
includes taxes & fees
29 Nov - 30 Nov
Le Roghete

7. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is AU$122
includes taxes & fees
12 Nov - 13 Nov
Vacation home with a panoramic terrace, ideal for families and couples

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

Federico's Cantuccio, a cozy apartment in the heart of Radicofani
Radicofani
The price is AU$129
includes taxes & fees
19 Nov - 20 Nov
Federico's Cantuccio, a cozy apartment in the heart of Radicofani

9. 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
18 Nov - 19 Nov
Double bedroom with private bathroom, private access, garden and swimming pool

10. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is AU$131
includes taxes & fees
12 Nov - 13 Nov
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

11. 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$318
includes taxes & fees
12 Nov - 13 Nov
Holiday Home 'Colline' with Balcony and Wi-Fi

12. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"Terme House is just as described. It had all of the amenities mentioned and was clean. We wanted a place just off ss2 - perfect location and quiet town. 5 stars!!!"
United States
Lori
The price is AU$219
includes taxes & fees
17 Nov - 18 Nov
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

13. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is AU$313
includes taxes & fees
12 Nov - 13 Nov
Romantic farm in the Sienese hills

14. Casa Gelda, relax with a view.

Casa Gelda, 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$221
includes taxes & fees
12 Nov - 13 Nov
Casa Gelda, relax with a view.

15. Sant'Angelo House

Sant'Angelo House
Acquapendente
The price is AU$160
includes taxes & fees
16 Nov - 17 Nov
Sant'Angelo House

16. Sant Angelo House

Sant Angelo House
Acquapendente
The price is AU$160
includes taxes & fees
16 Nov - 17 Nov
Sant Angelo House

17. Large apartment with garden in an old farmhouse with swimming pool

Large apartment with garden in an old farmhouse with swimming pool
Radicofani
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful location in the heart of Tuscany."
United States
Catherine J.
The price is AU$298
includes taxes & fees
12 Nov - 13 Nov
Large apartment with garden in an old farmhouse with swimming pool

18. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$148
includes taxes & fees
17 Nov - 18 Nov
Montecchio di Cortona

19. Alice's House, charm and relaxation

Alice's House, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is AU$315
includes taxes & fees
15 Nov - 16 Nov
Alice's House, charm and relaxation

20. The Rose Cottage - Vacation Home with a Garden in Umbria

The Rose Cottage - Vacation Home with a Garden in Umbria
Tavernelle
The price is AU$299
includes taxes & fees
6 Dec - 7 Dec
The Rose Cottage - Vacation Home with a Garden in Umbria
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.

Learn more about Chianciano Terme

Thermal waters at Terme Sensoriali spa offer rejuvenating soaks while the Archaeological Museum showcases fascinating Etruscan artefacts. Nearby Val d'Orcia's rolling hills and Montepulciano's medieval streets make perfect day trips from this historic wellness town.

A historic town with a prominent castle on a hill, surrounded by lush green fields and rolling hills in the background.