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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 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Villas in Monticiano

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

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!
Villa in Poggiarello-ripa with 3 bedrooms sleeps 5
Terrace/patio

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
Hilltop house in the heart of Tuscany with private pool
Outdoor dining

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
Villa Costa, Stunning Villa in the heart of Tuscany.
Exterior

Villa Costa, Stunning Villa in the heart of Tuscany.

10.0 out of 10, Exceptional, (36)
"You have all the amenities of a large, historic villa - and also the real farmland all around you. Sheep, horses, dogs - beautiful, and not in your personal space (unless you want them to be!). Pasqualina and her son Francesco are perfect hosts. Incredibly responsive, even with a language barrier. If I return to Tuscany I would want to stay here again. Thank you so much."
Villa Costa, Stunning Villa in the heart of Tuscany.
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Outdoor dining

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
Stunning Villa: 24 guests, private SwimmingPool
Exterior

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

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

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

9.8 out of 10, Exceptional, (29)
"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 pool, WIFI, A/C, TV, terrace and parking
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Property grounds

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
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor pool

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

8.0 out of 10, Very Good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Villa with unique view of Siena with private pool
Property grounds

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
House / Villa - Bagno di GavorranoHouse with garden
Outdoor pool

House / Villa - Bagno di GavorranoHouse with garden

10.0 out of 10, Exceptional, (8)
"We stayed 2 weeks and it was wonderful! The house is very nice and spacious as is the garden. And the swmingpool is great of course, especially during the warm days. Location is great as well: close to beaches, lovely towns and restaurants."
House / Villa - Bagno di GavorranoHouse with garden
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Exterior

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
Independent RELAX villa 2-5 people 12 min from the sea
Outdoor dining

Independent RELAX villa 2-5 people 12 min from the sea

9.8 out of 10, Exceptional, (18)
"Die Vermieter waren überaus freundlich und sehr hilfsbereit. Die Ausstattung des Hauses ist sehr gut. Man kann sein Auto auf privatem Grund abstellen. Das Haus bietet einer Familie einen sehr ruhigen Urlaub, man ist trotzdem in 10 Minuten in der Altstadt oder in 5 Minuten beim sehr gut ausgestatteten Supermarkt COOP. "
Independent RELAX villa 2-5 people 12 min from the sea
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
Exterior

Villa "Le Vallecchie" overlooking Siena and with private swimming pool

9.6 out of 10, Exceptional, (35)
"Really enjoyed our stay. A great place to relax."
Villa "Le Vallecchie" overlooking Siena and with private swimming pool
XIII Century Tower with Private Panoramic Pool
Exterior

XIII Century Tower with Private Panoramic Pool

XIII Century Tower with Private Panoramic Pool
Villa Larniano, With Private Pool And View On Vineyard
Outdoor dining

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
BORGO ANTICO - Nine Bedroom Villa, Sleeps 20
Terrace/patio

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20
Holiday house with private garden and pool in a typical Tuscan hamlet.
Outdoor dining

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

10.0 out of 10, Exceptional, (3)
"We had a fantastic two-week stay with our (extended) family.The house is perfect for three couples – each had their own bedroom, bathroom, and toilet.We didn’t need the extra room with two single beds.The house is even better than it looks in the photos.It has everything you need – spotlessly clean and very practically laid out.Beautiful Roman-style pool with plenty of loungers, a garden dining set, and a large tree providing lots of shade.The covered terrace next to the kitchen was the perfect...
Holiday house with private garden and pool in a typical Tuscan hamlet.
Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to Montalcino
Property grounds

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

Private Villa with WIFI, A/C, private pool, TV, patio, panoramic view, parking, close to 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.
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Top Monticiano Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Breakfast with amazing view on the terrace. Fresh homemade bread, butter, coffee and we with my sister were in love with the spinach pie. To be honest, we were very upset stay short time in this beautiful place and decided comeback for longer time. We were sleep as a baby, good quality linen, towels and the shower with highly water pressure. peace and quiet made us calmed and so relaxed. Good place for slow relaxation. "
Tatiana 1-night trip
Posted 10 hours ago
Palazzo Ravizza