A historic square with a prominent tower and statues.

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Check availability on Pienza Luxury Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

1. L'Olmo

L'Olmo
Pienza
Rp8.920.644
Rp9.893.805 total
includes taxes & fees
30 Oct - 31 Oct
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
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.
Rp4.644.633
Rp5.190.193 total
includes taxes & fees
26 Oct - 27 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 wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.
A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
Rp1.624.327
Rp1.867.857 total
includes taxes & fees
1 Nov - 2 Nov
TuscanyLettings Studio&Room
Terrace/patio
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A bedroom with a bed, a chair, a desk, and a window with curtains.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
Relais Val d'Orcia
A couple in a hot spring with a large rock formation in the background.
A hotel with a large building, a pool, and a landscaped garden.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

5. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
  • Thermal luxury awaits at this San Quirico d'Orcia hotel with 2 hot springs, full-service spa with 21 treatment rooms, and winery.
Rp15.202.618
Rp16.824.813 total
includes taxes & fees
7 Oct - 8 Oct
ADLER Thermae
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.
A dining area with a brick archway, tables set for dining, and a fireplace.

6. Lupaia

Lupaia
Torrita di Siena
Rp16.219.352
Rp17.922.384 total
includes taxes & fees
15 Oct - 16 Oct
Lupaia
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.
Reception
Spa

7. 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.
Rp8.201.538
Rp9.123.625 total
includes taxes & fees
25 Oct - 26 Oct
La Posta Hotel & Thermal Spa
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

8. 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.
Rp40.640.425
Rp44.907.128 total
includes taxes & fees
1 Nov - 2 Nov
Castiglion del Bosco, A Rosewood Hotel
A stone wall with a view of rolling hills and mountains.
A courtyard with stone buildings, potted plants, and outdoor seating.
A stone building with a swimming pool, lounge chairs, and umbrellas.
An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

9. 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.
Rp15.938.631
Rp17.736.360 total
includes taxes & fees
29 Oct - 30 Oct
Castello Banfi - Il Borgo - Relais et Chateaux
A clear pool with a stone wall and a wooden bridge.
A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.

10. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
San Quirico d'Orcia
  • Unwind in tuscan splendour at this luxury spa hotel with private massage areas and seasonal pool, set in historic San Quirico d'Orcia.
Rp5.644.342
Rp6.310.709 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
View all properties

Top Pienza Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 10 hours ago
Castiglion del Bosco, A Rosewood Hotel
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 6 days ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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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