5 Stars Hotels in Pienza, Tuscany from CA $124

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Our top choices for Pienza 5-star hotels

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, (237 reviews)
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"
United States
Susannah
The price is CA $968
CA $1,078 total
includes taxes & fees
Jul 1 - Jul 2
Villa di Piazzano - Small Luxury Hotel of the World
Exterior

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"The property is beautiful , the personal who attended us was great , food excellent!"
Mexico
Luis
The price is CA $942
CA $1,046 total
includes taxes & fees
Jun 24 - Jun 25
Precise Tale Poggio Alla Sala
Couples treatment rooms, sauna, hot tub, hot springs, Turkish bath

Fonteverde Lifestyle & Thermal Retreat

Fonteverde Lifestyle & Thermal Retreat
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (197 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 CA $617
CA $685 total
includes taxes & fees
Jun 21 - Jun 22
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, (354 reviews)
"It was amazing! "
United States
Carlos
The price is CA $1,021
CA $1,139 total
includes taxes & fees
Jul 12 - Jul 13
Castello di Velona Resort Thermal SPA & Winery
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, (284 reviews)
"Great place to stay"
United States
Mark
The price is CA $544
CA $611 total
includes taxes & fees
Jun 28 - Jun 29
Monastero di Cortona Hotel & Spa
Villa (Agresto) | Living area

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (77 reviews)
"Everything was perfect "
United States
Ralip
The price is CA $3,024
CA $3,343 total
includes taxes & fees
Jul 5 - Jul 6
Castiglion del Bosco, A Rosewood Hotel
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, (201 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 CA $506
CA $573 total
includes taxes & fees
Jul 12 - Jul 13
Hotel Certosa Di Maggiano
Bar (on property)

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (125 reviews)
"Excellent staff and experiences! We had a wonderful time."
United States
Sam
The price is CA $616
CA $691 total
includes taxes & fees
Jun 25 - Jun 26
Il Falconiere - Relais e Chateaux
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, (72 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 CA $634
CA $705 total
includes taxes & fees
Jun 29 - Jun 30
La Posta Hotel & Thermal Spa
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (114 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 CA $275
CA $308 total
includes taxes & fees
Jul 2 - Jul 3
Borgo Sant'Ambrogio Resort
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 CA $1,447
CA $1,608 total
includes taxes & fees
Jun 28 - Jun 29
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, (250 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is CA $113
CA $124 total
includes taxes & fees
Jun 27 - Jun 28
Mercure Petriolo Siena Terme Spa Hotel
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 CA $813
CA $910 total
includes taxes & fees
Jun 29 - Jun 30
Castel Monastero - The Leading Hotels of the World
Exterior

ADLER Thermae

ADLER Thermae
5.0 star property
San Quirico d'Orcia
9.4 out of 10, Exceptional, (70 reviews)
"Everything was close to perfect "
United Kingdom
Dmitry
The price is CA $1,053
CA $1,166 total
includes taxes & fees
Jun 18 - Jun 19
ADLER Thermae
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 CA $582
CA $653 total
includes taxes & fees
Jun 18 - Jun 19
Relais La Corte dei Papi
Free toiletries, hair dryer, bathrobes, slippers

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
Aerial view

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
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 CA $237 per night from Jul 5 to Jul 6
CA $237
CA $270 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (359 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

Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"
Susannah 2-night trip
Posted 2 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Pienza

Five Star Hotels in Pienza

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Pienza so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Pienza and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Pienza

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Pienza

The results are in, and Pienza 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Pienza! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Pienza today and settle down in the lap of luxury tomorrow.

Frequently asked questions

What are the best 5-star hotels in Pienza?
Boasting exceptional amenities and services, Expedia travellers rate ADLER Spa Resort Thermae as among the best 5-star hotels in Pienza. You'll be in the lap of luxury from the moment you arrive.
How much does it cost to stay in a 5-star hotel in Pienza?
How much you pay for a 5-star hotel in Pienza can vary based on when you decide to travel and how long you plan to be away, among a number of factors. Take advantage of our price per night filter and other search tools to land the best deal on a high-end stay.

  • Search for the lowest price per night from CA $268

What makes a hotel 5 stars in Pienza?
From fine dining restaurants and all-day fitness centres to swimming pools and luxury bedding, the 5-star experience in Pienza is all about relaxation and luxury. But it takes more than just top-notch amenities to receive a 5-star rating. Hotels must also provide superior guest services like massage treatments, on-site dry cleaning and laundry and room service any time night or day.