Villas in Montalcino

Compare 1493 Villas in Montalcino with updated reviews, rates, and availability.

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, 56 reviews
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
A heated pool
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
10.0 out of 10, Exceptional, 37 reviews
"Three generations of our family spent two weeks at this beautiful villa, and it was a very special vacation. The villa, grounds and pool are maintained in perfect condition - just the right combination of old-world charm with modern conveniences. The kids loved the pool, and the adults very much enjoyed the cocktail hour in the beautiful grounds by the pool at the end of the day. We love to cook, as a family, and found everything we needed to prepare meals in the huge kitchen. We also had...
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Il Poggio dell'Eremita
Interior
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, 37 reviews
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
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BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool
BEAUTIFUL VILLA with private Pool in the heart of Chianti
10.0 out of 10, Exceptional, 18 reviews
"We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!"
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Beautiful private villa for 4 people with pool, WIFI, A/C, TV, terrace and parking
Pool
Beautiful private villa for 4 people with pool, WIFI, A/C, TV, terrace and parking
9.8 out of 10, Exceptional, 27 reviews
"Nice house suitable for a family of 3-4. Two bed rooms, one with a double bed. Living room and well equipped kitchen. Very cozy property a kilometer or so from the town center. The host family lives in another house on the same property, and are very nice and hospitable, while not being intruding in any way. The private church on the property is worth a visit, it was built in 710 a.d. and has frescos from the 1500s inside. The pool is very nice, and there is a nice playground for children. We...
Beautiful private villa for 4 people with pool, WIFI, A/C, TV, terrace and parking
A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, 48 reviews
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, 40 reviews
"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Property grounds
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.6 out of 10, Exceptional, 14 reviews
"We enjoyed a lovely week in Val di Chiana in this beautiful remote spot. The hosts helped us to find the property when we first got there. The house is great. There were some issues with the water supply but they responded to the problem very promptly."
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Villa di Piera
Fridge, microwave, oven, stovetop
Villa di Piera
8.8 out of 10, Excellent, 3 reviews
"Wir hatten einen sehr freundlichen Empfang von Jamil, durften in seinem Haus alles wie zuhause nutzen, sogar die Lebensmittel, Sekt, Wein etc. Vielen Dank, wir haben uns sehr wohl gefühlt!"
Villa di Piera
Stunning Villa: 24 guests, private SwimmingPool
Indoor pool, outdoor pool
Stunning Villa: 24 guests, private SwimmingPool
10.0 out of 10, Exceptional, 23 reviews
"We were a group of 22 celebrating a birthday. We spent a wonderful week exploring Tuscany and relaxing at the villa. Fabio was a wonderful host - very responsive and always happy to assist with arrangements or answer questions. The property is vast with many beautiful spaces to relax and cook. I highly recommend it!"
Stunning Villa: 24 guests, private SwimmingPool
Beautifully restored Tuscan villa, with private pool and breathtaking views
Property grounds
Beautifully restored Tuscan villa, with private pool and breathtaking views
10.0 out of 10, Exceptional, 11 reviews
"We loved our stay at this property. The pictures do not do this property justice - it is even more beautiful in person!! The property is beautiful and the accommodations are amazing. Callie was so responsive in answering all of our questions and it’s clear that she has put a lot of effort into making each guest feel special and welcomed on her property. She arraigned for a private chef to come in and prepare a Thanksgiving dinner for us which was a highlight of our trip. We will definitely go...
Beautifully restored Tuscan villa, with private pool and breathtaking views
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Exterior
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
10.0 out of 10, Exceptional, 5 reviews
"Our large family of 12 spent 5 days at Podere Casetta and we absolutely loved it. There was plenty of living space to accommodate our party size and everyone slept comfortably. The property was postcard beautiful capturing all that you could expect from a Tuscan getaway. Everyone had a blast with on-site activities such as a pool, jacuzzi, ping pong, and volleyball. I can not say enough about our hosts Liesbeth and Giacomo. They were fantastic and pleasure to deal with. During our last night,...
Siena, True Tuscany! EntireProperty in exclusive 20P Fenced Pool A/C HotTub WiFi
Beautiful villa with private pool immersed in the Tuscan countryside
Property grounds
Beautiful villa with private pool immersed in the Tuscan countryside
10.0 out of 10, Exceptional, 99 reviews
"We had a wonderful stay in Siena. You absolutely can't beat the views and the location! We were a short drive into the heart of Siena and were able to take day trips in all directions to other beautiful towns in Tuscany. The host was absolutely amazing. She greeted us upon check in and helped us at a moment's notice throughout our trip...even helping us make phone calls because we could not speak the language enough to do so. The property is spectacular. The views from the patio can't be beat...
Beautiful villa with private pool immersed in the Tuscan countryside
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
A heated pool
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
10.0 out of 10, Exceptional, 21 reviews
"Our stay at the villa was the icing on the cake after a month long vacation in Italy and Mediterranean cruise. Cecilia was a gracious host and we feel we have made a new friend. We enjoyed the Villa package she put together for us consisting of a wine tour, cooking class, breakfasts and chef dinners. We highly recommend you take advantage of this! The setting was spectacular with wonderful views of the vineyards, olive groves and rolling hills of Tuscany. We rented a van for the 6 of us and...
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
Villa D'Epoca Vagnucci - Cortona
Fridge, microwave, oven, stovetop
Villa D'Epoca Vagnucci - Cortona
10.0 out of 10, Exceptional, 1 review
"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...
Villa D'Epoca Vagnucci - Cortona
VILLA POZZONOVO
Fridge, microwave
VILLA POZZONOVO
10.0 out of 10, Exceptional, 1 review
"Bellissimo casolare ben tenuto con magnifico giardino e grande piscina. La padrona di casa gentilissima e molto discreta. Abbiamo soggiornato in agosto con amici e ci siamo trovati benissimo. Assolutamente consigliato!"
VILLA POZZONOVO
Villa with unique view of Siena with private pool
Pool | Outdoor pool
Villa with unique view of Siena with private pool
10.0 out of 10, Exceptional, 3 reviews
"It was a special family get away to celebrate a 60th wedding anniversary. The Villa is spectacular, but the views are incredible! We even watched a hot air balloon fly over Siena at dawn! Everything we could need to cook at the Villa was provided, we hired a chef on night and he had everything he needed as well! It’s wonderfully close to Siena but also some other great little towns to bike or drive too. It was great to have our host next door when we had some questions, but it was very easy to...
Villa with unique view of Siena with private pool
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
Exterior
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
9.8 out of 10, Exceptional, 14 reviews
"This is a stunning property with a stunning view that photos simply cannot do justice to. My only reservation was the very poor directions to find it and some difficulty getting a hot water issue sorted out . The garden is stunningly beautiful and lavender bushes a hive of activity for bees and gorgeous butterflies that did not desturb us in any way even when standing in their midst observing them closely. We took our children and grandchildren and had a great time. The views are to die for the...
Tuscany Villa with Breathtaking View, Pool, huge Garden and Privacy
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Pool
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
8.0 out of 10, Very Good, 1 review
Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
Gorgeous Comfortable House with Garden & Pool - Its all yours.
Exterior
Gorgeous Comfortable House with Garden & Pool - Its all yours.
10.0 out of 10, Exceptional, 15 reviews
"We loved our stay at “Villa Rosa”. The owner was very informative and provided all the detail and recommendations we would ever need. Alex the property manager was there to greet us to show us around and later provided further answers. The Villa is very comfortable with all the amenities you could possibly need. Great Wi-fi too. We enjoyed particularly the pool area which is very private and secluded with great views over the rolling hills. My husband is a keen wildlife enthusiast, so he was...
Gorgeous Comfortable House with Garden & Pool - Its all yours.
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See all available properties in Montalcino
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.

