
Monticchiello Holidays
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Monticchiello Holiday
Our pick of the best Monticchiello Hotel Deals

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (609 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on 29 Oct 2025

Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1, San Casciano dei Bagni, SI
Fully refundableReserve now, pay when you stay
The price is NZ$740 per night from 19 Nov to 20 Nov
NZ$740
19 Nov - 20 Nov
includes taxes & fees
9.2/10 Wonderful! (179 reviews)
Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year.
Reviewed on 25 Oct 2025

Rosewood Castiglion del Bosco
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is NZ$2,463 per night from 30 Nov to 1 Dec
NZ$2,463
30 Nov - 1 Dec
includes taxes & fees
10/10 Exceptional! (67 reviews)
Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.
Reviewed on 3 Aug 2025
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.
Discover the most popular places to visit in Monticchiello

Pienza Cathedral
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Palazzo Vescovile
You can find out about the history of Pienza with a stop at Palazzo Vescovile. While you're here, you can savour the wineries.
Art Studio di Adelina Quadri
You can spend an afternoon exploring the galleries in Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savour the wineries.
What to do in Monticchiello

Seggiano: Guided Tour of the Olive Grove and Food Tasting
NZ$50
per adult

Tasting Tour in One of The Most Beautiful Cellars in the World
NZ$66
per adult
100% of travellers recommend

Olive Oil Tours and Tasting at Frantoio di Montalcino
NZ$101
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
