Montalcino Villas - Best Villa Montalcino 2026

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

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Our top choices for Montalcino villas

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

Montalcino

includes taxes & fees

13 Sept - 14 Sept

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

includes taxes & fees

13 Sept - 14 Sept

3. Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Montenero

includes taxes & fees

12 Oct - 13 Oct

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

San Quirico d'Orcia

includes taxes & fees

16 Sept - 17 Sept

5. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

includes taxes & fees

24 Sept - 25 Sept

6. Villa 'Casa Alta Esclusiva' with Private Pool, Private Terrace and Wi-Fi

Murlo

"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...

martina p.

includes taxes & fees

29 Sept - 30 Sept

7. Charming Tuscany Villa w/ Private Infinity Pool

Castel del Piano

includes taxes & fees

13 Sept - 14 Sept

8. Il Poggio dell'Eremita

Sinalunga

Paul Q.

includes taxes & fees

15 Sept - 16 Sept

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Top Montalcino Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Excellent location. Easy parking and helpful staff."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Find out more about Montalcino

Montalcino Villas information

Number of reviews	117
Accommodation	1547 Villas
Lowest Price	€84
Highest Price	€5,928

Frequently asked questions

How much do villas in Montalcino cost?

Prices for villas in Montalcino range between €84 and €5,928 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino villas

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

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

3. Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups