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 - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is £5,097
includes taxes & fees
29 Sept - 30 Sept
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is £4,694
includes taxes & fees
29 Sept - 30 Sept
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
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 £516
includes taxes & fees
26 Oct - 27 Oct
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
A stone building with a tiled roof, a small porch, and a pathway leading to it.

4. 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 £1,528
includes taxes & fees
29 Sept - 30 Sept
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
A table with a red and white checkered tablecloth, a hanging light fixture, and a view of green hills and trees.

5. 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 £2,799
includes taxes & fees
29 Sept - 30 Sept
Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and 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 £137
includes taxes & fees
7 Oct - 8 Oct
Il Poggio dell'Eremita
A stone building with a car parked in front, surrounded by trees and a gravel path.

7. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is £1,131
includes taxes & fees
29 Sept - 30 Sept
Charming Tuscany Villa w/ Private Infinity Pool
A stone wall, a pine tree, and a view of a green valley with hills.

8. 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 £461
includes taxes & fees
1 Oct - 2 Oct
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Outdoor dining

9. 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
An aerial view of a property with a large central building, a courtyard with a circular garden, and surrounding structures.

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 £210
includes taxes & fees
2 Oct - 3 Oct
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 tree, a lamp post, and a clear blue pool with a view of distant mountains.

11. 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 £1,947
includes taxes & fees
29 Sept - 30 Sept
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

12. '...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 £1,238
includes taxes & fees
15 Oct - 16 Oct
'...a delicious farmhouse in the countryside where only the wind blows...'
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

13. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is £247
includes taxes & fees
29 Sept - 30 Sept
Villa Falco-Cignella Resort Apartments in Tuscany
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 £249
includes taxes & fees
2 Oct - 3 Oct
Villa Cielo- Cignella Resort Tuscany Accommodation
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

15. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
Siena
10.0 out of 10, Exceptional, (1 review)
The price is £6,031
includes taxes & fees
29 Sept - 30 Sept
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 32
A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

16. Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
Roccastrada GR
The price is £1,145
includes taxes & fees
1 Oct - 2 Oct
Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi
A two-story building with balconies, outdoor seating, and potted plants.

17. 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 £69
includes taxes & fees
1 Oct - 2 Oct
Artisti del Cavallo Tourism
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 £413
includes taxes & fees
2 Oct - 3 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
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 £536
includes taxes & fees
29 Sept - 30 Sept
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & 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

Le Ragnaie

Le Ragnaie

10/10 Excellent
"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"
Michelle 3-night trip
Posted 1 day ago
Le Ragnaie

Find out more about Montalcino

Montalcino Villas information

Number of reviews
80
Accommodation
1553 Villas
Lowest Price
£69
Highest Price
£6,031

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between £69 and £6,031 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 1553 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.

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