Top B&B in Pienza in 2026

A historic square with a prominent tower and statues.

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Our top choices for Pienza bed & breakfast

1. Relais Val d'Orcia

Pienza

Brittanie

5.884.492 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

2. L'Orto delle Terme

San Quirico d'Orcia

Tracey

3.578.643 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

3. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino

Yuanjun

1.026.259 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A room with a grand piano, a fireplace, and a stone wall.

4. Locanda delle Terme

San Quirico d'Orcia

Chucri

3.939.597 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A room with a large window overlooking a scenic landscape.

5. Palazzo Nobile di San Donato

Montepulciano

michael

4.153.741 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A brick building with a sign for 'AFFITTACAMERE CANTINE MEDICE' and a gate labeled 'CAMERE ZIMMER'.

6. La Corte Medicea

Montepulciano

Kenneth

2.755.552 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

7. PALAZZO DEL CARDINALE

Montalcino

Ronny P

3.096.850 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a bed, a wooden bench, a desk, and a mirror.

8. Palazzo Danesi

Montepulciano

John

3.398.276 ₫ total

includes taxes & fees

19 Nov - 20 Nov

9. Palazzo Tombesi Trecci

Montepulciano

Mary Margaret

2.269.581 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A hot tub with a view of a historic building and mountains.

10. Casa Franci Montalcino

Montalcino

Jim

6.672.476 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

11. Palazzo Carletti

Montepulciano

Kenneth

6.114.592 ₫ total

includes taxes & fees

19 Nov - 20 Nov

An outdoor dining area with white tables and chairs, a white canopy, and a view of a hillside with trees and a building in the background.

12. B&B Porta Castellana

Montalcino

Val

5.516.761 ₫ total

includes taxes & fees

9 Nov - 10 Nov

13. La Dimora di Roberta

Montalcino

Paul

4.028.886 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a large bed, a wooden floor, a stone wall, and a bathroom with a bathtub and a shelf with toiletries.

14. Palazzo Lucchini

Montalcino

11.861.701 ₫ total

includes taxes & fees

4 Dec - 5 Dec

A brick house with a large glass front, outdoor seating, and a well-maintained lawn.

15. B&B Il Casale di Sandra

Chiusi

Vincent

2.912.514 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a chair, a table, and a stone wall.

16. Dimora delle Muse

Montalcino

Bradley N.

5.477.403 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

17. A Casa di BiaGio B&B

Rapolano Terme

Juan Diego

2.878.947 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A room with a piano, stone walls, a wooden cabinet, and a bench.

18. Antico Granaione

Rapolano Terme

Irene

2.632.692 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A neatly made bed with two pillows, a bedside lamp, and a nightstand.

19. Alle Terme B&B

Rapolano Terme

Cheryl

2.513.313 ₫ total

includes taxes & fees

3 Dec - 4 Dec

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Top Pienza Hotel Reviews

Hotel San Gregorio

10/10 Excellent

"Great place to stay. Perfect location. Wonderful breakfast. Nice room. Underground parking could be a bit nicer, but they are actively working on it. Great place."

Tenuta Santo Pietro

10/10 Excellent

"This place was a Gem. The property and amenities were awesome and very homey. Very lovely and well seasoned staffed that know how to cater to their guests. I would recommend this spot to anyone who wants to be taken care of in a very special and specific manner. We had Dinner there both nights we stayed there and not only was it convenient but it was delicious. Traditional meals served simply, yet beautifully."

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"We travel a lot and this was our favorite hotel ever!! Natural hot springs designed into a luxurious set of pools with jets, waterfalls, and even poolside bistrot! The breakfast was the best European hot breakfast we’ve ever had as well. The rooms were beautiful too."

