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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Montalcino villas

A stone building with a garden pathway leading to it.

1. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €6,400
includes taxes & fees
6 Nov - 7 Nov
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A stone building with multiple rooms, surrounded by lush greenery and trees.

2. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is €1,090
includes taxes & fees
22 Nov - 23 Nov
WPRELAIS BORGO 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
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 €5,458
includes taxes & fees
29 Oct - 30 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 €165
includes taxes & fees
29 Oct - 30 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 €1,777
includes taxes & fees
29 Oct - 30 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 €84
includes taxes & fees
29 Oct - 30 Oct
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 €1,410
includes taxes & fees
3 Nov - 4 Nov
'...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.

9. 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 €2,031
includes taxes & fees
2 Nov - 3 Nov
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A courtyard with a pathway leading to a circular garden area, surrounded by trees and a building with a tiled roof.

10. 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 €235
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.

11. Charming Tuscan villa with a private infinity pool

Charming Tuscan villa with a private infinity pool
Castel del Piano
Charming Tuscan villa with a private infinity pool
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

12. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is €287
includes taxes & fees
29 Oct - 30 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

13. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is €289
includes taxes & fees
3 Nov - 4 Nov
Villa Cielo- Cignella Resort Tuscany Accommodation
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 €850
includes taxes & fees
11 Nov - 12 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 €1,332
includes taxes & fees
29 Oct - 30 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

16. 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 €7,014
includes taxes & fees
29 Oct - 30 Oct
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
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 €561
includes taxes & fees
29 Oct - 30 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.

18. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is €480
includes taxes & fees
29 Oct - 30 Oct
Villa Aquila-Cignella Resort Acommodation 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.
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Beautiful and perfect stay in Montepulciano!"
Krista 1-night trip
Posted 1 day ago
Nuovo Etruria Resort

Find out more about Montalcino

Montalcino Villas information

Number of reviews
122
Accommodation
1547 Villas
Lowest Price
€84
Highest Price
€7,014

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between €84 and €7,014 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 1547 villas in Montalcino. No matter if you're taking a trip with the kids or organising 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.
What is there to do near my villa in Montalcino?
Montalcino has enough sights to keep you on the hop for weeks, starting with Castello Banfi. Museo del Tartufo, Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino are other popular attractions. If you're staying a while longer, Abbazia di Sant'Antimo and Poggio Antico will cap off your itinerary nicely.