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Villas in Montalcino

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

9.4 out of 10, Exceptional, (58)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Our family of 4 had such a beautiful time at this gorgeous villa. We only stayed for 2 nights, wish we stayed longer. Highly recommend!"
The price is SARĀ 566
SARĀ 657 total
includes taxes & fees
22 Jul - 23 Jul
Il Poggio dell'Eremita

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (85)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool

Villa with pool and garden

Villa with pool and garden

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

9.8 out of 10, Exceptional, (39)
"We loved this place! It feels very authentic and it’s so cozy. Would highly recommend to anyone."
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

10.0 out of 10, Exceptional, (109)
"We thoroughly enjoyed our stay. Close to Siena and the home was very comfortable with everything we needed. Spectacular views!!!!"
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5

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

9.2 out of 10, Wonderful, (7)
"We had a wonderful time in this amazing barn now turned into a luxurious home with high end finishings. Spacious, comfortable, with all necessary amenities and enough privacy for all guests. All so nicely arranged up and until the smallest detail to make you feel at home and perfectly clean. The pool is perfect, with wonderful Tuscany hill views. There’s lots of private grounds with beautiful olive trees and flowers. Mido was very friendly and helpful."
15th century barn fully renovated in a stylish style with gorgeous swimming pool

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

9.8 out of 10, Exceptional, (28)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
Stunning private villa for 4 guests with pool, WIFI, A/C, TV, terrace and parking

Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

10.0 out of 10, Exceptional, (48)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (23)
"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

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

10.0 out of 10, Exceptional, (81)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.6 out of 10, Exceptional, (37)
"The stay was very nice. It's a beautiful property and very photogenic! We all loved it, wish we had more time to spend and enjoy the house."
Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Charming Villa with private pool between Pienza and Montepulciano

10.0 out of 10, Exceptional, (46)
"We had a group of 11 stay and could not have loved our time more. The location was a great central spot to drive to different towns. We loved relaxing by the pools in the afternoons and our dinners al fresco. An incredible place to spend your vacation. "
Charming Villa with private pool between Pienza and Montepulciano

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

8.2 out of 10, Very Good, (22)
"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."
Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

XIII Century Tower with Private Panoramic Pool

XIII Century Tower with Private Panoramic Pool

VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

10.0 out of 10, Exceptional, (26)
"Fantastic dinner in the vineyard!"
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi

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 Larniano, With Private Pool And View On Vineyard

10.0 out of 10, Exceptional, (65)
"We had a lovely stay with 7 of us. There was plenty of area to walk and explore. We loved our wine tour with Lorenzo and our dinner with chef Robin. The house is close to the big grocery store and Siena."
Villa Larniano, With Private Pool And View On Vineyard

I Cipressi, 5 bedrooms with pool near Cortona

10.0 out of 10, Exceptional, (1)
"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."
I Cipressi, 5 bedrooms with pool near Cortona

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20
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?
Prices for villas in Montalcino range between SARĀ 566 and SARĀ 566 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 1793 villas in Montalcino. No matter if you're taking a trip with the kids or organizing 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.