Search Chalets in Brunello di Montalcino Wine Area

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Featured Chalets in Brunello di Montalcino Wine Area

Rosewood Castiglion del Bosco
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers

Rosewood Castiglion del Bosco

5.0 star property
10.0 out of 10, Exceptional, (57)
"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious and comfortable stay. One minor drawback that I encountered during my visit in the winter was that the temperature of the indoor pool was not as warm as I would have preferred. While the pool area is...
Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, 2 outdoor pools, pool loungers

Castello di Velona Resort Thermal SPA & Winery

5.0 star property
9.0 out of 10, Wonderful, (311)
"This is a very unique property We really enjoyed our stay there. Our only complaint is we didn't stay long enough. Next time!"
Castello di Velona Resort Thermal SPA & Winery
Agriturismo Piombaia
Courtyard

Agriturismo Piombaia

The price is AU$187
includes taxes & fees
3 Feb - 4 Feb
Agriturismo Piombaia
Mastrojanni Relais
Spa

Mastrojanni Relais

9.8 out of 10, Exceptional, (37)
"This is a beautiful Tuscany experience. Very small property perched on a hill, very well appointed and large rooms, gorgeous views, beautiful surrounding vineyards for endless walking, spectacular pool, ultra-foodie restaurant. One warning, do not recommend this if anyone in the party gets carsick. It is far off the beaten track, with lots of curvy roads, and a considerable amount of gravel roads."
The price is AU$560
includes taxes & fees
16 Feb - 17 Feb
Mastrojanni Relais
Castello Banfi - Il Borgo
2 restaurants, lunch, dinner served; Italian cuisine

Castello Banfi - Il Borgo

5.0 star property
10.0 out of 10, Exceptional, (111)
"Fantastic staff and unique impressive room with fabulous views"
Castello Banfi - Il Borgo
SI Montalcino Hotel
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

3.0 star property
9.2 out of 10, Wonderful, (320)
"Very comfortable. Excellent breakfast. A great base for exploring Tuscany."
SI Montalcino Hotel
Podere Brizio
Front of property

Podere Brizio

9.8 out of 10, Exceptional, (124)
"It’s a fantastic peaceful place. The personnel was really warm and helpful."
Podere Brizio
Villa le Prata - Residenza del Vescovo. Vineyards & Accomodation
Seasonal outdoor pool, pool umbrellas, pool loungers

Villa le Prata - Residenza del Vescovo. Vineyards & Accomodation

10.0 out of 10, Exceptional, (54)
"Beautiful property. Staff especially Stefano, Nelson, Klada were amazing. Anna was always present and accommodating. Brunello wine was excellent! Fresh farm grown breakfast and dinner were fantastic!! Stunning views in every direction. Room was well furnished, quiet and comfortable. Beautiful pool. "
Villa le Prata - Residenza del Vescovo. Vineyards & Accomodation
Capanna Suites
Exterior

Capanna Suites

9.8 out of 10, Exceptional, (96)
"Spectacular view, spacious and comfortable rooms, amazing staff and service. 10/10 "
Capanna Suites
Hotel Dei Capitani
Outdoor pool, pool loungers

Hotel Dei Capitani

3.0 star property
8.8 out of 10, Excellent, (368)
"We loved our stay at hotel dei Capitani, would highly recommend. Montalcino is famous for truffles, wild boar, wine, and beautiful views, especially from this hotel. It is on top of a mountain and in the country so you can expect to see bugs in your room like spiders, mosquitos, stink bugs, but they are mostly all harmless and more of a nuisance than anything. When looking for food to eat I recommend “Il Moro SNC di pellegrini Alessandro”, extremely clean kitchen, family run, delicious homemade...
Hotel Dei Capitani
Albergo Giardino
Terrace/patio

