Plan your trip

A historic castle on a hill with surrounding greenery and buildings.

Search Villas in Montalcino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

    • Find holiday rentals that suit your style

    Aparthotels

    Villas

    Apartments

    Cottages

    Condos

    Chalets

    Check prices for these dates

    Check prices for these dates, 13 – 14 December 2026

    View in a map

    Our top choices for Montalcino villas

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

    A stone building with a garden pathway leading to it.

    2. WPRELAIS BORGO VIGNALUNGA

    A swimming pool with lounge chairs, a stone building, and a forested hillside.

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

    A stone house with a tiled roof, a small porch, and potted plants.

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

    A swimming pool with a curved edge, surrounded by a paved deck and a wooden fence.

    5. Il Poggio dell'Eremita

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

    6. Artisti del Cavallo Tourism

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

    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

    A courtyard with a pathway, a small pool, and a variety of trees and shrubs.

    8. Charming Tuscan villa with a private infinity pool

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

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

    A tree, a lamp post, and a clear blue pool with a view of distant mountains.

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

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

    11. Villa Falco-Cignella Resort Apartments in Tuscany

    A patio with outdoor furniture, a brick wall, and a view of the sea.

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

    A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

    13. Villa Cielo- Cignella Resort Tuscany Accommodation

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

    14. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

    A long wooden table set for a meal with a view of a hillside town.

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

    A two-story house with a stone facade, a tiled roof, and a well-maintained lawn.

    16. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

    A large, two-story stone building with a sloped roof, surrounded by a well-maintained lawn and trees.

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

    A building with a red facade, green shutters, and a tiled roof.

    18. Villa Aquila-Cignella Resort Acommodation Tuscany

    A Mediterranean-style villa with arched windows, a tiled roof, and a well-maintained garden with various shrubs and flowers.

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

    A house with a patio area featuring outdoor furniture, a brick wall, and a view of the sea.

    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

    Learn more about Montalcino

    Medieval stone walls surround this hilltop town where Brunello wine tastings await in historic cellars beneath the fortress. Climb the Torre del Palazzo Comunale for valley views, then sample local pecorino cheese and honey at shops along the narrow lanes.

    See all hotels in Montalcino

    A historic castle on a hill with surrounding greenery and buildings.

    Frequently Asked Questions

    How much do villas in Montalcino cost?

    Prices for villas in Montalcino range between £69 and £6,330 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 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.