Montalcino Villas from AED 342

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

A stone building with a garden pathway leading to it.

1. VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

AED 26,413 total

includes taxes & fees

6 Nov - 7 Nov

A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

2. Wp Relais Villa Vignalunga

CASTIGLIONE D'ORCIA (SI)

Samantha L.

AED 2,662 total

includes taxes & fees

17 Nov - 18 Nov

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

Montenero

AED 2,305 total

includes taxes & fees

19 Nov - 20 Nov

A stone building with multiple rooms, surrounded by lush greenery and trees.

4. WPRELAIS BORGO VIGNALUNGA

Toscana

Jeremy F.

AED 4,424 total

includes taxes & fees

22 Nov - 23 Nov

A stone building with a tiled roof, a small porch, and a pathway leading to it.

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

San Quirico d'Orcia

AED 8,421 total

includes taxes & fees

30 Nov - 1 Dec

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

6. Il Poggio dell'Eremita

Sinalunga

Paul Q.

AED 601 total

includes taxes & fees

7 Nov - 8 Nov

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

7. 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

AED 970 total

includes taxes & fees

6 Dec - 7 Dec

A stone building with a car parked in front, surrounded by trees and a gravel path.

8. Charming Tuscan villa with a private infinity pool

Castel del Piano

AED 5,105 total

includes taxes & fees

6 Nov - 7 Nov

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

Torrita di Siena

"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."

Nate D.

AED 8,359 total

includes taxes & fees

8 Nov - 9 Nov

A two-story building with balconies, outdoor seating, and potted plants.

10. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

AED 342 total

includes taxes & fees

12 Nov - 13 Nov

A large, red-roofed villa surrounded by lush green fields and rolling hills.

11. '...a delicious farmhouse in the countryside where only the wind blows...'

Campiglia d'Orcia

"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...

Li-Shen L.

AED 5,683 total

includes taxes & fees

8 Nov - 9 Nov

A patio with a table and chairs, a large umbrella, and a vase of flowers.

12. Villa Cielo- Cignella Resort Tuscany Accommodation

Trequanda

AED 1,195 total

includes taxes & fees

6 Nov - 7 Nov

A patio table with a patterned tablecloth, an umbrella, and metal chairs.

13. Villa Falco-Cignella Resort Apartments in Tuscany

Trequanda

AED 1,181 total

includes taxes & fees

10 Nov - 11 Nov

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

Trequanda

AED 3,322 total

includes taxes & fees

15 Nov - 16 Nov

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

Roccastrada GR

AED 5,498 total

includes taxes & fees

6 Nov - 7 Nov

A building with arched windows and a hammock in the garden.

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Trequanda

AED 1,978 total

includes taxes & fees

6 Nov - 7 Nov

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

Trequanda

AED 2,571 total

includes taxes & fees

6 Dec - 7 Dec

A house with a patio, outdoor seating, and a view of the landscape.

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

Trequanda

AED 2,241 total

includes taxes & fees

10 Nov - 11 Nov

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

Siena

Ron M.

AED 31,282 total

includes taxes & fees

6 Nov - 7 Nov

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Top Montalcino Hotel Reviews

Hotel Athena

10/10 Excellent

"This is a lovely hotel. The front desk staff were very friendly and helpful. Breakfast and dinner were great as was the hospitality shown by the dining room staff. The room was comfortable and clean. The rooftop terrace is an amazing place to enjoy beautiful views and the sunset. I would highly recommend this hotel to anyone visiting Siena."

Capanna Suites

10/10 Excellent

"Beautiful property. Excellent staff. Great restaurant. But most important, cute cats. Having holiday pets was the best part of the stay for me. Being greeted by my friendly feline friend when I returned was my favorite part. I will miss that cat very much. If you stay here please give them all a little love for me."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Frequently asked questions

How much do villas in Montalcino cost?

Prices for villas in Montalcino range between AED 342 and AED 31,282 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.

Room 1

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. Wp Relais Villa Vignalunga

3. Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

4. WPRELAIS BORGO VIGNALUNGA

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

6. Il Poggio dell'Eremita

7. 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

8. Charming Tuscan villa with a private infinity pool

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

10. Artisti del Cavallo Tourism

11. '...a delicious farmhouse in the countryside where only the wind blows...'

12. Villa Cielo- Cignella Resort Tuscany Accommodation

13. Villa Falco-Cignella Resort Apartments in Tuscany

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

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

16. Villa Aquila-Cignella Resort Acommodation Tuscany

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

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

19. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

Find vacation rentals that suit your style

Top Montalcino Hotel Reviews

Hotel Athena

Capanna Suites

Castiglion del Bosco, A Rosewood Hotel

Mastrojanni Relais - Small Luxury Hotels of the World

Hotel Chiusarelli

Castello Banfi - Il Borgo - Relais et Chateaux

Palazzo Saloni

Castello di Velona Resort Thermal SPA & Winery

Hotel Italia

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. Wp Relais Villa Vignalunga

3. Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

4. WPRELAIS BORGO VIGNALUNGA

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

6. Il Poggio dell'Eremita

7. 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

8. Charming Tuscan villa with a private infinity pool

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

10. Artisti del Cavallo Tourism

11. '...a delicious farmhouse in the countryside where only the wind blows...'

12. Villa Cielo- Cignella Resort Tuscany Accommodation

13. Villa Falco-Cignella Resort Apartments in Tuscany

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

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

16. Villa Aquila-Cignella Resort Acommodation Tuscany

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

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

19. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

Find vacation rentals that suit your style

Top Montalcino Hotel Reviews

Hotel Athena

Frequently asked questions