Montalcino Villas from AED 339

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 - Twelve Bedroom Villa, Sleeps 24

Montalcino

AED 25,427 total

includes taxes & fees

23 Aug - 24 Aug

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

AED 23,413 total

includes taxes & fees

23 Aug - 24 Aug

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

Montenero

AED 2,770 total

includes taxes & fees

7 Sep - 8 Sep

4. Wp Relais Villa Vignalunga

CASTIGLIONE D'ORCIA (SI)

"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!"

Marshall W.

AED 3,740 total

includes taxes & fees

27 Aug - 28 Aug

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

San Quirico d'Orcia

AED 8,439 total

includes taxes & fees

16 Sep - 17 Sep

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.

AED 12,894 total

includes taxes & fees

20 Sep - 21 Sep

7. Charming Tuscany Villa w/ Private Infinity Pool

Castel del Piano

AED 2,741 total

includes taxes & fees

23 Aug - 24 Aug

8. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Siena

AED 1,724 total

includes taxes & fees

1 Sep - 2 Sep

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Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing!!!! Very well kept place, the staff treats you like family. Room was cleaned fast in the morning. Restaurant and bar staff as well were amazing. The pool area is good vibes and the drinks and really good too 👍👍 I would definitely come back."

Villa Le Prata - Residenza del Vescovo

10/10 Excellent

"My husband and I had a wonderful stay at Villa Le Prata during our honeymoon. The staff were friendly, the food and wine were amazing, and the villa itself was beautiful and very well kept. We would absolutely recommend this hotel to anyone looking to visit Montalcino."

Hotel Athena

10/10 Excellent

"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Frequently asked questions

How much do villas in Montalcino cost?

Prices for villas in Montalcino range between AED 339 and AED 25,427 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 1573 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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino villas

1. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

4. Wp Relais Villa Vignalunga

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

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

7. Charming Tuscany Villa w/ Private Infinity Pool

8. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

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

10. Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

11. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

12. Artisti del Cavallo Tourism

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

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

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

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

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

18. Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

19. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

20. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Find vacation rentals that suit your style

Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Chiusarelli

SI Montalcino Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Villa Le Prata - Residenza del Vescovo

Hotel Athena

Castello di Velona Resort Thermal SPA & Winery

Mastrojanni Relais - Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

Frequently asked questions

Search Villas in Montalcino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montalcino villas

1. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

2. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

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

4. Wp Relais Villa Vignalunga

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

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

7. Charming Tuscany Villa w/ Private Infinity Pool

8. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

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

10. Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

11. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

12. Artisti del Cavallo Tourism

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

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

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

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

17. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

18. Apartment In A Hotel "Villa Aquila" with Shared Pool, Private Terrace & Wi-Fi

19. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

20. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Find vacation rentals that suit your style

Top Montalcino Hotel Reviews

Monastero di Cortona Hotel & Spa

Frequently asked questions