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

P19,371 total

includes taxes & fees

Nov 9 - Nov 10

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

2. Relais La Corte Dei Cavalieri

Siena City Centre

Ranmal

P5,126 total

includes taxes & fees

Oct 18 - Oct 19

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

P14,847 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

P6,276 total

includes taxes & fees

Nov 4 - Nov 5

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

P8,565 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

P5,988 total

includes taxes & fees

Nov 3 - Nov 4

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

P8,381 total

includes taxes & fees

Nov 10 - Nov 11

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

8. Blossoms of Siena

Siena City Centre

Walter

P11,288 total

includes taxes & fees

Oct 13 - Oct 14

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

P6,088 total

includes taxes & fees

Nov 4 - Nov 5

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

12. La Casa di Ines

San Gimignano City Centre

Chrystal

P5,482 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

P7,434 total

includes taxes & fees

Oct 18 - Oct 19

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

14. Antica Quercia & Spa

Chianciano Terme

Anaïs

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

P13,390 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

P21,478 total

includes taxes & fees

Oct 12 - Oct 13

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

P8,261 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

P10,308 total

includes taxes & fees

Oct 12 - Oct 13

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

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

Hotel Italia

10/10 Excellent

"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."