20 Best B&B in Pienza - Bed and Breakfast from $74

A historic square with a prominent tower and statues.

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Our top choices for Pienza bed & breakfast

A narrow stone alley with a wooden door and a sign indicating a location.

1. Camera Lanciotta - Monticchiello

Monticchiello

$114 nightly

Oct 14 - Oct 15

Total with taxes and fees

2. Relais Val d'Orcia

Pienza

Brittanie

$268 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

3. L'Orto delle Terme

San Quirico d'Orcia

Stimson

$127 nightly

Oct 15 - Oct 16

Total with taxes and fees

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.

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

Montalcino

Zachary

$64 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

5. Locanda del Loggiato

San Quirico d'Orcia

Chucri

$138 nightly

Oct 25 - Oct 26

Total with taxes and fees

A room with a large window overlooking a scenic landscape.

6. Palazzo Nobile di San Donato

Montepulciano

John

$150 nightly

Nov 1 - Nov 2

Total with taxes and fees

A lush garden with tall trees and a swimming pool.

7. Al Giardino degli Etruschi

Chiusi

Susan

$78 nightly

Oct 23 - Oct 24

Total with taxes and fees

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.

8. Palazzo Carletti

Montepulciano

Michael

$213 nightly

Nov 3 - Nov 4

Total with taxes and fees

A spacious interior with exposed wooden beams, a large chandelier, and various tables and chairs.

9. La Corte Medicea

Montepulciano

Donna

$111 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

10. PALAZZO DEL CARDINALE

Montalcino

Ronny P

$118 nightly

Nov 1 - Nov 2

Total with taxes and fees

A building facade with a large wooden door, flanked by two potted plants.

11. Palazzo Danesi

Montepulciano

John

$92 nightly

Oct 11 - Oct 12

Total with taxes and fees

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

12. Casa Franci Montalcino

Montalcino

Peter

$189 nightly

Oct 6 - Oct 7

Total with taxes and fees

13. Palazzo Tombesi Trecci

Montepulciano

Kenneth Kahn

$91 nightly

Oct 22 - Oct 23

Total with taxes and fees

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.

14. B&B Porta Castellana

Montalcino

"Absolutely lovely property in hilly Montalcino! Owner and family were delightful. Getting to hotel with the directions the property shared was essential. Keep in mind Montalcino roads are small and hilly, but there is not too much traffic. The room was comfortable and quaint. Breakfast was tasty and delivered to our porch. Easy to get to the beautiful town. Overall, it was a wonderful, relaxing place to stay, especially after being in Italian cities. We’d definitely go back!"

Kellie

$201 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

15. B&B Il Casale di Sandra

Chiusi

Vincent

$78 nightly

Oct 20 - Oct 21

Total with taxes and fees

16. La Dimora di Roberta

Montalcino

Paul

$125 nightly

Oct 6 - Oct 7

Total with taxes and fees

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

17. Dimora delle Muse

Montalcino

Bradley N.

$175 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

18. A Casa di BiaGio B&B

Rapolano Terme

Juan Diego

$98 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

19. Antico Granaione

Rapolano Terme

Irene

$81 nightly

Nov 3 - Nov 4

Total with taxes and fees

A person serving food at a table with various dishes and a wine rack in the background.

20. Palazzo Lucchini

Montalcino

$358 nightly

Oct 9 - Oct 10

Total with taxes and fees

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Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"From the moment we arrived at Monastero di Cortona, everything was wonderful. We were welcomed with a cold, delicious drink and invited to sit and relax while the staff took care of everything else for us. Anna then gave us a lovely tour of the hotel, which was such a nice way to begin our stay. When we walked into our room, there was a beautiful welcome table waiting for us with waters, chocolates, and even a lovely necklace charm, which was such a thoughtful touch. The room smelled absolutely amazing, and the view was stunning. Even the shower felt like a spa experience, with chromotherapy lighting and water that left our skin feeling incredibly soft. The complimentary breakfast was amazing, beautifully presented, and the staff was so attentive and made sure we had everything we needed. We also spent time at the spa and absolutely loved it. The Turkish bath, sauna, and massaging pool were all incredibly relaxing, and we also had massages that were absolutely amazing. Even as we were leaving, the thoughtfulness continued—the housekeeping staff left us a departing gift, which was such a sweet and unexpected touch and made us feel special right up until the end. From the beautiful surroundings to all the thoughtful little details and wonderful service, our stay felt luxurious, peaceful, and very special. We truly felt taken care of from the moment we arrived until the moment we left."