Albergo Giardino

9.4 out of 10, Exceptional, (10)
"Piccolo albergo senza fronzoli ma con tutto ciò che serve per farti stare bene. La sig Nila è stata gentilissima e disponibile a risolvere un problema. Ottima colazione e abbondante"
The price is AU$188
includes taxes & fees
12 Feb - 13 Feb
Albergo Giardino
Le Ragnaie
Front of property

Le Ragnaie

9.2 out of 10, Wonderful, (315)
"This is a beautiful place in the vineyards. "
Le Ragnaie
Agriturismo La casella
Superior Apartment, 1 Bedroom, Ground Floor

Agriturismo La casella

3.0 star property
9.0 out of 10, Wonderful, (24)
" Very friendly, professional and welcoming. Beautifully quaint building with ‘stunning’ views. Breakfast basic but perfectly adequate with selection of meats, cheese, small cakes, yogurt etc, with freshly made coffee. Would not hesitate to recommend. "
The price is AU$260
includes taxes & fees
15 Feb - 16 Feb
Agriturismo La casella
Il Burellino Wine & Resort
Exterior

Il Burellino Wine & Resort

10.0 out of 10, Exceptional, (60)
"The property was amazing…beautiful location, clean and so comfortable! Fabio is an amazing host and fun to talk to! The views from our room were fabulous ! Definitely worth it."
The price is AU$282
includes taxes & fees
2 Mar - 3 Mar
Il Burellino Wine & Resort
B&B Le Scalette di Piazza
Standard Double Room (Valdorcia)

B&B Le Scalette di Piazza

9.4 out of 10, Exceptional, (73)
"La propiedad esta en una excelente ubicacion, donde hay restaurantes, y tiendas. "
The price is AU$212
includes taxes & fees
3 Feb - 4 Feb
B&B Le Scalette di Piazza
Cordella in Valdorcia resort del tartufo
Exterior

Cordella in Valdorcia resort del tartufo

8.0 out of 10, Very good, (4)
"This is the most horrible property we have ever experienced. This place should be closed down and inspected by authorities. There was no one on the property to check us in, we never received any codes for our rooms, no communication was forwarded to us prior to check in, got locked in once we entered the gate as we did not have a code to get out. The contact telephone number was out of service. Once we contacted Expedia, even they were left speechless and struggled to help us to get out. All...
The price is AU$82
includes taxes & fees
5 Feb - 6 Feb
Cordella in Valdorcia resort del tartufo
Idolina Guest House
Exterior

Idolina Guest House

9.4 out of 10, Exceptional, (92)
"Love love love this charming little place! Super staff, adorable rooms, good amenities, excellent location, it’s a favorite!"
Idolina Guest House
Cordella in Montalcino Wine Resort
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Cordella in Montalcino Wine Resort

8.0 out of 10, Very good, (6)
"We loved this place. It was difficult to find at first but once there, it was lovely. The property is incredibly beautiful and the room was espacious and very clean. Who doesn't want to wake up with a view of the Toscana. We went for dinner at a town 10 min away called San Quirico and it was stuning. It was a shame our trip was so short. I'd definitelly go back for a longer stay."
Cordella in Montalcino Wine Resort
Wine Estate Paradiso di Cacuci
Exterior

Wine Estate Paradiso di Cacuci

2.0 out of 10, (1)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
The price is AU$428
includes taxes & fees
3 Mar - 4 Mar
Wine Estate Paradiso di Cacuci
Tuscany View, Montalcino
Outdoor wedding area

Tuscany View, Montalcino

8.8 out of 10, Excellent, (6)
"Very nice place right in town convenient to everything"
The price is AU$217
includes taxes & fees
20 Feb - 21 Feb
Tuscany View, Montalcino
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.
Don't see what you're looking for?
See all available properties in Brunello di Montalcino Wine Area
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Brunello di Montalcino Wine Area

Gorgeous home in Montalcino with kitchen
Pool

Gorgeous home in Montalcino with kitchen

Gorgeous home in Montalcino with kitchen
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Pool

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (55)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AU$300
includes taxes & fees
3 Feb - 4 Feb
The House of Alice, charm and relaxation
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.