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

RM1,567 total

includes taxes & fees

14 Oct - 15 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

RM363 total

includes taxes & fees

24 Sept - 25 Sept

A stone building with a tiled roof, multiple windows, and a staircase leading to the entrance.

3. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

RM1,310 total

includes taxes & fees

15 Oct - 16 Oct

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

4. Palazzo Mosela Alla Porta

Montepulciano

Kerry

RM773 total

includes taxes & fees

17 Sept - 18 Sept

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

5. Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

Soni

RM447 total

includes taxes & fees

12 Oct - 13 Oct

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

6. Residenza d'Epoca San Martino 29

Siena City Centre

Rene

RM668 total

includes taxes & fees

27 Sept - 28 Sept

7. AmiRooms Affittacamere

Siena City Centre

Mary

RM757 total

includes taxes & fees

24 Sept - 25 Sept

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

8. Blossoms of Siena

Siena City Centre

Melinda

RM902 total

includes taxes & fees

14 Oct - 15 Oct

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

9. Residenza d'Epoca Le Aquile

Siena City Centre

Stephanie

RM934 total

includes taxes & fees

15 Oct - 16 Oct

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

10. Antica Quercia & Spa

Chianciano Terme

Anaïs

RM434 total

includes taxes & fees

27 Sept - 28 Sept

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

11. podere la strega

Siena

Jenny

RM739 total

includes taxes & fees

20 Sept - 21 Sept

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

12. Villa Montarioso

Montarioso

Michael

RM397 total

includes taxes & fees

8 Oct - 9 Oct

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

13. Convento San Bartolomeo

Piancastagnaio

Lisette

RM582 total

includes taxes & fees

1 Oct - 2 Oct

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

14. Villa Sant Andrea

Siena

Dan

RM586 total

includes taxes & fees

20 Sept - 21 Sept

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

15. B&B Le Aquile

Siena City Centre

kevin

RM547 total

includes taxes & fees

22 Sept - 23 Sept

A historic building with arched windows and a wooden door.

16. I merli di Ada

Siena City Centre

Chantal

RM1,277 total

includes taxes & fees

25 Sept - 26 Sept

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

17. Palazzo Patrizi Suite & Spa

Siena City Centre

"We were so pleased with our luck to find this gem of a property at the last minute! The room was gorgeous a d the staff was extremely helpful before and during our stay. Fresh strawberries and a bottle of Prosecco on arrival was a special added touch! You will not be disappointed. Located steps away from shopping and Il Campo where there is plenty to see and do…yet the location is quiet and secluded, best of both!! "

Robin

RM1,437 total

includes taxes & fees

4 Oct - 5 Oct

A staircase with a brick archway, a painting of a field, and a door with a window.

18. MontepulcianoLettings

Montepulciano

"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."

Charmaine

RM540 total

includes taxes & fees

9 Oct - 10 Oct

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

19. Meublè Evoè

Montepulciano

Armand

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

20. La Casa di Ines

San Gimignano City Centre

Chrystal

RM271 total

includes taxes & fees

15 Oct - 16 Oct

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Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"All good"

Fattoria di Vegi

10/10 Excellent

"This place is a little piece of heaven on earth. If you are looking for peace, tranquility, beautiful surroundings, luxurious rooms, friendly hand helpful staff, this is the place for you. We have stayed in many luxurious places, but this hotel we both thought was the best we have ever experienced. It had a homely feel, you felt part of the family. In each block there was a lounge, so it felt like a home. And an honesty box for the bar and drinks at the pool, again making it feel like a home where you help yourself. The food in the restaurant was delicious, the wine tasting tour was really good with Ingrid who was lovely, I honestly can’t rate this place highly enough. If you wish for a few days of luxury and tranquility, make a booking, you won’t regret it."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Find out more about Province of Siena

Province of Siena Guest Houses information

Number of reviews	1,332
Accommodation	53 Guest Houses
Lowest Price	RM271
Highest Price	RM1,567

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Province of Siena Holiday Rentals

Room 1

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. Palazzo Mosela Alla Porta

5. Residenza d'Epoca Palazzo Buonaccorsi

6. Residenza d'Epoca San Martino 29

7. AmiRooms Affittacamere

8. Blossoms of Siena

9. Residenza d'Epoca Le Aquile

10. Antica Quercia & Spa

11. podere la strega

12. Villa Montarioso

13. Convento San Bartolomeo

14. Villa Sant Andrea

15. B&B Le Aquile

16. I merli di Ada

17. Palazzo Patrizi Suite & Spa

18. MontepulcianoLettings

19. Meublè Evoè

20. La Casa di Ines

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

Fattoria di Vegi

Palazzo Ravizza

Hotel Chiusarelli

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

Hotel Athena

NH Siena

Castello di Velona Resort Thermal SPA & Winery

Find out more about Province of Siena

Province of Siena Guest Houses information

Explore a world of travel with Expedia