Precise Tale Poggio Alla Sala

10/10 Excellent

"A beautiful, luxury estate in the countryside. While we traveled as a couple, it seemed a popular destination for families with children. The restaurant on site was excellent and the rooms were well appointed and comfortable. We stayed in a junior suite which had stairs from the living room/bathroom up to the bedroom loft. *something to be aware of when booking"

Castiglion del Bosco, A Rosewood Hotel

8/10 Good

"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"

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 could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"

Find out more about Pienza

Pienza B&B information

Number of reviews	732
Accommodation	105 B&B
Lowest Price	$74
Highest Price	$405

Frequently asked questions

What are the most popular Pienza Bed and Breakfasts?

Relais Val d'Orcia is an exceptional choice for travelers seeking a top experience in Pienza, boasting a superb 10.0 rating. This stunning property is known for its beautiful accommodations and attentive service that makes every guest feel right at home. The inclusive setting is complemented by delightful breakfasts that celebrate local flavors, ensuring you start each day on a delicious note.

What is the nightly rate for a B&B in Pienza?

Prices for B&Bs in Pienza often vary, but you can find a great deal from $74 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Pienza B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

When is the best time to book a Bed and Breakfast in Pienza?

The best time to book a B&B in Pienza is during the beautiful month of September, when the summer heat begins to ease and the Tuscan countryside comes alive with vibrant harvest colors. This month falls within the peak travel season, which spans from July to September, attracting travelers eager to savor the region's renowned wines and culinary delights.

During this time, you can explore the picturesque streets of Pienza, famous for its stunning Renaissance architecture and breathtaking views of the Val d'Orcia. The pleasant climate, with temperatures typically ranging from the mid-50s to low 80s Fahrenheit, provides an ideal setting for leisurely outdoor activities—think vineyard tours, al fresco dining, and scenic walks through the rolling hills.

If you're looking for a more budget-friendly experience, consider visiting in January. During this time, this low season offers a unique view of Pienza, where you can enjoy the charm of a less crowded destination. Plus, the winter months provide the opportunity to indulge in traditional Tuscan cuisine in a cozy atmosphere.

What is the difference between a Pienza Bed & Breakfast and a hotel?

Every Pienza B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Pienza B&Bs.

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Our top choices for Pienza bed & breakfast

1. Camera Lanciotta - Monticchiello

2. Relais Val d'Orcia

3. L'Orto delle Terme

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

5. Locanda del Loggiato

6. Palazzo Nobile di San Donato

7. Al Giardino degli Etruschi

8. Palazzo Carletti

9. La Corte Medicea

10. PALAZZO DEL CARDINALE

11. Palazzo Danesi

12. Casa Franci Montalcino

13. Palazzo Tombesi Trecci

14. B&B Porta Castellana

15. B&B Il Casale di Sandra

16. La Dimora di Roberta

17. Dimora delle Muse

18. A Casa di BiaGio B&B

19. Antico Granaione

20. Palazzo Lucchini

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Precise Tale Poggio Alla Sala

Castiglion del Bosco, A Rosewood Hotel

Nuovo Etruria Resort

Agriturismo Il Macchione

Hotel Certosa Di Maggiano

La Bandita Townhouse

Hotel Villa Ricci

Find out more about Pienza

Pienza B&B information

Frequently asked questions

Explore a world of travel with Expedia

Book Pienza Bed & Breakfast

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Pienza bed & breakfast

1. Camera Lanciotta - Monticchiello

2. Relais Val d'Orcia

3. L'Orto delle Terme

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

5. Locanda del Loggiato

6. Palazzo Nobile di San Donato

7. Al Giardino degli Etruschi

8. Palazzo Carletti

9. La Corte Medicea

10. PALAZZO DEL CARDINALE

11. Palazzo Danesi

12. Casa Franci Montalcino

13. Palazzo Tombesi Trecci

14. B&B Porta Castellana

15. B&B Il Casale di Sandra

16. La Dimora di Roberta

17. Dimora delle Muse

18. A Casa di BiaGio B&B

19. Antico Granaione

20. Palazzo Lucchini

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Pienza

Pienza B&B information

Frequently asked questions

Explore a world of travel with Expedia