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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 1340 Vacation Homes in Montalcino with updated reviews, rates, and availability.

Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (63)
"Very comfortable stay. "
Borgo Argiano
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.8 out of 10, Exceptional, (66)
"The views from this house are fantastic! And the location is perfect - steps from the old town of Montepulciano. Communication with Erika, the host was great. She prepared us with lots of details and recommendations for things to do nearby. We had some questions during our stay and Erika was very responsive. There is so much to do in the area - I almost wished we had more time to hang out on the beautiful terraces!"
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Outdoor pool

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (45)
"This property is several kilometers up a gravel road from Murlo, Italy. The road is okay but we got a little concerned after it had been raining for a while. The property is remote and near several hiking paths. It is great for people who want to get out and hike around the hills of Italy. The gardens are really nice. We would have spent more time outside if the weather had cooperated more. We went in the fall so it was getting a little cooler up in the hills. There was a nice fireplace that...
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Outdoor pool

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (21)
"We have just returned from a wonderful 10 night stay at Porcilia. The property was exactly as advertised and Francesca was a very welcoming and helpful host. The property was clean and well equipped. The pool was excellent and loved by all our party! The pool and the grounds were all very well maintained! We would highly recommend a stay at Porcilia!!"
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Beautiful home in Sarteano with WiFi
Pool

Beautiful home in Sarteano with WiFi

10.0 out of 10, Exceptional, (1)
"So schön, dass wir nächstes Jahr wiederkommen. Haben direkt wieder gebucht. Tolle herzliche Gastgeber und eine wunderschöne Umgeht"
Beautiful home in Sarteano with WiFi
Casa Fontelunga, Tuscan holiday villa with private pool
Outdoor pool

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"Very thoughtfully restored old Villa just minutes from Cortona . The house and grounds are exactly as pictured. The very private road that leads there is a bit rough and seems very remote at first but after you venture out once you see that every convenience is minuets away and beautiful Cortona as well. A car is a good idea if you plan to go around Tuscany. 2 trains in town go everywhere but it helps to get to train and town with a car. The host is very responsive and hands on."
Casa Fontelunga, Tuscan holiday villa with private pool
Charming apartment in the Historic Center of Siena
TV

Charming apartment in the Historic Center of Siena

10.0 out of 10, Exceptional, (16)
"This is a wonderful place. It was clean and spacious. It was well stocked. It even had bread and jam for us. It had a kitchen well-stocked with pots, pans, silverware and plates. The owner, Daniella, runs the clothing store in the same building and was very accessible and helpful. It is close by restaurants and shops and was even a nice sized Pam Local supermarket just a few doors away."
Charming apartment in the Historic Center of Siena
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia
Terrace/patio

Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia

9.8 out of 10, Exceptional, (14)
"Die Anreise war problemlos, da der Besitzer Massimo schon vorab den Standort geschickt hat, außerdem gibt er während des Aufenthalts immer wieder Tipps für Ausflüge. Bei der Ankunft wurden wir herzlich empfangen und uns alles wissenswerte über das Haus erklärt. Das Haus und der Garten ist super, wir und unser Hund haben uns sehr wohl gefühlt. Wir können es nur weiter empfehlen, ein optimaler Ausgangspunkt um die südliche Toskana zu erkunden. Nochmals 1000 Dank! Liebe Grüße Dani, Nicole und...
Villa surrounded by greenery a few minutes and in agreement with the Terme di Saturnia
Beautiful stone house with garden and private pool.
Property grounds

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (58)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AED 516
AED 714 total
includes taxes & fees
28 Mar - 29 Mar
The House of Alice, charm and relaxation
Detached villa with panoramic garden
Outdoor pool

Detached villa with panoramic garden

9.8 out of 10, Exceptional, (52)
"We had a great stay at the house of Marisa and Paolo. Both were very welcoming, and we spent a perfect week in Chiusdino. The house provided everything we needed for our family of four. From the garden we had a beautiful view towards the hills. And the swimming pool was great to cool down and escape from the summer heat. Chiusdino provides a couple of good restaurants which are all in walking distance. We usually had our morning coffee in the bellavista bar, which rightfully has this name. For...
Detached villa with panoramic garden
Podere Casorbica with free parking, large garden, private pool.
Exterior

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Chianti Holiday House, private jacuzzi up to 6 pax
Outdoor spa tub

