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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Montalcino villas

A stone building with a garden pathway leading to it.

1. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 22,439
AED 24,506 total
includes taxes & fees
5 Oct - 6 Oct
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

2. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
The price is AED 2,728
AED 3,125 total
includes taxes & fees
25 Oct - 26 Oct
Wp Relais Villa Vignalunga
A stone house with a tiled roof, a small porch, and potted plants.

3. Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10

Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
Montenero
The price is AED 1,239
AED 2,500 total
includes taxes & fees
2 Nov - 3 Nov
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

4. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 22,565
AED 22,565 total
includes taxes & fees
5 Oct - 6 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A stone building with a tiled roof, a small porch, and a pathway leading to it.

5. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AED 7,078
AED 7,347 total
includes taxes & fees
11 Oct - 12 Oct
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

6. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 557
AED 648 total
includes taxes & fees
7 Oct - 8 Oct
Il Poggio dell'Eremita
A two-story building with balconies, outdoor seating, and potted plants.

7. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 288
AED 333 total
includes taxes & fees
23 Oct - 24 Oct
Artisti del Cavallo Tourism
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

8. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is AED 796
AED 971 total
includes taxes & fees
2 Nov - 3 Nov
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A stone wall, a pine tree, and a view of a green valley with hills.

9. 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 1,920
AED 2,217 total
includes taxes & fees
6 Oct - 7 Oct
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Outdoor dining

10. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
A large, red-roofed villa surrounded by lush green fields and rolling hills.

11. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is AED 3,535
AED 5,936 total
includes taxes & fees
15 Oct - 16 Oct
'...a delicious farmhouse in the countryside where only the wind blows...'
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

12. 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 9,160
AED 9,168 total
includes taxes & fees
11 Oct - 12 Oct
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A stone building with a car parked in front, surrounded by trees and a gravel path.

13. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 4,465
AED 5,374 total
includes taxes & fees
5 Oct - 6 Oct
Charming Tuscany Villa w/ Private Infinity Pool
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

14. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,174
AED 1,186 total
includes taxes & fees
5 Oct - 6 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

15. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AED 1,184
AED 1,197 total
includes taxes & fees
5 Oct - 6 Oct
Villa Cielo- Cignella Resort Tuscany Accommodation
A building with arched windows and a hammock in the garden.

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AED 1,974
AED 1,986 total
includes taxes & fees
5 Oct - 6 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
A building with a red facade, arched doorways, and a patio area with outdoor seating.

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,563
AED 2,575 total
includes taxes & fees
7 Oct - 8 Oct
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

18. 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 829
AED 1,012 total
includes taxes & fees
2 Nov - 3 Nov
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
A building with a red facade, green shutters, and a tiled roof.

19. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is AED 2,563
AED 2,575 total
includes taxes & fees
5 Oct - 6 Oct
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A building with arched windows and a hammock in the garden.

20. Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 3,927
AED 3,940 total
includes taxes & fees
5 Oct - 6 Oct
Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 4 days ago
Castiglion del Bosco, A Rosewood Hotel

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between AED 333 and AED 24,506 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 1573 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.