Photo by Rozie Gevorkian

Holiday Homes in Montegabbione

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Our top choices for Montegabbione holiday homes

1. Eva's house awaits you!

Eva's house awaits you!
Monterubiaglio
10.0 out of 10, Exceptional, (2 reviews)
"L'appartement est très grand (rez-de-chaussée d'une maison) et aménagé avec bcp de goût. Tout etait fournis à l'arrivée : linges de lit, serviettes de toilette, liquide vaisselle, éponge et torchons. L'accueil des propriétaires etaient chaleureux et leurs conseils bienvenus. Chien, chat, tortues nous ont réservés un acceuil amical. Le jardin est très grand, idéal lorsqu'on a des enfants. La piscine est un avantage non négligeable au vu des températures très élevées. Les villages villes...
France
Stéphanie D.
The price is AU$211
includes taxes & fees
8 Nov - 9 Nov
Eva's house awaits you!

2. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful place, where we had a wonderful week. The host was responsive and gave excellent introduction both to the house and the local area. Highly recommended."
United States
Jens Kristian T.
The price is AU$1,162
includes taxes & fees
9 Nov - 10 Nov
Villa on the Umbria-Tuscany border—for families and friends—with a private pool

3. 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
9 Nov - 10 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

4. Country House Le Case Coloniche

Country House Le Case Coloniche
Deruta
9.4 out of 10, Exceptional, (47 reviews)
"Fabulous stay. "
Australia
Anita
The price is AU$173
includes taxes & fees
20 Nov - 21 Nov
Country House Le Case Coloniche

5. Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning
Panicale
The price is AU$326
includes taxes & fees
8 Nov - 9 Nov
Holiday Home 'Il Forcone' with Shared Pool, Wi-Fi and Air Conditioning

6. Mary's Vacation Home. Centrally located, quiet, and comfortable.

Mary's Vacation Home. Centrally located, quiet, and comfortable.
Orvieto
10.0 out of 10, Exceptional, (2 reviews)
"Amazing place!! We absolutely loved in! Close to Main Street and host is fantastic. Would definitely stay here again. "
United States
Evan
The price is AU$264
includes taxes & fees
9 Nov - 10 Nov
Mary's Vacation Home. Centrally located, quiet, and comfortable.

7. A Casa di Viola, a tourist destination: 1-bedroom house

A Casa di Viola, a tourist destination: 1-bedroom house
Orvieto
The price is AU$212
includes taxes & fees
7 Dec - 8 Dec
A Casa di Viola, a tourist destination: 1-bedroom house

8. DUOMO LUXURY APARTMENT

DUOMO LUXURY APARTMENT
Orvieto
10.0 out of 10, Exceptional, (17 reviews)
"The location and the views were extraordinary. Seeing the cathedral and plaza from our window in the quiet early morning as we listened to the bell tower was wonderful. "
United States
Kimberly S.
The price is AU$501
includes taxes & fees
8 Nov - 9 Nov
DUOMO LUXURY APARTMENT

9. 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
8 Nov - 9 Nov
Le Roghete

10. Quaint 1-bedroom house in lovely Sugano perfect for relaxing stays

Quaint 1-bedroom house in lovely Sugano perfect for relaxing stays
Sugano
The price is AU$197
includes taxes & fees
9 Nov - 10 Nov
Quaint 1-bedroom house in lovely Sugano perfect for relaxing stays

11. 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
8 Nov - 9 Nov
Double bedroom with private bathroom, private access, garden and swimming pool

12. 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$412
includes taxes & fees
8 Nov - 9 Nov
Eagle House

13. 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
8 Nov - 9 Nov
Large apartment with garden in an old farmhouse with swimming pool

14. Domus Bolsena sunny with lake and castle view

Domus Bolsena sunny with lake and castle view
Bolsena
9.6 out of 10, Exceptional, (4 reviews)
"Lovely, clean and well presented property, providing everything that you need."
United Kingdom
Gareth J.
The price is AU$251
includes taxes & fees
8 Nov - 9 Nov
Domus Bolsena sunny with lake and castle view

15. Marconi House

Marconi House
Acquapendente
The price is AU$313
includes taxes & fees
8 Nov - 9 Nov
Marconi House

16. THE BREATH OF THE LAKE - Where every stone tells a story and silence heals.

THE BREATH OF THE LAKE - Where every stone tells a story and silence heals.
Civitella del Lago
The price is AU$168
includes taxes & fees
8 Nov - 9 Nov
THE BREATH OF THE LAKE - Where every stone tells a story and silence heals.

17. 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

18. 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$143
includes taxes & fees
8 Nov - 9 Nov
Federico's Cantuccio, a cozy apartment in the heart of Radicofani

19. 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
9 Nov - 10 Nov
Holiday Home 'Colline' with Balcony and Wi-Fi

20. 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$464
includes taxes & fees
8 Nov - 9 Nov
Holiday Home in Villa Pandolfina near Montepulciano
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 Montegabbione

Medieval stone buildings crown this hilltop village where you can explore narrow lanes and the impressive 14th-century fortress. Sample local wines at family-run vineyards and join olive oil tastings at nearby farms in the Umbrian countryside.

A historic building with a central courtyard, two large circular stone structures, and a tower.
Photo by Rozie Gevorkian
Open Photo by Rozie Gevorkian