Search Guest Houses in Brunello di Montalcino Wine Area

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Brunello di Montalcino Wine Area guest houses

Classic Double Room | Living area | 25-inch flat-screen TV with satellite channels, TV
Tuscany View, Montalcino

Tuscany View, Montalcino

Tuscany View, Montalcino
Montalcino
8.6 out of 10, Excellent, (8)
"Very nice place right in town convenient to everything"
United States
Bonnie
The price is ₩203,100
₩237,341 total
includes taxes & fees
Dec 24 - Dec 25
Tuscany View, Montalcino
Garden
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is ₩175,764
₩200,305 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Villa Montarioso
Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is ₩182,041
₩207,210 total
includes taxes & fees
Dec 28 - Dec 29
Terre di GIORGIO - Agriturismo Villa la Palazzetta
Outdoor pool, sun loungers
Convento San Bartolomeo

Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (48)
"Very nice historic property. "
United States
Harrison
The price is ₩188,056
₩206,862 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Convento San Bartolomeo
Reception
Villa Sant Andrea

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (33)
"Nice Tuscan Villa, only 10 minutes from city centre, easy parking and moving in and out of the city. The host are great, Cecilia and husband always available to help."
United States
Adrian
Villa Sant Andrea
Luxury Double or Twin Room | Premium bedding, memory foam beds, individually decorated
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (83)
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
Front of property
Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (170)
"Great spot for a quick stay and convenient to main railway station"
Australia
Julianne
The price is ₩170,960
₩195,021 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Mosela Alla Porta
Superior Double or Twin Room | Individually decorated, individually furnished, iron/ironing board
alla scala 1746

alla scala 1746

alla scala 1746
Siena City Centre
7.6 out of 10, Good, (5)
"With access to the beauty of the best of Siena, we absolutely luxuriated and felt the warm vibe of the people, the buildings, the sunshine and the food. It felt magical!"
United States
Christie
alla scala 1746
Lobby sitting area
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
The price is ₩398,052
₩447,086 total
includes taxes & fees
Dec 29 - Dec 30
Poggio Paradiso Resort & Spa
Deluxe Room | Premium bedding, in-room safe, individually decorated, desk
Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (30)
"The host was very friendly and helpful. We had a great stay."
United States
Anonymous traveler
The price is ₩191,447
₩217,557 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Residenza d'Epoca San Martino 29
Exterior
AmiRooms Affittacamere

AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (9)
"Thanks to Amina, very welcoming. "
Canada
daniel
AmiRooms Affittacamere
Free daily full breakfast
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
Exterior
B&B Le Aquile

B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.8 out of 10, Exceptional, (111)
"Staff was exceptionally helpful prior to arriving at property and offering suggestions for transportation to surrounding activities. Location was well situated to highlights and attractions. "
Canada
Lydia
B&B Le Aquile
Camera Iole al secondo piano senza ascensore | Frette Italian sheets, premium bedding, soundproofing, free WiFi
MontepulcianoLettings

MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (3)
"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)."
Australia
Charmaine
MontepulcianoLettings
Minibar, desk, iron/ironing board, free WiFi
Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very Good, (89)
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri
Hallway
Blossoms of Siena

Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (32)
"We really enjoyed our stay!! Everyone was accomodating and we loved Siena."
United States
Linda
The price is ₩228,802
₩258,647 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Blossoms of Siena
Courtyard
L'Antico Borgo di Torri

L'Antico Borgo di Torri

L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very Good, (1)
"Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!"
Italy
Anonymous traveler
L'Antico Borgo di Torri
Basic Twin Room, Garden View | Free WiFi
Bed in Siena

Bed in Siena

Bed in Siena
Petriccio
The price is ₩79,140
₩94,019 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Bed in Siena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Brunello di Montalcino Wine Area Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 2 days ago
Hotel Chiusarelli

Find out more about Brunello di Montalcino Wine Area

Brunello di Montalcino Wine Area Guest Houses information

Number of reviews
830
Accommodation
27 Guest Houses
Lowest Price
₩195,021
Highest Price
₩447,086