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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Montalcino villas

A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

1. 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 2,307
AED 2,653 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.

2. 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 1,203
AED 2,458 total
includes taxes & fees
10 Nov - 11 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.

3. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 22,451
AED 22,451 total
includes taxes & fees
15 Oct - 16 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

4. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (72 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 555
AED 645 total
includes taxes & fees
15 Oct - 16 Oct
Il Poggio dell'Eremita
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 7,042
AED 7,310 total
includes taxes & fees
20 Oct - 21 Oct
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

6. '...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 3,504
AED 5,938 total
includes taxes & fees
26 Oct - 27 Oct
'...a delicious farmhouse in the countryside where only the wind blows...'
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 292
AED 338 total
includes taxes & fees
28 Oct - 29 Oct
Artisti del Cavallo Tourism
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

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 792
AED 966 total
includes taxes & fees
9 Nov - 10 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 patio table with a patterned tablecloth, an umbrella, and metal chairs.

9. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,168
AED 1,180 total
includes taxes & fees
28 Oct - 29 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A stone wall, a pine tree, and a view of a green valley with hills.

10. 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 1,910
AED 2,206 total
includes taxes & fees
16 Oct - 17 Oct
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
A stone building with a car parked in front, surrounded by trees and a gravel path.

11. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 4,442
AED 5,203 total
includes taxes & fees
11 Nov - 12 Nov
Charming Tuscany Villa w/ Private Infinity Pool
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

12. Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,036
AED 3,513 total
includes taxes & fees
22 Oct - 23 Oct
Red Heart - relax with those you love in Tuscany.
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

13. 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 8,921
AED 8,930 total
includes taxes & fees
18 Oct - 19 Oct
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A patio with a table and chairs, a large umbrella, and a vase of flowers.

14. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AED 1,178
AED 1,191 total
includes taxes & fees
16 Oct - 17 Oct
Villa Cielo- Cignella Resort Tuscany Accommodation
A building with arched windows and a hammock in the garden.

15. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AED 1,956
AED 1,969 total
includes taxes & fees
15 Oct - 16 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
A house with a stone wall, a large tree, and a patio area with a bench and table.

16. 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 5,211
AED 5,479 total
includes taxes & fees
15 Oct - 16 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A building with a red facade, green shutters, and a tiled roof.

17. 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 2,541
AED 2,553 total
includes taxes & fees
9 Nov - 10 Nov
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

18. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
The price is AED 26,791
AED 28,848 total
includes taxes & fees
15 Oct - 16 Oct
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

19. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is AED 22,326
AED 22,326 total
includes taxes & fees
15 Oct - 16 Oct
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

20. Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is AED 2,541
AED 2,553 total
includes taxes & fees
15 Oct - 16 Oct
Hotel Apartment "Villa Limone" with Shared Pool & 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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between AED 338 and AED 28,848 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 1546 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.