Other property types in Montalcino

A private luxury retreat in Montalcino
Pool
A private luxury retreat in Montalcino
9.4 out of 10, Exceptional, 48 reviews
"I did not want to leave. Cheerful, stylish color pallet & decor. Good internet. Postcard views. Peaceful. Relaxing. Lovely outside terrace & pool. The quibbles-no television, no coffee machine, no microwave. Sofa & coffee table are more shabby than chic. Stains. Need replacing."
A private luxury retreat in Montalcino
The Gelda house, relax with a view
Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils
The Gelda house, relax with a view
10.0 out of 10, Exceptional, 6 reviews
"This apartment is in a charming medieval village just outside Montalcino that brings you back in time. The views are phenomenal. The apartment is very comfortable and with all the amenities! The host Francesco is amazing and helped us with planning some outings while in town. Highly recommend!"
The price is $108
$149 total
includes taxes & fees
Jun 14 - Jun 15
The Gelda house, relax with a view
The House of Alice, charm and relaxation
Exterior
The House of Alice, charm and relaxation
9.6 out of 10, Exceptional, 44 reviews
"Lovely views and friendly neighbours..and of course wine🙂"
The price is $140
$191 total
includes taxes & fees
Jun 15 - Jun 16
The House of Alice, charm and relaxation
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.

Montalcino Villas information

Number of reviews
306
Accommodation
1493 Villas
Lowest Price
Highest Price

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 1493 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.
Why book your villa in Montalcino with Expedia?
With Expedia, it’s easy to find your dream villa in Montalcino. Taking the kids on vacation? Make the most of our helpful filters to search for stays with amenities like WiFi and a pool. If you need to stick to a budget, click on how much you’d like to spend and your preferred star rating. We’ll help you find a perfect place that matches your style and taste.
How can I find cheap villas in Montalcino?
The simplest way to score cheap villas in Montalcino is with Expedia’s helpful filter tool. Refine your search by star rating, amenities and budget to secure awesome prices in only a few clicks.
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.

Recent reviews of Montalcino hotels
Expedia verified reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5/5 Excellent
"An idyllic place to stay in an idyllic town. Everything thing about the hotel is very calming. Absolutely loved it. "
A verified traveler stayed at Monastero di Cortona Hotel & Spa
Posted 1 day ago
Monastero di Cortona Hotel & Spa