Historic Hotels & Resorts in Monticiano from AU$182

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Check availability on Monticiano Historic Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Monticiano historic hotels

Dining
Comfort, relaxation and nature

Comfort, relaxation and nature

Comfort, relaxation and nature
Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is AU$182
includes taxes & fees
30 Dec - 31 Dec
Comfort, relaxation and nature
Interior
Antico Granaione

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60)
"old fashion building, clean and affordable"
United States
Irene
The price is AU$314
includes taxes & fees
5 Jan - 6 Jan 2026
Antico Granaione
Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AU$252
includes taxes & fees
30 Dec - 31 Dec
The Gelda house, relax with a view
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
"Wonderful stay "
United States
Talib
The price is AU$2,231
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AU$10,488
includes taxes & fees
30 Dec - 31 Dec
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Iron/ironing board, WiFi, bed sheets
Palazzo Malfatti- Studio flat standard

Palazzo Malfatti- Studio flat standard

Palazzo Malfatti- Studio flat standard
Massa Marittima
9.0 out of 10, Wonderful, (2)
"Short walk to the San Cerbone cathedral and the piazza. Great restaurants and shops very close."
United States
John H.
The price is AU$186
includes taxes & fees
30 Dec - 31 Dec
Palazzo Malfatti- Studio flat standard
Lobby
Palazzo Malfatti - appartamento familiare per 4 persone

Palazzo Malfatti - appartamento familiare per 4 persone

Palazzo Malfatti - appartamento familiare per 4 persone
Massa Marittima
The price is AU$231
includes taxes & fees
2 Jan - 3 Jan 2026
Palazzo Malfatti - appartamento familiare per 4 persone
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very good, (1)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is AU$305
includes taxes & fees
30 Dec - 31 Dec
Romantic farm in the Sienese hills
Fridge, oven, stovetop, dishwasher
Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
Buonconvento
10.0 out of 10, Exceptional, (1)
"Pros: La casa era molto accogliente"
Italy
Anonymous traveller
The price is AU$188
includes taxes & fees
30 Dec - 31 Dec
Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
Interior
Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C

Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (2)
"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
United States
ALLAN
The price is AU$252
includes taxes & fees
6 Jan - 7 Jan 2026
Colle di Val d'Elsa - Siena - Apt Blue - C
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.
View all properties

Top Monticiano Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The staff were exceptionally friendly and welcoming, making us feel comfortable from the moment we arrived. The breakfast was outstanding, with a great variety of fresh and high-quality options to choose from. Everything was well organised and very clean. We would happily stay here again and highly recommend this hotel."
Adam 2-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

What should I expect on my historical trip to Monticiano?
The historical sites in Monticiano are likely a big part of your travel plans. Why not absorb the local colour with a visit to the restaurants?
How many historical hotels will I find in Monticiano?
In Monticiano, you'll find 51 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the most important historical places and other sights to visit in Monticiano?
A favourite place to visit is Val di Merse. You'll also find Abbazia di San Galgano and I Canaloni del Torrente Farma in the area.
What is a historic hotel like in Monticiano?
Guests who book a historic hotel can enjoy a holiday in a building that has an officially recognised historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of historic hotels in Monticiano, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it influenced the community.
Do historic hotels in Monticiano have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found at a contemporary hotel will also be available in a historic hotel. When you choose a historic hotel in Monticiano, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.

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