Top Guest Houses in Province of Siena in 2026

A historic town with a prominent tower and a rainbow arching over it.

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Our top choices for Province of Siena guest houses

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

1. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

Rp5.939.198 total

includes taxes & fees

28 Oct - 29 Oct

A courtyard with outdoor seating, a large planter, and a building in the background.

2. Relais La Corte Dei Cavalieri

Siena City Centre

Ranmal

Rp1.417.275 total

includes taxes & fees

5 Oct - 6 Oct

A table set with a bottle of wine, two wine glasses, and a vase with flowers.

3. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

Rp4.246.598 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor courtyard with stone walls, arched doorways, and potted plants.

4. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

Soni

Rp1.911.975 total

includes taxes & fees

20 Oct - 21 Oct

A bedroom with a large bed, a wooden ceiling, a white wardrobe, and a nightstand with a lamp.

5. Palazzo Mosela Alla Porta

Montepulciano

Kerry

Rp2.601.896 total

includes taxes & fees

2 Nov - 3 Nov

A pathway lined with trees and a large pot in the center.

6. Villa Montarioso

Montarioso

Michael

Rp1.675.160 total

includes taxes & fees

13 Oct - 14 Oct

A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

7. Residenza d'Epoca San Martino 29

Siena City Centre

Cara

Rp2.368.396 total

includes taxes & fees

20 Oct - 21 Oct

A balcony with wicker furniture, a table with fruit, and a cityscape view.

8. Blossoms of Siena

Siena City Centre

Walter

Rp3.387.740 total

includes taxes & fees

20 Oct - 21 Oct

A building entrance with a red awning, potted plants, and a dog lying on the ground.

9. Meublè Evoè

Montepulciano

luis

A dining area with a round table, wooden chairs, and hanging light fixtures.

10. podere la strega

Siena

Jenny

Rp3.340.925 total

includes taxes & fees

4 Oct - 5 Oct

11. AmiRooms Affittacamere

Siena City Centre

"We received great instructions from Amina on how to access the room which were easy to follow. If arriving in the day, the ground floor is where a lovely flower shop is, then up a lift. There are then 9 easy steps down to where the room is located. This was our 4th stop on our trip and by far the best room. Although in the centre of everything, the room is super quiet, modern, with a lovely-sized bathroom & powerful shower and great WiFi. We would highly recommend and will definitely return...

Michelle

Rp2.121.202 total

includes taxes & fees

1 Nov - 2 Nov

A narrow street lined with stone buildings, outdoor seating, and a few people walking.

12. La Casa di Ines

San Gimignano City Centre

Chrystal

Rp1.160.319 total

includes taxes & fees

16 Oct - 17 Oct

A stone building with a swimming pool, lounge chairs, and a tower.

13. Convento San Bartolomeo

Piancastagnaio

Lisette

Rp2.079.349 total

includes taxes & fees

12 Oct - 13 Oct

A stone building with a courtyard, a small fountain, and a tree.

14. Antica Quercia & Spa

Chianciano Terme

Anaïs

Rp1.670.262 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

15. Residenza d'Epoca Le Aquile

Siena City Centre

Scott

Rp3.993.008 total

includes taxes & fees

4 Oct - 5 Oct

A traditional brick building with a large wooden door, a small window with a grid pattern, and a potted plant on the ground.

16. Palazzo Patrizi Suite & Spa

Siena City Centre

Laurent

Rp6.143.419 total

includes taxes & fees

12 Oct - 13 Oct

A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

17. B&B Le Aquile

Siena City Centre

Lope

Rp2.362.798 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with a stone fountain, surrounded by a covered patio area with outdoor seating.

18. Terre di GIORGIO - Agriturismo Villa la Palazzetta

Castiglione d'Orcia

Alexandra

Rp2.948.391 total

includes taxes & fees

4 Oct - 5 Oct

A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

19. Villa Sant Andrea

Siena

Sasha

Rp2.507.031 total

includes taxes & fees

2 Nov - 3 Nov

A historic building with arched windows and a wooden door.

20. I merli di Ada

Siena City Centre

Chantal

Rp4.180.647 total

includes taxes & fees

7 Oct - 8 Oct

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Top Province of Siena Hotel Reviews

Precise Tale Poggio Alla Sala

10/10 Excellent

"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

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!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews	1,067
Accommodation	53 Guest Houses
Lowest Price	Rp1.160.319
Highest Price	Rp6.143.419

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Province of Siena guest houses

1. Dievole Wine Resort

2. Relais La Corte Dei Cavalieri

3. Poggio Paradiso Resort & Spa

4. Residenza d'Epoca Palazzo Buonaccorsi

5. Palazzo Mosela Alla Porta

6. Villa Montarioso

7. Residenza d'Epoca San Martino 29

8. Blossoms of Siena

9. Meublè Evoè

10. podere la strega

11. AmiRooms Affittacamere

12. La Casa di Ines

13. Convento San Bartolomeo

14. Antica Quercia & Spa

15. Residenza d'Epoca Le Aquile

16. Palazzo Patrizi Suite & Spa

17. B&B Le Aquile

18. Terre di GIORGIO - Agriturismo Villa la Palazzetta

19. Villa Sant Andrea

20. I merli di Ada

Top Province of Siena Hotel Reviews

Precise Tale Poggio Alla Sala

Castello di Spaltenna- Small Luxury Hotels of the World

Poderi Arcangelo

Nuovo Etruria Resort

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Hotel Athena

La Certosa di Pontignano

Hotel Minerva

Find out more about Province of Siena

Province of Siena Guest Houses information

Explore a world of travel with Expedia