
Santa Maria Holidays
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Santa Maria Holiday
Our pick of the best Santa Maria Hotel Deals

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
8.6/10 Excellent! (607 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.
Reviewed on 29 Oct 2025

Hotel Continentale
Piazza Guido Monaco, 7, Arezzo, AR
Fully refundableReserve now, pay when you stay
The price is NZ$244 per night from 7 Nov to 8 Nov
NZ$244
7 Nov - 8 Nov
includes taxes & fees
8.4/10 Very Good! (449 reviews)
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.
Reviewed on 17 Oct 2025

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is NZ$550 per night from 20 Nov to 21 Nov
NZ$550
20 Nov - 21 Nov
includes taxes & fees
9.8/10 Exceptional! (248 reviews)
Wow best experience, fantastic service, awesome staff, beautiful room and cortona is very impressive
Reviewed on 29 Oct 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.
What to do in Santa Maria

Montepulciano Wine Tasting in the Tuscan Countryside
NZ$50
per adult

Oil museum and oil mill in Tuscany: tour and tasting
NZ$40
per adult

Private Tasting of Organic Wines in the Cellar in Mugliano
NZ$60
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
