A historic square with a prominent tower and statues.

Best Luxury Hotels in Pienza

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Check availability on Pienza Luxury Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Pienza luxury hotels

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

1. L'Olmo

L'Olmo
Pienza
RM1,833
RM2,034 total
includes taxes & fees
4 Nov - 5 Nov
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

2. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Tuscany farm stay offers rustic luxury with winery, seasonal pool, and bar in Val di Chiana.
RM1,050
RM1,173 total
includes taxes & fees
24 Oct - 25 Oct
Tenuta Santo Pietro
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.
A compact kitchen with wooden cabinets, a microwave, and a sink.
A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.
A staircase with a handrail leading to a door with a blue handle.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
RM360
RM414 total
includes taxes & fees
4 Nov - 5 Nov
TuscanyLettings Studio&Room
Terrace/patio
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.
A bedroom with a bed, a chair, a desk, and a window with curtains.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
RM1,020
RM1,140 total
includes taxes & fees
27 Oct - 28 Oct
Relais Val d'Orcia
An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

5. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
  • Tuscan elegance meets vineyard vistas at this historic Montalcino hotel with spa, golf, and wine retreat pleasures.
RM5,174
RM5,737 total
includes taxes & fees
4 Nov - 5 Nov
Castiglion del Bosco, A Rosewood Hotel
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A pool with a view of a hillside.
A dining area with a brick archway, tables set for dining, and a fireplace.

6. Lupaia

Lupaia
Torrita di Siena
RM2,933
RM3,244 total
includes taxes & fees
22 Nov - 23 Nov
Lupaia
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.

7. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
  • Immerse in Tuscan luxury at a mountainside wine estate hotel featuring exclusive spa services, a seasonal pool, and 2 restaurants.
RM4,540
RM5,039 total
includes taxes & fees
1 Nov - 2 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding greenery.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.
A balcony with a view of a green landscape and a body of water.

8. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Elegant lakeside luxury awaits at this 5-star farm stay featuring Italian cuisine, seasonal outdoor pool, and stunning valley views.
RM484
RM546 total
includes taxes & fees
22 Nov - 23 Nov
Borgo Sant'Ambrogio Resort
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
A bar area with green walls, wooden stools, and a bar counter.
Reception
Spa

9. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
  • Rural luxury sanctuary with thermal spa, 3 pools, and full pampering in the Tuscan countryside.
RM1,625
RM1,810 total
includes taxes & fees
23 Nov - 24 Nov
La Posta Hotel & Thermal Spa
A stone building with a pool overlooking a mountainous landscape.
Vineyard
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

10. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
  • Tuscan thermal bliss awaits at this castle resort, where hot springs and spa treatments elevate luxury in Montalcino's countryside.
RM2,313
RM2,590 total
includes taxes & fees
15 Nov - 16 Nov
Castello di Velona Resort Thermal SPA & Winery
View all properties

Top Pienza Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."
mauricio 2-night trip
Posted 1 hour ago
Castiglion del Bosco, A Rosewood Hotel
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Unbelievable view! And the rooms were very clean and large. I hope we get the opportunity to make it back to this hotel one day!"
Rebecca 2-night trip
Posted 2 days ago
Fonteverde Thermal Spa Resort Tuscany
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le château est grandiose"
Annie 4-night trip
Posted 7 days ago
Castello di Velona Resort Thermal SPA & Winery
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"
Jenna 2-night trip
Posted 10 days ago
Tenuta Santo Pietro

Frequently asked questions

Are you looking for a luxury hotel for your stay in Pienza?
After you've arrived at your destination, pamper yourself by staying at one of 6 Pienza luxury hotels. Pienza has some interesting things to see and do including Palazzo Piccolomini and Historic Centre of Pienza, so you might want to take in the local sights during your visit.
What's the best luxury place to stay in Pienza?
Relais Val d'Orcia is a luxury B&B with spa services and a seasonal outdoor pool, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Tenuta Santo Pietro and Le Sorbelle D Orcia are other upscale choices for your trip.
How many luxury hotels are there in Pienza?
Lie in the lap of luxury during your getaway to Pienza in one of Expedia's 6 luxury hotels.
When can I expect good weather in Pienza?
Planning for the weather is an important factor for making your trip to Pienza a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.
What's there to see and do in Pienza?
Enjoy all that Pienza has to offer when you visit Palazzo Piccolomini, Historic Centre of Pienza and Pienza Cathedral. If you have extra time while you're in the area, you might want to stop by Val di Chiana and Piazza Pio II.

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