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Featured Villas in Montalcino and around

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (111)
"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

Artisti del Cavallo Tourism

8.4 out of 10, Very good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
The price is €85
includes taxes & fees
29 Sept - 30 Sept
Artisti del Cavallo Tourism

Villa with pool and garden

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

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

9.4 out of 10, Exceptional, (64)
"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)
"Great villa great view fantastic hostage "
BEAUTIFUL VILLA with private Pool in the heart of Chianti

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

10.0 out of 10, Exceptional, (55)
"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

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

9.2 out of 10, Wonderful, (29)
"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

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

9.4 out of 10, Exceptional, (44)
"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

Winery Villa in the heart of Nobile Vineyards.

10.0 out of 10, Exceptional, (14)
"We had an incredible time staying at this beautiful villa for 5 nights. Very well appointed couldn’t ask for more! Fantastic location quiet and serene located on a vineyard yet only 5 minute drive to lovely town. Christian was a wonderful host even taking the time to give us a tour of the winery. Would stay there again! Highly recommend the property!"
Winery Villa in the heart of Nobile Vineyards.

Beautiful private villa for 4 guests with A/C, WIFI, pool, TV and terrace

9.8 out of 10, Exceptional, (30)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
Beautiful private villa for 4 guests with A/C, WIFI, pool, TV and terrace

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

10.0 out of 10, Exceptional, (84)
"Lovely villa in a beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

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.

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (30)
"Relaxing 14 days stay with family (20 persons)Great kitchen for own cocking, excellent rooms with AC and restroom Several relaxing areas on the property.Helpful property manager (Fabio)No view more than open area and forest sourounding Pool needs easier access for handicapped.Im total 8 out of 10"
Stunning Villa: 24 guests, private SwimmingPool

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

Villa with unique view of Siena with private pool

9.8 out of 10, Exceptional, (7)
"Property was big with fantastic views of siena. The host was wonderful and very accommodating. She gave us a lot of information and recommendations"
Villa with unique view of Siena with private pool

Holiday house with private garden and pool in a typical Tuscan hamlet.

8.8 out of 10, Excellent, (6)
"We had a lovely stay at La Pergola. We were greeted at the property by Alessio who toured us through the house and hosted us to a warm welcome. The property had lots of room for our group of 8. The host directed us to some wonderful sites in the region and made arrangements for us to dine at the Scalvaia restaurant. That is an experience that you should not miss. The food was fantastic. We found the help at the property to be prompt and supportive. The pool was a huge hit for us all as the...
Holiday house with private garden and pool in a typical Tuscan hamlet.

Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

9.8 out of 10, Exceptional, (99)
"🌟 A Perfect Stay in a Beautiful Villa 🌟 We had a wonderful time staying at this villa! It was incredibly spacious and comfortably accommodated all six of us. The house was thoughtfully equipped with everything we could possibly need, making it feel like a true home away from home. The shared pool—only between three villas—was clean, peaceful, and felt very private, which was a lovely bonus. One of our favorite parts of the stay was exploring the scenic walking trails through the surrounding...
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

XIII Century Tower with Private Panoramic Pool

XIII Century Tower with Private Panoramic 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

Number of reviews
567
Accommodation
1756 Villas
Lowest Price
€85
Highest Price
€85

Frequently asked questions

How much do villas in Montalcino cost?
Prices for villas in Montalcino range between €85 and €85 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 1756 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.

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