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

Search Villas in Montalcino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 24,333
AED 26,395 total
includes taxes & fees
16 Nov - 17 Nov
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 2,310
AED 2,656 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: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10
Montenero
The price is AED 1,221
AED 2,479 total
includes taxes & fees
2 Nov - 3 Nov
Quercetino: 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 22,511
AED 22,511 total
includes taxes & fees
22 Oct - 23 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.

5. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 555
AED 646 total
includes taxes & fees
28 Oct - 29 Oct
Il Poggio dell'Eremita
A stone building with a tiled roof, a small porch, and a pathway leading to it.

6. 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 7,051
AED 7,319 total
includes taxes & fees
22 Oct - 23 Oct
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
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 284
AED 329 total
includes taxes & fees
3 Nov - 4 Nov
Artisti del Cavallo Tourism
A large, red-roofed villa surrounded by lush green fields and rolling hills.

8. '...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 3,521
AED 5,943 total
includes taxes & fees
12 Nov - 13 Nov
'...a delicious farmhouse in the countryside where only the wind blows...'
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

9. 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 793
AED 968 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 building with a car parked in front, surrounded by trees and a gravel path.

10. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 4,454
AED 5,370 total
includes taxes & fees
22 Oct - 23 Oct
Charming Tuscany Villa w/ Private Infinity Pool
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

11. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,169
AED 1,181 total
includes taxes & fees
2 Nov - 3 Nov
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

12. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AED 1,180
AED 1,192 total
includes taxes & fees
2 Nov - 3 Nov
Villa Cielo- Cignella Resort Tuscany Accommodation
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
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is AED 8,945
AED 8,954 total
includes taxes & fees
25 Oct - 26 Oct
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

14. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is AED 2,039
AED 3,472 total
includes taxes & fees
2 Nov - 3 Nov
Red Heart - Relax with Your Loved Ones in Tuscany
A house with a stone wall, a large tree, and a patio area with a bench and table.

15. 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 5,225
AED 5,494 total
includes taxes & fees
22 Oct - 23 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
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 1,966
AED 1,978 total
includes taxes & fees
2 Nov - 3 Nov
Villa Aquila-Cignella Resort Acommodation Tuscany
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 2,553
AED 2,566 total
includes taxes & fees
2 Nov - 3 Nov
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
An outdoor patio with a table, chairs, an umbrella, and a lounge chair.

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

Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
Trequanda
The price is AED 2,553
AED 2,566 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Apartment "Villa Limone" with Shared Pool & Wi-Fi
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

19. 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 26,863
AED 28,925 total
includes taxes & fees
22 Oct - 23 Oct
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
A house with a patio, outdoor seating, and a view of the landscape.

20. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AED 2,471
AED 2,483 total
includes taxes & fees
2 Nov - 3 Nov
Chalet "Villa Falco" 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montalcino Hotel Reviews

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

10/10 Excellent
"Really nice property nice pool and amazing views."
William S. 5-night trip
Posted 2 hours ago
Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between AED 329 and AED 28,925 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.