Brunello di Montalcino Wine Area Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Brunello di Montalcino Wine Area

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

9.4 out of 10, Exceptional, (61)
"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

9.6 out of 10, Exceptional, (61)
"We loved this place, not only is it beautiful but it also has everything you need for a couple nights stay. It's perfect for a couple or for four people, and there is free parking around the corner. The town is very tiny and peaceful, but close to bigger ones such as Montalcino, reachable by car in about 15 minutes. The only thing we found was not working was one of the two bathroom sinks, which was clogged when we arrived."
The price is AU$425
includes taxes & fees
17 Aug - 18 Aug
The House of Alice, charm and relaxation

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is AU$347
includes taxes & fees
26 Aug - 27 Aug
Corte Francigena

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (62)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is AU$317
includes taxes & fees
27 Aug - 28 Aug
Casanova - Panoramic Rooms and Suites

Bosco della Spina

9.6 out of 10, Exceptional, (161)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (122)
"Cozy and welcoming hotel in a perfect location near Pienza’s historic center. I could only stay one night out of three due to personal reasons, but I’ll definitely come back on my next visit"
The price is AU$428
includes taxes & fees
8 Aug - 9 Aug
Hotel San Gregorio

ApartHotel Anghel

8.2 out of 10, Very good, (319)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
ApartHotel Anghel

Country house, really private pool A.C. 20 mn beaches facing Elba Island

7.6 out of 10, Good, (8)
"L'annonce ne correspond pas à la réalité !!!"
Country house, really private pool A.C. 20 mn beaches facing Elba Island

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (173)
"Excellent staffing, nice facility and great location"
The price is AU$268
includes taxes & fees
5 Aug - 6 Aug
Il Battistero Siena - Residenza d'Epoca

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is AU$284
includes taxes & fees
5 Aug - 6 Aug
Abbadia Sicille Relais

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very good, (152)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

villa con vista panoramica

9.0 out of 10, Wonderful, (2)
"Die Wohnung liegt ruhig im schönen Dorf Chiusdino, das Meer ist ca. 1 Stunde entfernt, aber der Pool eignet sich gut zum Baden. Es ist genug Platz für 4 Personen. Der Vermiter Paolo ist sehr freundlich und hilfsbereit, die Kommunikation war super. Uns hat es sehr gut gefallen und wir kommen gerne wieder!"
villa con vista panoramica

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

agriturismo la roggiola

9.6 out of 10, Exceptional, (105)
"Cute rustic cottage with a beautiful restful view of farm land and forrested hills and a covered outdoor eating area."
agriturismo la roggiola

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (89)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is AU$142
includes taxes & fees
10 Aug - 11 Aug
Tuscasì Aparthotel

Il Tosco

10.0 out of 10, Exceptional, (111)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is AU$481
includes taxes & fees
11 Aug - 12 Aug
Il Tosco

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is AU$1,079
includes taxes & fees
31 Aug - 1 Sept
Borgo Argiano

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is AU$321
includes taxes & fees
27 Aug - 28 Aug
Residenza d'Epoca Palazzo Borghesi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Brunello di Montalcino Wine Area Hotel Reviews