Luxury Hotels & Resorts in Pienza from AU$142

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Check availability on Pienza Luxury Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Pienza Luxury Hotels

Land view from property
Hotel Corsignano

Hotel Corsignano

4.0 star property
Pienza
9.4 out of 10, Exceptional, (329)
"Enjoyed the hotel. Great location, quality breakfast and rooms."
United States
Joseph
The price is AU$225
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Corsignano
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4.0 star property
Pienza
8.8 out of 10, Excellent, (629)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is AU$178
includes taxes & fees
8 Dec - 9 Dec
Borgo Sant'Ambrogio Resort
Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (254)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
The price is AU$506
includes taxes & fees
14 Dec - 15 Dec
Monastero di Cortona Hotel & Spa
Exterior
Castello di Leonina Relais

Castello di Leonina Relais

4.0 star property
Asciano
9.0 out of 10, Wonderful, (120)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
Castello di Leonina Relais
Couples treatment room(s), sauna, hot tub, steam room
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

4.0 star property
Chianciano Terme
8.2 out of 10, Very good, (307)
"The staff was very helpful and nice. Safe neighborhood and quiet."
United States
Anteneh
The price is AU$141
includes taxes & fees
11 Dec - 12 Dec
Grand Hotel Admiral Palace
Couples treatment room(s), sauna, hot tub, hot springs/mineral springs
Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat

5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (184)
"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."
United States
Kimberly
The price is AU$550
includes taxes & fees
18 Dec - 19 Dec
Fonteverde Lifestyle & Thermal Retreat
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
Montalcino
9.0 out of 10, Wonderful, (339)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
Interior entrance
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46)
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
Hotel Osteria Dell Orcia
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

5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is AU$2,342
includes taxes & fees
6 Jan - 7 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
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.
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Top Pienza Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect"
LARRY 1-night trip
Posted 9 days ago
Hotel Corsignano

Frequently asked questions

Are you looking for a luxury hotel for your stay in Pienza?
Amenities are important when you plan a holiday, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Pienza offers. Pienza has some interesting things to see and do including Palazzo Piccolomini and Historic Centre of Pienza, so you might want to take in the local sights during your visit.
When can I expect good weather in Pienza?
Planning for the weather is an important factor for making your trip to Pienza a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.
What's there to see and do in Pienza?
Enjoy all that Pienza has to offer when you visit Palazzo Piccolomini, Historic Centre of Pienza and Pienza Cathedral. If you have extra time while you're in the area, you might want to stop by Val di Chiana and Piazza Pio II.

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