Top Guest Houses in Brunello di Montalcino Wine Area in 2026

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Our top choices for Brunello di Montalcino Wine Area guest houses

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

1. Poggio Paradiso Resort & Spa

Torrita di Siena

Giulio

Rp4.274.777 total

includes taxes & fees

3 Nov - 4 Nov

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

2. Terre di GIORGIO - Agriturismo Villa la Palazzetta

Castiglione d'Orcia

Alexandra

Rp2.967.955 total

includes taxes & fees

28 Oct - 29 Oct

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

3. Palazzo Mosela Alla Porta

Montepulciano

Adam

Rp2.422.238 total

includes taxes & fees

5 Nov - 6 Nov

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

4. Villa Sant Andrea

Siena

Sasha

Rp2.668.023 total

includes taxes & fees

2 Nov - 3 Nov

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

5. Convento San Bartolomeo

Piancastagnaio

Lisette

Rp2.140.427 total

includes taxes & fees

27 Oct - 28 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

Cara

Rp2.483.483 total

includes taxes & fees

16 Nov - 17 Nov

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

7. Villa Montarioso

Montarioso

Michael

Rp1.610.412 total

includes taxes & fees

15 Nov - 16 Nov

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

8. Blossoms of Siena

Siena City Centre

Walter

Rp2.782.159 total

includes taxes & fees

9 Nov - 10 Nov

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

9. B&B Le Aquile

Siena City Centre

Susan

Rp2.050.271 total

includes taxes & fees

25 Oct - 26 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.

10. Residenza d'Epoca Le Aquile

Siena City Centre

Claire

Rp3.363.094 total

includes taxes & fees

21 Oct - 22 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

Rp1.752.991 total

includes taxes & fees

5 Nov - 6 Nov

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

12. 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)."