Chianti Holiday House, private jacuzzi up to 6 pax

9.4 out of 10, Exceptional, (19)
"• Pros: Beautiful grounds, garden and hot tub; dishwasher was greatly appreciated, lovely views, excellent Instructions to reach the village. Cons: • Internet/cell connectivity in village is poor and upon arrival, couldn’t connect with cell phone OR my portable wifi. I couldn’t reach the owners, and had no photos to identify the house was ours, and instructions were incomplete. Had to knock on doors which was awkward. • Password for the wifi is wrong. Passwords are case-sensitive! This wasted a...
Chianti Holiday House, private jacuzzi up to 6 pax
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.8 out of 10, Exceptional, (8)
"Casa Delle Rosa had everything we needed and was very well equipped but the view… amazing. We were able to walk everywhere in Cortona and hope to return during warmer weather. Thank you Isabella and the team at Together in Tuscany for making it a seamlessly easy stay"
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
5 bedrooms, desk, iron/ironing board, travel crib

Stone farmhouse near Massa Marittima, with incredible view until the Elba island

9.8 out of 10, Exceptional, (39)
"My wife and I invited my family to celebrate my birthday in this property. It is the perfect location for a get together: 5 bedrooms, each with their own bathroom, a beautiful pool, lots of places to sit and talk, eat and drink. The property is is an old farm house in the Tuscan forest, renovated and nicely furnished. The view from the property is absolutely amazing. Two slight limitations are the internet (spotty in most places on the property) and the access road (gravel and rocks, not suited...
Stone farmhouse near Massa Marittima, with incredible view until the Elba island
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
Exterior

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

9.6 out of 10, Exceptional, (43)
"Beautiful home and location. Silvano is excellent host."
House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel crib

A MAGICAL HOLIDAY IN TUSCANY

10.0 out of 10, Exceptional, (4)
"We had a fantastic stay for 2 nights. Perfectly located in the heart of the town. Comfortable rooms of lots of space. "
A MAGICAL HOLIDAY IN TUSCANY
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Exterior

Beautiful house on garden with shared pool just a few minutes Siena Tuscany

10.0 out of 10, Exceptional, (32)
"This is a fantastic place, with lots of space, a wonderful kitchen and amazing views. Wine tasting with Lorenzo was great and the wines are top notch. "
Beautiful house on garden with shared pool just a few minutes Siena Tuscany
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Property grounds

Capanna, Typical Tuscan Farmhouse With Fruit Garden

10.0 out of 10, Exceptional, (67)
"Loved our stay the host was fantastic and the property is beyond beautiful. This is a type of place that has spectacular views and a magical atmosphere."
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Cozy villa surrounded by olive trees
Property grounds

Cozy villa surrounded by olive trees

9.8 out of 10, Exceptional, (38)
"If you want to experience authentic Italy, add an olive farm. This is your place… It is very clean. Quite a drive to get there, make sure you do your grocery shopping prior to arriving. There is nowhere to purchase anything nearby. It is a 20 minute drive. The host mother and son are very lovely people. They do not speak any English however they are excellent with Google translate."
Cozy villa surrounded by olive trees
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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Other property types in Montalcino

The House of Alice, charm and relaxation
Point of interest

The House of Alice, charm and relaxation

9.6 out of 10, Exceptional, (55)
"Quaint apartment, with enough amenities for a great six day stay! The parking is a little tough, but the location and views are fabulous. The pellet stove needs to have directions for the renter when it is cooler weather. I would definitely say again. Francesco was great and helped me with a lot of questions!:)"
The price is AED 516
AED 714 total
includes taxes & fees
28 Mar - 29 Mar
The House of Alice, charm and relaxation
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

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

10.0 out of 10, Exceptional, (78)
"We absolutely loved our stay at this villa! It was just wonderful, and Luigi was a fantastic host! The views from every part of the villa are amazing! It was so fun to see all of the sheep each morning and watch the sunset in the evenings. We were fortunate enough to be in town for the olive festival in Montisi, the quaint little village just a few miles away. We had a blast! The recommended chef who cooked for us at the villa, Giancarlo from the Tuscan Chef, was incredible! What a fantastic...
Villa in Montalcino, exclusive for you, stunning view!!!
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Outdoor pool

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

10.0 out of 10, Exceptional, (45)
"Luigi went above and beyond in providing suggestions of restaurants and things to do in the area. He was also helpful when we were have trouble calling our car rental….always willing to help out and answer questions. The home is very clean and has the old Italian rustic charm. The beds were comfortable. There is no AC but fans are provided for every room. There were beautiful sunsets every night by the pool. The views of the rolling Tuscan hills were spectacular. The color and intensity of the...
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
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.