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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Compare 420 Villas in Brunello di Montalcino Wine Area with updated reviews, rates, and availability.

Il Poggio dell'Eremita
Terrace/patio

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (51)
"Our family of 4 had such a beautiful time at this gorgeous villa. We only stayed for 2 nights, wish we stayed longer. Highly recommend!"
The price is AED 515
AED 599 total
includes taxes & fees
11 Jun - 12 Jun
Il Poggio dell'Eremita
Hilltop house in the heart of Tuscany with private pool
Outdoor dining

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (84)
"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
Relaxation in the green, in the municipality of Monteriggioni just 7 km from Siena
Outdoor pool

Relaxation in the green, in the municipality of Monteriggioni just 7 km from Siena

Relaxation in the green, in the municipality of Monteriggioni just 7 km from Siena
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Terrace/patio

15th century barn fully renovated in a stylish style with gorgeous swimming pool

9.2 out of 10, Wonderful, (7)
"Only regret is that we couldn’t stay longer to explore more of Tuscany. Wish weather was a bit warmer to use the beautiful pool. Overall beautiful home with upscale features! We really enjoyed our stay!"
15th century barn fully renovated in a stylish style with gorgeous swimming pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (21)
"We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Private Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to Montepulciano
Property grounds

Private Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to Montepulciano

8.2 out of 10, Very Good, (21)
"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."
Private Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to Montepulciano
Villa Ventotto by Paola Orazioli
Pool

Villa Ventotto by Paola Orazioli

9.8 out of 10, Exceptional, (17)
"We had a great time. We stayed for two days"
Villa Ventotto by Paola Orazioli
Villa with unique view of Siena with private pool
Outdoor pool

Villa with unique view of Siena with private pool

10.0 out of 10, Exceptional, (6)
"I booked Letizia's amazing Villa for a week-long birthday celebration and we loved every minute of our time in the Tuscan sun! It was great to be able to relax by the pool in the peace of the countryside amongst the olive groves while still being only a short walk away from Siena, we just wish we could have stayed for longer!"
Villa with unique view of Siena with private pool
Villa Larniano, With Private Pool And View On Vineyard
Outdoor dining

Villa Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (65)
"We had a lovely stay with 7 of us. There was plenty of area to walk and explore. We loved our wine tour with Lorenzo and our dinner with chef Robin. The house is close to the big grocery store and Siena."
Villa Larniano, With Private Pool And View On Vineyard
I Cipressi, 5 bedrooms with pool near Cortona
Outdoor pool

I Cipressi, 5 bedrooms with pool near Cortona

10.0 out of 10, Exceptional, (1)
"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."
I Cipressi, 5 bedrooms with pool near Cortona
BORGO ANTICO - Nine Bedroom Villa, Sleeps 20
Terrace/patio

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20
Private Villa in Tuscany 30%OFF
Dining

Private Villa in Tuscany 30%OFF

10.0 out of 10, Exceptional, (12)
"As advertised. Clean villa, good location for visiting the major medieval hill towns. Lucignano lacks good restaurants. The house needs to add fans. The hostess- provided (for a fee) dinner in the villa was great! Friendly host. Wifi works well."
Private Villa in Tuscany 30%OFF
Casale Le Vigne, 8 pax, private pool
Interior

Casale Le Vigne, 8 pax, private pool

10.0 out of 10, Exceptional, (9)
"Group of 9 had a fantastic stay. The villa is superbly fitted out with lovely decor and kitchen equipment. The kids loved the pool as did the adults and the evening meal area was superb. Very good communication with the host who gave us some great suggestions. Loved our holiday and the villa was exactly what we needed. Very secluded so loved watching the stars with lots of local wine."
The price is AED 2,511
AED 2,871 total
includes taxes & fees
15 Jun - 16 Jun
Casale Le Vigne, 8 pax, private pool
Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino
Pool

Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino

Private Villa with private pool, WIFI, A/C, TV, patio, panoramic view, parking, close to Montalcino
villa con vista panoramica
Outdoor pool

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
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, (57)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.6 out of 10, Good, (8)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is AED 460
AED 766 total
includes taxes & fees
16 Jun - 17 Jun
panoramica casa con piscina privata
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Fridge, microwave, oven, stovetop

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (48)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Outdoor pool

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (48)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Terrace/patio

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (98)
"Clean, very convenient, friendly.... Everything was super!"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
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.
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Frequently asked questions

How much do villas in Brunello di Montalcino Wine Area cost?
You’ll pay between AED 460 and AED 2,511 per night for a villa in Brunello di Montalcino Wine Area. Whatever your budget, a terrific stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Brunello di Montalcino Wine Area?
Pack your suitcase and pick from 420 villas in Brunello di Montalcino Wine Area. For a family adventure, a getaway with friends or anything in between, Expedia will help you find an ideal stay in just a few clicks.
Why book your villa in Brunello di Montalcino Wine Area with Expedia?
Reserving a villa in Brunello di Montalcino Wine Area is as easy as entering your travel dates and choosing the option that suits your style. Searching for something affordable or upmarket, or a stay that also features a kitchen? Use Expedia’s search filters to narrow your results and find your ideal pad.