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Featured Villas in Montalcino

Our top choices for Montalcino villas

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (110)
"We loved our stay, it was beautiful and relaxing beyond words! Francesca and her team were amazing, providing so many memorable experiences and great support! We will be back! What a wonderful time all around. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

Villa with pool and garden

10.0 out of 10, Exceptional, (1)
"Top"
Villa with pool and garden

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (83)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

10.0 out of 10, Exceptional, (52)
"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (103)
"Property was fantastic, easily accommodated our group of 9 people. Francesca took very good care of us, arranging wine tours, dinners at the house and a cooking class which we thoroughly enjoyed. I highly recommend this place"
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

10.0 out of 10, Exceptional, (54)
"We had the trip of a lifetime at this wonderful home. Sherri, the property manager, made sure we had everything we needed upon arrival and organized a truffle hunt and wine tasting with her lovely local connections. She also introduced us to her favorite restaurants nearby (they were amazing) and told us where to shop. And the house itself is stunning- it should be in a movie about Tuscany. Cannot wait to go back!"
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

Villa with private pool, air conditioning near wineries at 3km from village

9.4 out of 10, Exceptional, (43)
"Guido’s home in Tuscany is great! My family had an awesome time enjoying the pool, the near by wineries and a cooking class at the villa. The house is rustic, charming and in a great location. The beds are a bit old and the showers were a little small but overall the house fit all the needs of my family. The pool was also excellent and the views from the pool area are incredible. Whenever we needed anything it was always answered quickly. Thanks for an awesome stay!"
Villa with private pool, air conditioning near wineries at 3km from village

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

9.2 out of 10, Wonderful, (28)
"Family of 7 adults spent 1 week in beautiful secluded Tuscan farmhouse. Great location for visiting the region - Arezzo short drive. Florence Pisa approx. 1.5 hours. Beautiful hilltop villages, olive groves and vineyards. Quintessential Tuscany!"
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Winery Villa in the heart of Nobile Vineyards.

10.0 out of 10, Exceptional, (14)
"We love our stay. House and property are beautiful."
Winery Villa in the heart of Nobile Vineyards.

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (62)
"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"We celebrated our baby turning 1 with family and friends and this property was an absolute dream! It comfortably fit our large group! We had a private chef host a dinner for us that Alessandro requested which was incredible! We are grateful for the family memories and would 100% return! Thank you for being such a great host! "
BEAUTIFUL VILLA with private Pool in the heart of Chianti

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (54)
"The views from this charming villa, the beautifully manicured grounds, the outdoor eating space, made our stay fantastic. The living area and kitchen were comfortable and functional. Bedrooms are not super bright but opening the shutters during the day helps immensely and each room has a great view! Luigi was very friendly and responsive. Would 100% book this place again. "
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

10.0 out of 10, Exceptional, (8)
"Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena."
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Luxury Cortona view hilltop Villa

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

9.4 out of 10, Exceptional, (12)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

10.0 out of 10, Exceptional, (27)
"So relaxing and beautiful! The gps originally took us to a different location, but once we found it we were more than pleased with our stay."
Villa with private pool, air conditioning, 4km from town, 30km Siena & Arezzo

Villa in Siena with 4 bedrooms sleeps 8

10.0 out of 10, Exceptional, (43)
"Beautiful location! Owners very friendly and helpful. Would suggest this place for anyone visiting Sienna."
Villa in Siena with 4 bedrooms sleeps 8

Villa Podere Belvedere

9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere

15th century barn fully renovated in a stylish style with gorgeous swimming pool

9.2 out of 10, Wonderful, (10)
"Perfect stay for a rural Tuscan experience with a scenic view down the hillside and towards Siena from the heated pool. The house has a chef's kitchen that is very well equipped and a lovely dining space, perfect for small groups or families. Mido was incredibly responsive and helpful in scheduling activities for our visit - highly recommend!"
15th century barn fully renovated in a stylish style with gorgeous swimming pool

Villa with unique view of Siena with private pool

10.0 out of 10, Exceptional, (6)
"I booked Letizia's amazing Villa for a week-long birthday celebration and we loved every minute of our time in the Tuscan sun! It was great to be able to relax by the pool in the peace of the countryside amongst the olive groves while still being only a short walk away from Siena, we just wish we could have stayed for longer!"
Villa with unique view of Siena with private pool
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

Find out more about Montalcino

Find out more about Montalcino

Montalcino Villas information

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1579 Villas
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Frequently asked questions

How much do villas in Montalcino cost?
Villas in Montalcino cost between and per night. These getaways give you the privacy to enjoy your own space at a price that's easy on your wallet. This price was 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?
Montalcino has 1579 villas to choose from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool.
What is there to do near my villa in Montalcino?
Montalcino has enough sights and experiences to keep you busy for weeks (or months!), starting with Castello Banfi. Tenuta Greppo Franco Biondi Santi, Civic and Diocesan Museum of Sacred Art of Montalcino and Castello di Montepescini are other well-known attractions. If you're hanging around a while, Capanna of Cencioni and Poggio Antico are nice finishing touches to your itinerary.