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

NT$9,895 total

includes taxes & fees

Nov 10 - Nov 11

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

2. Relais La Corte Dei Cavalieri

Siena City Centre

Ranmal

NT$2,353 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a bed, a sofa, a coffee table, a TV, and a painting on the wall.

3. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

NT$7,667 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

Michael

NT$3,206 total

includes taxes & fees

Oct 28 - Oct 29

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

Adam

NT$4,227 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

NT$2,888 total

includes taxes & fees

Nov 15 - Nov 16

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

NT$4,454 total

includes taxes & fees

Nov 16 - Nov 17

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

8. Blossoms of Siena

Siena City Centre

Walter

NT$4,990 total

includes taxes & fees

Nov 9 - Nov 10

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

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

NT$3,144 total

includes taxes & fees

Nov 5 - Nov 6

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

12. La Casa di Ines

San Gimignano City Centre

Chrystal

NT$2,800 total

includes taxes & fees

Oct 26 - Oct 27

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

13. Convento San Bartolomeo

Piancastagnaio

Lisette

NT$3,797 total

includes taxes & fees

Oct 28 - Oct 29

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

14. Antica Quercia & Spa

Chianciano Terme

Polina

NT$3,016 total

includes taxes & fees

Nov 2 - Nov 3

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

Claire

NT$6,840 total

includes taxes & fees

Nov 5 - Nov 6

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

NT$11,092 total

includes taxes & fees

Oct 21 - Oct 22

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

Susan

NT$3,929 total

includes taxes & fees

Nov 14 - Nov 15

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

NT$5,323 total

includes taxes & fees

Oct 20 - Oct 21

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

NT$4,456 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

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Top Province of Siena Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"1.5 miles for train station but really great location in center of Siena. My wife and I enjoyed the walk. Taxis are easy to catch at train station and hotel was very friendly to order a taxi if we wanted it one. Breakfast was excellent"