A historic square with a prominent tower and statues.

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Our top choices for Pienza 5-star hotels

Exterior

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.6 out of 10, Exceptional, (150 reviews)
"What a nice place to stay and enjoying Tuscany region!! Lovely place and atmosphere!! We definitely love to come back and stay more time for next visit!!"
United States
Yong Hoon
The price is ￥87,953
￥97,855 total
includes taxes & fees
Aug 11 - Aug 12
Precise Tale Poggio Alla Sala
Outdoor pool, sun loungers

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
Cortona
9.8 out of 10, Exceptional, (240 reviews)
"Best of the best!"
Canada
nicolas
The price is ￥111,159
￥123,752 total
includes taxes & fees
Jul 29 - Jul 30
Villa di Piazzano - Small Luxury Hotel of the World
Villa (Agresto) | Living area | LCD TV, pay movies

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
"Wonderful stay "
United States
Talib
The price is ￥283,141
￥313,301 total
includes taxes & fees
Aug 2 - Aug 3
Castiglion del Bosco, A Rosewood Hotel
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, (359 reviews)
"It was amazing! "
United States
Carlos
The price is ￥112,620
￥125,728 total
includes taxes & fees
Aug 12 - Aug 13
Castello di Velona Resort Thermal SPA & Winery
Couples treatment rooms, sauna, hot tub, hot springs, Turkish bath

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (205 reviews)
"The spa was refreshing and dinning was wonderful and the service was amazing both at dinner and breakfast. "
United States
Jenny Roman
The price is ￥64,632
￥71,833 total
includes taxes & fees
Jul 23 - Jul 24
Fonteverde Thermal Spa Resort Tuscany
Rooftop terrace

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (293 reviews)
"Great place to stay"
United States
Mark
The price is ￥52,018
￥58,696 total
includes taxes & fees
Aug 11 - Aug 12
Monastero di Cortona Hotel & Spa
Bar (on property)

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (133 reviews)
"During our recent trip to Italy, we changed our original plan to visit Florence and decided to find a place in Tuscany where we could just relax for the final four nights of our journey. We were lucky to find availability at Il Falconiere, and our stay there more exceeded our expectations."
United States
Marie
The price is ￥64,411
￥72,329 total
includes taxes & fees
Jul 29 - Jul 30
Il Falconiere - Relais e Chateaux
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (119 reviews)
"The hotel is stunning! Beautiful sunset and sunrise time. The restaurant is superb. I really enjoyed our time here. Will come back."
United States
Lu
The price is ￥35,349
￥39,438 total
includes taxes & fees
Jul 16 - Jul 17
Borgo Sant'Ambrogio Resort
Frette Italian sheets, premium bedding, down comforters

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
10.0 out of 10, Exceptional, (206 reviews)
"Beautiful rooms, amazing breakfasts, very helpful staff and lovely outdoor spaces with great views. Perfect spot for relaxing only half an hour walk from the centre of Siena."
United Kingdom
Sophie
The price is ￥71,198
￥80,164 total
includes taxes & fees
Jul 16 - Jul 17
Hotel Certosa Di Maggiano
Junior Suite | View from room

Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (130 reviews)
"Location, Service and Ambiance amazing. Truly charming location and hotel Staff were wonderful."
United States
Jason
The price is ￥144,297
￥160,572 total
includes taxes & fees
Aug 6 - Aug 7
Castello Banfi - Il Borgo - Relais et Chateaux
Indoor pool, seasonal outdoor pool

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (254 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is ￥18,272
￥20,100 total
includes taxes & fees
Aug 5 - Aug 6
Mercure Petriolo Siena Terme Spa Hotel
Indoor pool, 2 outdoor pools

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.8 out of 10, Exceptional, (76 reviews)
"Amazing place. Beautiful! Even better than the pictures! Food was delicious. Staff was overwhelmingly accommodating and kind. The spa was bop notch and the pools were so relaxing! We stayed in the romantic suite for our 15 year anniversary, and it did not disappoint! Everything was so great! I wish we could stay longer!"
United States
Nicole
The price is ￥58,642
￥65,430 total
includes taxes & fees
Jul 30 - Jul 31
La Posta Hotel & Thermal Spa
Exterior

