A historic square with a prominent tower and statues.

Pienza 5 Stars Hotels

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Check availability on Pienza 5 Star Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Pienza 5-star hotels

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A hallway with a checkered floor, arched windows, and a chandelier.
A large estate with a swimming pool, surrounded by lush greenery and hills.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

1. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
P39,661
P44,189 total
includes taxes & fees
Oct 12 - Oct 13
Villa di Piazzano - Small Luxury Hotel of the World
A stone building with a pool overlooking a mountainous landscape.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
Vineyard

2. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Melanie
P37,198
P41,621 total
includes taxes & fees
Nov 3 - Nov 4
Castello di Velona Resort Thermal SPA & Winery
A woman relaxing by a pool with a historic building in the background.
A bar area with a bartender preparing a drink, a well-stocked bar with various bottles, and a television in the background.
A building with multiple balconies, outdoor seating with umbrellas, and a paved walkway.
A modern bedroom with a large bed, a sofa, and two nightstands.

3. Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany
San Casciano dei Bagni
United States
Susan and Larry
P20,894
P23,265 total
includes taxes & fees
Nov 2 - Nov 3
Fonteverde Thermal Spa Resort Tuscany
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.

4. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Joseph
P34,752
P38,649 total
includes taxes & fees
Oct 11 - Oct 12
Precise Tale Poggio Alla Sala
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
P113,980
P126,081 total
includes taxes & fees
Oct 18 - Oct 19
Castiglion del Bosco, A Rosewood Hotel
A terrace with sun loungers, stone walls, and potted plants.
A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.
A pool area with lounge chairs, a hot tub, and a view of mountains.
A narrow hallway with a stone wall and a clock.

6. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
James
P16,824
P19,068 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
A hotel room with a large bed, a vanity with a mirror, and a green archway.
A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.
A covered outdoor seating area with a pool in the background.
An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

7. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
P19,780
P22,180 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Certosa Di Maggiano
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A person in a swimming pool with a view of trees and mountains through a window.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

8. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
P24,067
P26,755 total
includes taxes & fees
Nov 2 - Nov 3
Il Falconiere - Relais e Chateaux
A pool with a modern water feature and a stone structure.
A buffet table with various desserts and a long dining area with tables and chairs.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A large, multi-story building with a swimming pool, surrounded by lush greenery.

9. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
P5,272
P5,799 total
includes taxes & fees
Oct 8 - Oct 9
Mercure Petriolo Siena Terme Spa Hotel
A swimming pool with lounge chairs and a person in a patterned dress.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone staircase with candles and a sign reading "CANTINA".

10. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
P35,425
P39,670 total
includes taxes & fees
Nov 1 - Nov 2
Castel Monastero - The Leading Hotels of the World
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
A table set for dining with a scenic view of hills in the background.
Spa
A bar area with green walls, wooden stools, and a bar counter.

11. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
P23,539
P26,245 total
includes taxes & fees
Nov 2 - Nov 3
La Posta Hotel & Thermal Spa
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A balcony with a view of a green landscape and a body of water.

12. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
United States
Marรญa
P8,735
P9,819 total
includes taxes & fees
Nov 6 - Nov 7
Borgo Sant'Ambrogio Resort
A couple in a hot spring with a large rock formation in the background.
A person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

13. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United Kingdom
Abdel
P47,727
P52,851 total
includes taxes & fees
Nov 4 - Nov 5
ADLER Thermae
A stone wall with a view of rolling hills and mountains.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.
A courtyard with stone buildings, potted plants, and outdoor seating.
A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

14. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
P69,648
P77,316 total
includes taxes & fees
Nov 1 - Nov 2
Castello Banfi - Il Borgo - Relais et Chateaux
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A historic stone building with arched doorways and a courtyard at twilight.

15. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
P22,294
P24,804 total
includes taxes & fees
Nov 4 - Nov 5
Relais La Corte dei Papi
A floor plan of a second-floor layout with labeled rooms including a living room, bedrooms, a bathroom, a closet, and a balcony.
A large, historic building with multiple wings and a courtyard.
An arched stone corridor leading to a room with a billiards table, a lamp, and a view of the outdoors.
A cozy living room with a fireplace, a clock, and a sofa.

16. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco
Spa treatment
Exterior
Pool
Breakfast meal

17. Castel Porrona Relais & Spa

Castel Porrona Relais & Spa
Cinigiano
Finland
Joona
Castel Porrona Relais & Spa
A dining area with a long table set for breakfast, featuring bread, pastries, and fruit.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone building with multiple windows.
A view of a countryside landscape with rolling hills, a swimming pool, and a building with a tiled roof.
A restaurant with brick arches, wooden tables, and a piano.

18. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
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.
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
P8,293
P9,404 total
Oct 7 - Oct 8
includes taxes & fees
9.2/10 Wonderful! (138 reviews)
Nuovo Etruria Resort
Relais Cloister Pienza

Relais Cloister Pienza

Corso il Rossellino 26 Pienza SI
P8,051
P9,278 total
Oct 25 - Oct 26
includes taxes & fees
9.6/10 Exceptional! (7 reviews)
Relais Cloister Pienza
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
P9,029
P10,353 total
Nov 4 - Nov 5
includes taxes & fees
9.4/10 Exceptional! (386 reviews)
Hotel Corsignano
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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
Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful experience. Would recommend again and again."
MICHELLE 3-night trip
Posted 6 hours ago
Monastero di Cortona Hotel & Spa
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 8 hours ago
Castiglion del Bosco, A Rosewood Hotel
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room couldโ€™ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 8 days ago
Hotel Certosa Di Maggiano
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, thoughโ€”it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 10 days ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Stay in Luxury: 5 Star Hotels in Pienza

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during yourย Pienza trip.ย You'll join the multitudes of holidaymakers who have made Pienza so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Pienza and indulge in the finer things in life for a while.

5-Star Hotels in Pienza

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.ย 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Pienza are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Pienza 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Pienza! Choose one of our Pienza 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

Expedia India is rated 4 stars by Feefo based on 1038 reviews

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 P9,278
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.

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