Agriturismo Poggio Tobruk

10/10 Excellent

"Did you ever want to say that you stayed in one of the Pope's guest houses? The Agriturismo Poggio Tobruk may be a place for you, and that is only a starter. The Poggio is a working farm (wheat, clover, olives) and it is managed by Marco, a Sardinaian, and his brother. Marco works the villa as well as running the farm with his brother. One of our group worked a wheat farm in Colorado, so a lot of time was spent looking at equipment and discussing crops. We picniked in the olive grove and basked on the lawn, both with marvelous views of the countryside and Pienza on its own hill just a few kilometers away. We bought products from the farm, and of course the friendly Marco gave us more products to take along. Poggio Tobruk is a great place to visit, and not just because the Pope once hosted guests there!"

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Podere Spedalone

8/10 Good

"The shower drain was not adequate and bath room as well as into bedroom pooled with water. Had to use shower with very low flow. No coffee machine in the room, one machine in breakfast room which staff only operated starting at 8;00am. Definitely a minus as wanted coffee earlier, and like to still be in pajamas in room. Pillows were flat and not supportive of neck or head. One mile of very bumpy road leading to property. Lots of flies around due to chickens and sheep on property. Room would be quite warm in summer"

Find out more about Pienza

Pienza B&B information

Number of reviews	582
Accommodation	72 B&B
Lowest Price	1.026.259 ₫
Highest Price	11.861.701 ₫

Frequently asked questions

Searching for B&Bs in Pienza?

If you're looking for somewhere to stay with fewer rooms than the traditional hotel and a cosy environment, a B&B may be the perfect thing for your getaway to Pienza. When you want to venture out to explore Pienza, consider browsing the exhibits at Palazzo Borgia.

Why would you choose B&Bs instead of traditional hotels?

B&Bs all have a unique charm — whether it's a cosy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the tiny details are what make bed and breakfasts the perfect escape.

When should I book my B&B in Pienza?

When you're planning your stay in Pienza, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Pienza?

Spend some time exploring Historic Centre of Pienza and Val di Chiana if you're hoping to see some of the area's natural features. You should put Palazzo Piccolomini and Pienza Cathedral on your list if you want to see more of the area.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza bed & breakfast

1. Relais Val d'Orcia

2. L'Orto delle Terme

3. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

4. Locanda delle Terme

5. Palazzo Nobile di San Donato

6. La Corte Medicea

7. PALAZZO DEL CARDINALE

8. Palazzo Danesi

9. Palazzo Tombesi Trecci

10. Casa Franci Montalcino

11. Palazzo Carletti

12. B&B Porta Castellana

13. La Dimora di Roberta

14. Palazzo Lucchini

15. B&B Il Casale di Sandra

16. Dimora delle Muse

17. A Casa di BiaGio B&B

18. Antico Granaione

19. Alle Terme B&B

Top Pienza Hotel Reviews

Hotel San Gregorio

Monastero di Cortona Hotel & Spa

Tenuta Santo Pietro

Castiglion del Bosco, A Rosewood Hotel

Fonteverde Thermal Spa Resort Tuscany

Agriturismo Poggio Tobruk

Castello di Velona Resort Thermal SPA & Winery

Hotel Villa Ricci

Podere Spedalone

Find out more about Pienza

Pienza B&B information

Frequently asked questions

Explore a world of travel with Expedia

Search B&B in Pienza

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pienza bed & breakfast

1. Relais Val d'Orcia

2. L'Orto delle Terme

3. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

4. Locanda delle Terme

5. Palazzo Nobile di San Donato

6. La Corte Medicea

7. PALAZZO DEL CARDINALE

8. Palazzo Danesi

9. Palazzo Tombesi Trecci

10. Casa Franci Montalcino

11. Palazzo Carletti

12. B&B Porta Castellana

13. La Dimora di Roberta

14. Palazzo Lucchini

15. B&B Il Casale di Sandra

16. Dimora delle Muse

17. A Casa di BiaGio B&B

18. Antico Granaione

19. Alle Terme B&B

Top Pienza Hotel Reviews

Hotel San Gregorio

Find out more about Pienza

Pienza B&B information

Frequently asked questions

Explore a world of travel with Expedia