ADLER Thermae

ADLER Thermae
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (76 reviews)
"We love our stay at this hotel because of its fabulous view of Tuscany landscapes and its natural thermal pools. It is so relaxing and enjoyable that we will stay more nights next time."
United States
Joyce
The price is ￥123,833
￥137,139 total
includes taxes & fees
Jul 23 - Jul 24
ADLER Thermae
2 indoor pools, seasonal outdoor pool

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144 reviews)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is ￥113,317
￥126,495 total
includes taxes & fees
Aug 1 - Aug 2
Castel Monastero - The Leading Hotels of the World
Exterior

La Bagnaia Golf Resort

La Bagnaia Golf Resort
5.0 star property
Murlo
8.4 out of 10, Very Good, (116 reviews)
"This properties has the nicest view set in a medival village and the staff is great. I would stay there again and take more time to enjoy the hotel."
Canada
Eric
La Bagnaia Golf Resort
Minibar, in-room safe, individually decorated, individually furnished

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (65 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
The price is ￥54,514
￥61,443 total
includes taxes & fees
Jul 20 - Jul 21
Relais La Corte dei Papi
Aerial view

Podere Cavalbianco

Podere Cavalbianco
5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect. The breakfast is excellent, the location and the appartment/rooms are amazing. Couldn’t expect more"
United States
Edith
Podere Cavalbianco
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy

Castel Porrona Relais & Spa

Castel Porrona Relais & Spa
5.0 star property
Cinigiano
9.6 out of 10, Exceptional, (7 reviews)
"Stayed here for one night in August. Fantastic and helpful staff offered welcome drinks and showed around the beautiful property. Was offered a complimentary upgrade. Pool area is really nice and quiet with spa facilities right next to it. Restaurant perfect for a romantic dinner. Will definitely plan for a longer visit in the future."
Finland
Joona
Castel Porrona Relais & Spa
Luxury Villa, 6 Bedrooms, Kitchen, Valley View | Terrace/patio

Agriturismo San Fabiano

Agriturismo San Fabiano
5.0 star property
Monteroni d'Arbia
10.0 out of 10, Exceptional, (1 review)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
United States
James
Agriturismo San Fabiano
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pienza.
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
The price is ￥26,073 per night from Aug 5 to Aug 6
￥26,073
￥29,787 total
Aug 5 - Aug 6
includes taxes & fees
9.4/10 Exceptional! (365 reviews)
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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 Pienza

The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II.

See all hotels in Pienza
A historic square with a prominent tower and statues.

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"There are really no words for how amazing this resort truly is. From the second we walked through the doors, it exceeded five-star service. From the staff, to the room, to the resort amenities, to the restaurants, they don’t miss a single detail. Our stay has been so amazing that we extended our three night stay for four additional nights. The town is pure perfection, and it’s centrally located enough to allow us the opportunity to visit amazing surrounding cities, and then return to the resort. The communication is second to none… they connect instantly with you through WhatsApp, and any needs or requests are handled virtually instantly. I’ve traveled to many cities, and I’ve stayed in countless five-star resorts and hotels, but this resort stands out from the rest!!!!"
Jocelyn 3-night trip
Posted less than an hour ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

What are the best 5-star hotels in Pienza?
Boasting superior amenities and services, Expedia travelers rate ADLER Spa Resort Thermae as among the best 5-star hotels in Pienza. You'll be immersed in a world of luxury from the moment you step foot into the lobby.
How much does it cost to stay in a 5-star hotel in Pienza?
The amount you pay for a 5-star hotel in Pienza depends on factors like when you plan to go and the length of your getaway. Our top tip for landing an awesome deal? Use our pricing filters to compare all of the available accommodations for your preferred dates.

  • Search for the lowest price per night from ￥29,787

What makes a hotel 5 stars in Pienza?
From fine dining venues and 24/7 fitness centers to pools and dreamy bedding, the 5-star experience in Pienza is all about luxury and relaxation. But it calls for more than just top-notch perks to earn a 5-star rating. Stays also have to offer superb services like massage treatments, on-site laundry and dry cleaning and 24-hour concierge services.