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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Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.

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

P20,776 total

includes taxes & fees

Oct 28 - Oct 29

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

2. Relais La Corte Dei Cavalieri

Siena City Centre

Ranmal

P4,958 total

includes taxes & fees

Oct 5 - Oct 6

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

P14,855 total

includes taxes & fees

Nov 3 - Nov 4

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

4. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

Soni

P6,688 total

includes taxes & fees

Oct 15 - Oct 16

A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

5. Palazzo Mosela Alla Porta

Montepulciano

Kerry

P9,102 total

includes taxes & fees

Nov 2 - Nov 3

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

6. Villa Montarioso

Montarioso

Michael

P5,860 total

includes taxes & fees

Oct 13 - Oct 14

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

P8,386 total

includes taxes & fees

Nov 3 - Nov 4

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

8. Blossoms of Siena

Siena City Centre

Walter

P11,850 total

includes taxes & fees

Oct 20 - Oct 21

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

P11,687 total

includes taxes & fees

Oct 4 - Oct 5

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

P7,420 total

includes taxes & fees

Nov 1 - Nov 2

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

12. La Casa di Ines

San Gimignano City Centre

Chrystal

P4,059 total

includes taxes & fees

Oct 16 - Oct 17

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

13. Convento San Bartolomeo

Piancastagnaio

Lisette

P7,274 total

includes taxes & fees

Oct 12 - Oct 13

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

14. Antica Quercia & Spa

Chianciano Terme

Anaïs

P5,843 total

includes taxes & fees

Nov 1 - Nov 2

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

P13,968 total

includes taxes & fees

Oct 4 - Oct 5

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

P21,490 total

includes taxes & fees

Oct 15 - Oct 16

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

P8,265 total

includes taxes & fees

Oct 19 - Oct 20

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

P10,314 total

includes taxes & fees

Oct 4 - Oct 5

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

P8,770 total

includes taxes & fees

Nov 2 - Nov 3

A historic building with arched windows and a wooden door.

20. I merli di Ada

Siena City Centre

Chantal

P14,624 total

includes taxes & fees

Oct 7 - Oct 8

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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	P4,059
Highest Price	P21,490

Guest Houses in Province of Siena

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Province of Siena

Siena

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

Find out more about Province of Siena

Province of Siena Guest Houses information

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