A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Montalcino villas

Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 22,759
AED 24,856 total
includes taxes & fees
13 Jul - 14 Jul
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is AED 2,950
AED 3,279 total
includes taxes & fees
13 Jul - 14 Jul
Villa Marcolina
Exterior

Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C

Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Sarteano
The price is AED 604
AED 709 total
includes taxes & fees
1 Aug - 2 Aug
Panoramic country Villa 6/8 people in Tuscany, bbq wood-fired oven, heating, A/C
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is AED 1,423
AED 2,727 total
includes taxes & fees
18 Jul - 19 Jul
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 22,887
AED 22,887 total
includes taxes & fees
13 Jul - 14 Jul
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is AED 6,256
AED 6,530 total
includes taxes & fees
13 Jul - 14 Jul
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Exterior

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is AED 1,156
AED 1,411 total
includes taxes & fees
25 Jul - 26 Jul
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 1,585
AED 2,101 total
includes taxes & fees
13 Jul - 14 Jul
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (67 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 565
AED 653 total
includes taxes & fees
19 Jul - 20 Jul
Il Poggio dell'Eremita
Terrace/patio

Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (54 reviews)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
United States
Teresa P.
The price is AED 4,717
AED 5,367 total
includes taxes & fees
24 Jul - 25 Jul
Wp Relais Villa Vignalunga
Property grounds

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is AED 2,717
AED 3,019 total
includes taxes & fees
14 Jul - 15 Jul
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Exterior

Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
Property grounds

Villa I Girasoli in Montepulciano with Swimming pool

Villa I Girasoli in Montepulciano with Swimming pool
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at the villa. Alex and Gabrielle were very helpful before and during our stay, answering all our questions and being very responsive. The view out our front window was incredible along with the front porch and pool overlooking their vineyard and rolling hills. The house was perfect for our needs. Very clean, well kept, and an authentic Tuscan villa experience. And, their own wine is fabulous!"
United States
Julie V.
The price is AED 3,270
AED 3,270 total
includes taxes & fees
12 Aug - 13 Aug
Villa I Girasoli in Montepulciano with Swimming pool
Pool

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is AED 9,589
AED 9,597 total
includes taxes & fees
13 Jul - 14 Jul
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AED 843
AED 851 total
includes taxes & fees
10 Aug - 11 Aug
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 7,195
AED 8,122 total
includes taxes & fees
26 Jul - 27 Jul
Villa Torre Among the Hills of Siena
Outdoor dining

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Murlo
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was absolutely excellent! The home was spotless, beautifully decorated, and even more spacious than the photos showed. Every amenity listed was fully functional, and the brand new swimming pool was amazing. The location was perfect— isolated peaceful and quiet, yet just a short drive from the Buonconvento .The host was wonderful to work with. Communication was lightning-fast, and the check-in and checkout instructions were crystal clear. They truly went above and beyond...
United States
martina p.
The price is AED 12,579
AED 13,233 total
includes taxes & fees
9 Aug - 10 Aug
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,306
AED 3,845 total
includes taxes & fees
13 Jul - 14 Jul
Red Heart - relax with those you love in Tuscany.
Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is AED 2,899
AED 2,916 total
includes taxes & fees
18 Jul - 19 Jul
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 18,207
AED 20,304 total
includes taxes & fees
13 Jul - 14 Jul
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
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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Top Montalcino Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Wonderful hotel and staff. Beautiful and well maintained property with a delicious breakfast included. Wifi isn’t strong but honestly I would stay here again i a heartbeat"
Amy 1-night trip
Posted 1 day ago
Palazzo Ravizza

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between AED 653 and AED 24,856 per night. Whatever your budget, you can find a place that matches your needs with 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 Montalcino?
You'll find 1617 villas in Montalcino. No matter if you're taking a trip with the kids or organizing a weekend break with friends, Expedia will help you find the ideal base for your squad.
Why book your villa in Montalcino with Expedia?
Reserving a villa in Montalcino is as simple as clicking on your travel dates and picking a place that has what you need. Looking for something upscale or budget friendly, or a stay that also includes WiFi and a hot tub? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Montalcino?
Expedia is here to help you narrow your search for cheap villas in Montalcino. Simply use our convenient filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in a few quick keystrokes.