A historic square with a prominent tower and statues.

5 Stars Hotels in Pienza, Tuscany from CA $151

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Check availability on Pienza 5 Star Hotels

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Pienza 5-star hotels

Exterior

1. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
5.0 star property
Montepulciano
9.6 out of 10, Exceptional, (155 reviews)
"Magical location, pools, staff, property."
United States
Julian
The price is CA $835
CA $929 total
includes taxes & fees
Aug 15 - Aug 16
Precise Tale Poggio Alla Sala
Outdoor pool, sun loungers

2. 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, (241 reviews)
"Staff was so friendly and the property is beautiful"
United States
Niyome
The price is CA $904
CA $1,007 total
includes taxes & fees
Aug 30 - Aug 31
Villa di Piazzano - Small Luxury Hotel of the World
Bar (on property)

3. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (134 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 CA $545
CA $612 total
includes taxes & fees
Aug 16 - Aug 17
Il Falconiere - Relais e Chateaux
Couples treatment rooms, sauna, hot tub, hot springs, Turkish bath

4. Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
5.0 star property
San Casciano dei Bagni
9.4 out of 10, Exceptional, (209 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 $544
CA $604 total
includes taxes & fees
Aug 27 - Aug 28
Fonteverde Thermal Spa Resort Tuscany
Villa (Agresto) | Living area

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (80 reviews)
"Wonderful stay "
United States
Talib
The price is CA $4,364
CA $4,816 total
includes taxes & fees
Sep 1 - Sep 2
Castiglion del Bosco, A Rosewood Hotel
View from property

6. 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, (362 reviews)
"An exceptional hotel. One of the most thoroughly enjoyable weeks we’ve had as a couple. Truly stunning surroundings with fantastic amenities. Cannot wait to go back!"
United Kingdom
Rachael
The price is CA $897
CA $1,002 total
includes taxes & fees
Aug 27 - Aug 28
Castello di Velona Resort Thermal SPA & Winery
Rooftop terrace

7. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (300 reviews)
"Beautiful oasis in a beautiful town"
United Kingdom
Daniel
The price is CA $460
CA $519 total
includes taxes & fees
Aug 14 - Aug 15
Monastero di Cortona Hotel & Spa
Indoor pool, 2 outdoor pools

8. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.8 out of 10, Exceptional, (77 reviews)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is CA $525
CA $586 total
includes taxes & fees
Aug 2 - Aug 3
La Posta Hotel & Thermal Spa
Indoor pool, seasonal outdoor pool

9. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (256 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
The price is CA $137
CA $151 total
includes taxes & fees
Aug 4 - Aug 5
Mercure Petriolo Siena Terme Spa Hotel
Hiking

10. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (123 reviews)
"Absolutely stunning property and views. The resort was very peaceful and we will definitely stay again in the future!"
United States
María
The price is CA $278
CA $311 total
includes taxes & fees
Aug 27 - Aug 28
Borgo Sant'Ambrogio Resort
Indoor pool, 2 outdoor pools, sun loungers

11. 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 CA $1,055
CA $1,168 total
includes taxes & fees
Aug 6 - Aug 7
ADLER Thermae
Junior Suite | View from room

12. 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 $1,404
CA $1,560 total
includes taxes & fees
Aug 16 - Aug 17
Castello Banfi - Il Borgo - Relais et Chateaux
Frette Italian sheets, premium bedding, down comforters

13. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
10.0 out of 10, Exceptional, (209 reviews)
"What a lovely hotel! Very impressive, impeccably clean, and equipped with all the amenities you could need. The staff is incredible!"
United States
Tomas
The price is CA $739
CA $829 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Certosa Di Maggiano
2 indoor pools, seasonal outdoor pool

14. 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, (145 reviews)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is CA $791
CA $886 total
includes taxes & fees
Aug 31 - Sep 1
Castel Monastero - The Leading Hotels of the World
Minibar, in-room safe, desk, blackout drapes

15. 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 $517
CA $582 total
includes taxes & fees
Aug 8 - Aug 9
Relais La Corte dei Papi
Exterior

16. 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

17. 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

18. 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

19. 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 $232 per night from Aug 6 to Aug 7
CA $232
CA $265 total
Aug 6 - Aug 7
includes taxes & fees
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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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"La vu exceptionnel le service excelent. Malheureusement une seul piscine et elle est thermal alors que la température extérieur est de 37 c. La piscine est à 40c Pas du tout agréable. Autre chose. Je comprend les prix de cette établissement mais quand même difficile de payer 28€ pour un apéros spritz quand suer les belles terasse des superbe village environnant les vende généralement de 5 à 6€ L’écart est exagérer et enlève totalement de commander un cocktail au abord d’une piscine. 40c ……… Le reste excelent pour nous"
Luc 2-night trip
Posted 1 hour ago
Castello di Velona Resort Thermal SPA & Winery

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 $220

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.