A historic square with a prominent tower and statues.

Luxury Hotels in Pienza, Tuscany

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Check availability on Pienza Luxury 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 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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

1. L'Olmo

L'Olmo
Pienza
P28,115
P31,208 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A cozy room with a fireplace, two armchairs, and a table.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
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.
P16,102
P17,994 total
includes taxes & fees
Oct 8 - Oct 9
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 staircase with a handrail leading to a door with a blue handle.
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.

3. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
P5,521
P6,354 total
includes taxes & fees
Nov 2 - Nov 3
TuscanyLettings Studio&Room
Terrace/patio
A bedroom with a bed, a chair, a desk, and a window with curtains.
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

4. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
P16,746
P18,702 total
includes taxes & fees
Oct 25 - Oct 26
Relais Val d'Orcia
A couple in a hot spring with a large rock formation in the background.
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.
A person in a white robe standing in a bamboo garden.

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.
P47,727
P52,851 total
includes taxes & fees
Nov 4 - Nov 5
ADLER Thermae
A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.
A dining area with a brick archway, tables set for dining, and a fireplace.
An outdoor patio with brick arches, wicker furniture, and hanging lanterns.
A pool with a view of a hillside.

6. Lupaia

Lupaia
Torrita di Siena
P56,230
P62,134 total
includes taxes & fees
Oct 21 - Oct 22
Lupaia
A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.
An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.
An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.
An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

7. 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.
P113,980
P126,081 total
includes taxes & fees
Oct 18 - Oct 19
Castiglion del Bosco, A Rosewood Hotel
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.
A table set for dining with a scenic view of hills in the background.
Reception

8. 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.
P23,539
P26,245 total
includes taxes & fees
Nov 2 - Nov 3
La Posta Hotel & Thermal Spa
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.

9. 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 splendor at this luxury spa hotel with private massage areas and seasonal pool, set in historic San Quirico d'Orcia.
P14,974
P16,823 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

10. 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.
P8,735
P9,819 total
includes taxes & fees
Nov 6 - Nov 7
Borgo Sant'Ambrogio Resort
View all properties

Top Pienza Hotel Reviews

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 4 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
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, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 9 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 12 days ago
Hotel Corsignano

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 accommodation 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 travelers looking for an elegant place to stay. Tenuta Santo Pietro and Le Sorbelle D Orcia are other upscale choices for your stay.
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 temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
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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