Compare and book 5 Star hotels in Pienza, Tuscany

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza 5 Star Hotels

Our top choices for Pienza 5-star hotels

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, (229 reviews)
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
United States
Melodee
The price is £539
includes taxes & fees
30 Apr - 1 May
Villa di Piazzano - Small Luxury Hotel of the World

Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (191 reviews)
"Great place! Excellent service by everyone we encountered. "
United States
Eric
The price is £355
includes taxes & fees
19 Apr - 20 Apr
Fonteverde Lifestyle & Thermal Retreat

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
9.8 out of 10, Exceptional, (195 reviews)
"I cannot say enough good things! The room, the staff, the surroundings were all amazing! I will recommend Certosa to all of our friends traveling to Italy!"
United States
Jennifer
The price is £367
includes taxes & fees
3 May - 4 May
Hotel Certosa Di Maggiano

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (262 reviews)
"Everything was great! Lovely hotel "
United States
Laura
The price is £260
includes taxes & fees
22 Apr - 23 Apr
Monastero di Cortona Hotel & Spa

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.4 out of 10, Exceptional, (128 reviews)
"Wonderfull stay"
Switzerland
Andreas
The price is £330
includes taxes & fees
3 May - 4 May
Precise Tale Poggio Alla Sala

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect "
United States
Ralip
The price is £1,429
includes taxes & fees
29 Apr - 30 Apr
Castiglion del Bosco, A Rosewood Hotel

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (103 reviews)
"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 £181
includes taxes & fees
3 May - 4 May
Borgo Sant'Ambrogio Resort

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, (341 reviews)
"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
The price is £484
includes taxes & fees
21 Apr - 22 Apr
Castello di Velona Resort Thermal SPA & Winery

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (123 reviews)
"Excellent staff and experiences! We had a wonderful time."
United States
Sam
The price is £395
includes taxes & fees
10 May - 11 May
Il Falconiere - Relais e Chateaux

ADLER Spa Resort Thermae

ADLER Spa Resort Thermae
5.0 star property
San Quirico d'Orcia
9.4 out of 10, Exceptional, (69 reviews)
"Everything was close to perfect "
United Kingdom
Dmitry
The price is £1,052
includes taxes & fees
20 Apr - 21 Apr
ADLER Spa Resort Thermae

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70 reviews)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is £309
includes taxes & fees
4 May - 5 May
La Posta Hotel & Thermal Spa

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (241 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is £77
includes taxes & fees
7 May - 8 May
Mercure Petriolo Siena Terme Spa Hotel

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, (127 reviews)
"The setting, scenery and hotel were 5 star plus!"
United States
Diana
The price is £861
includes taxes & fees
19 Apr - 20 Apr
Castello Banfi - Il Borgo - Relais et Chateaux

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 £509
includes taxes & fees
20 Apr - 21 Apr
Castel Monastero - The Leading Hotels of the World

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

Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (65 reviews)
"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"
United States
Traci
The price is £271
includes taxes & fees
15 Apr - 16 Apr
Relais La Corte dei Papi

Podere Cavalbianco

Podere Cavalbianco
5.0 star property
Monte San Savino
10.0 out of 10, Exceptional, (4 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

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

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
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pienza.
Still don't see what you're looking for?
See all properties in Pienza.
You can also use these popular filters to refine your search.
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.

Top Pienza Hotel Reviews

Find out more about Pienza

Frequently asked questions

What are the best 5-star hotels in Pienza?
If you're seeking a 5-star experience, ADLER Spa Resort Thermae offers one of the best of them according to reviews by our customers. Book a room at this Pienza escape and you'll get the highest standard of service, upscale furnishings and top-notch facilities.
How much does it cost to stay in a 5-star hotel in Pienza?
There are a variety of pricing options for 5-star hotels in Pienza on Expedia. The amount you pay will depend on when you want to travel, length of stay and other factors. Compare available accommodation for your chosen dates and make use of our pricing and other filters to find the perfect upscale stay.

  • Search for the lowest price per night from £75

What makes a hotel 5 stars in Pienza?
In Pienza, a hotel needs to provide a certain level of upscale amenities to earn a 5-star rating. These may include gourmet restaurants, saunas and spas, on-site gyms, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like in-room massages, nightly turn-down services and concierge services. Some may even offer additional touches such as welcome gifts.

Explore a world of travel with Expedia