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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Montalcino

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Relax by the serene pool surrounded by lush greenery and a variety of flowering plants.

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

10.0 out of 10, Exceptional, (53)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Il Poggio dell'Eremita
Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is AU$273
includes taxes & fees
6 Aug - 7 Aug
Il Poggio dell'Eremita
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Relax in a serene outdoor space with a lush landscape view, a pool, and comfortable seating.

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (110)
"We had a large group of family and friends comfortably stay here. The host was very available and helpful, and personally showed us around the property upon our arrival. The property description is accurate. "
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Villa with pool and garden
Enjoy a serene outdoor space with a stone wall, arched window, and scenic views of the surrounding mountains.

Villa with pool and garden

10.0 out of 10, Exceptional, (1)
"Top"
Villa with pool and garden
Hilltop house in the heart of Tuscany with private pool
Enjoy the serene view of rolling hills and lush green landscape from the comfort of your room.

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (89)
"The location and property are beautiful."
Hilltop house in the heart of Tuscany with private pool
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Relax in a serene outdoor space surrounded by lush greenery and a tranquil body of water.

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

10.0 out of 10, Exceptional, (102)
"Beautiful home, beautiful views. "
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Enjoy dining or socializing in the covered outdoor seating area surrounded by a serene garden.

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

10.0 out of 10, Exceptional, (53)
"We really appreciate the place and the quieteness of the house. The house is very beautiful and well equipped. We have spent a great week in Torre di Pancole. "
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS
Relax in a hot tub surrounded by a lush landscape and shaded by a pergola.

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
Villa with private pool, air conditioning near wineries at 3km from village
Enjoy al fresco dining under a shaded pergola, surrounded by lush greenery.

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

9.4 out of 10, Exceptional, (42)
"Great time with friends! Can't beat the location and the hosts were amazing and responsive."
Villa with private pool, air conditioning near wineries at 3km from village
Charming Villa with private pool between Pienza and Montepulciano
Experience the charm of this traditional stone building, surrounded by a serene landscaped area and a gravel path.

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (47)
"I have rented many villas and this stay was up there among the best. Wonderful villa, everything was clean and worked properly and I can’t emphasize enough how great the location was. When you stay there go to Casa Newton for cocktails, beautiful boutique hotel a six minute drive away. "
Charming Villa with private pool between Pienza and Montepulciano
Stunning Villa: 24 guests, private SwimmingPool
Experience the serene atmosphere of our traditional garden, surrounded by a variety of plants and a small pond.

Stunning Villa: 24 guests, private SwimmingPool

9.8 out of 10, Exceptional, (28)
"We had a fantastic time at the house, Fabio was excellent in his communication and help. The house is great with separate areas but big communal spaces. We had a couple of delicious meals cooked for us by Fabio, I would highly recommend this luxury! If I had to say one thing it would be great if the pool seating area was tiled instead of grass, but overall can't fault it."
Stunning Villa: 24 guests, private SwimmingPool
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Relax in a serene outdoor setting with a wicker lounge chair and shaded patio area.

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

9.8 out of 10, Exceptional, (40)
"This is a lovely, updated home in a fantastic location to use as base for Tuscan/ Umbrian day trips. The town of Camucia has all conveniences, many within walking distance including groceries, restaurants and the train station (@ 10 min). Cortona is a short drive up the hill. We spent most evenings in the house and really appreciated the comfortable living area. The kitchen was well equipped for any meal but we mainly used it for morning coffee/breakfast. It was too early in the season to use...
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Relax in style on the patio, surrounded by lush views and a refreshing pool.

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

9.2 out of 10, Wonderful, (10)
"We were two couples looking for an authentic Tuscan experience in the gorgeous countryside. The location is well suited to travel to Montalpucino, Chianti, San Gimignano, Volterra, Pisa and Florence. Both Mido and David were very attentive towards making our visit comfortable . A gorgeous building with high quality style and finishes. A top contender for best vrbo property I have ever visited. Thank you!"
15th century barn fully renovated in a stylish style with gorgeous swimming pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Enjoy al fresco dining with a view of the landscaped garden and distant mountains from this outdoor grill.

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

9.4 out of 10, Exceptional, (61)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Relax by the serene pool surrounded by lush greenery and rolling hills.

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

10.0 out of 10, Exceptional, (9)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Villa Podere Belvedere
Enjoy a romantic meal for two in this serene outdoor dining area overlooking the pool.

Villa Podere Belvedere

9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
Villa Podere Belvedere
Casale del Conte - Three Bedroom Villa, Sleeps 6
Rural property with residential and agricultural structures, a well-maintained lawn, and a swimming pool.

Casale del Conte - Three Bedroom Villa, Sleeps 6

10.0 out of 10, Exceptional, (6)
"Excellent location for those seeking privacy, friendly and helpful owners and a very roomy villa. Car is highly recommended!"
Casale del Conte - Three Bedroom Villa, Sleeps 6
Villa with unique view of Siena with private pool
Stroll through the beautifully maintained garden, featuring a variety of flowering plants and a charming, rustic building with an arched doorway.

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
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Stroll through the serene garden, surrounded by lush greenery and tall cypress trees, and enjoy a moment of peace by the seating area.

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"We liked our stay very much"
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Set amidst lush greenery, this property offers scenic views of the surrounding landscape and a short walk to the swimming pool.

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

9.8 out of 10, Exceptional, (36)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
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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Frequently asked questions

How much do villas in Montalcino cost?
Villas in Montalcino cost between AU$273 and AU$273 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.