10 Best Vacation Rentals In Montalcino, Italy

Pala
Pala 
Updated
| 5 min read

Montalcino looks like a fairytale town, which has managed to retain its 16th-century charm even today. Set on a hilltop, this beautiful town is famous for the mesmerizing Val d'Orcia Natural Park. The sleepy town is also popular globally for its Brunello red wine and is the perfect place to spend a rejuvenating vacation. It is dotted with picturesque country roads, lovely vineyards, scenic olive groves, and rolling hills. Montalcino is not only renowned for its wine, but is also popular for its artistic treasures. You must visit the 14-century fortress and enjoy some spectacular views from there. In case you are planning to visit this alluring town, you should be acquainted with the different types of accommodation options available here. Here is our recommended list of the best Vrbo vacation rentals in Montalcino, Italy, to ensure a great stay.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Beautiful farmhouse near the town center (from USD 117)

This pet-friendly farmhouse is located in close proximity to the town center and features a furnished bedroom with a modern bathroom. Suitable for four guests, the apartments here are beautifully restored to ensure a comfortable stay. Furnished with antique Tuscan furniture, you will find all the necessary amenities, including Internet access and free parking. Enjoy a delicious breakfast every morning, and relax and unwind with your kids while marveling at the beautiful view.

Stayed at this property?
Montalcino, IT
4 Guests 1 Bedroom 1 Bathroom

2. Charming villa between the villages of Montegiovi and Castelnuovo dell'Abate (from USD 501)

This lovely and spacious villa is equipped with four bedrooms, three bathrooms, and can sleep up to 10 people. Situated in between Castelnuovo dell'Abate and Montegiovi, the property is part of a charming farm, which offers some mesmerizing views. Take a dip in the rooftop pool or cook your meals in the full equipped kitchen. The villa and its location offers complete privacy so that you can enjoy a much-needed peaceful vacation. The host allows you to bring your furry friends, too, which is an added perk.

Stayed at this property?
25 reviews   Wifi Available
villa 7 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 7
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
new clean luxurious functional spacious great pool and outdoors amazing views are the words that will describe it
Host:
thanks to the owners
the owner is very kind and always available
the owners gianluca and jenny are always available and very nice people
around the host is very nice many thanks see you soon again
Location:
excellent location beautifully restored 100% quiet
wonderful villa in an amazing location the villa is located in an unspoiled nature reserve
beautiful home beautiful location everything was perfect
we stayed at an alternative villa which was in a beautiful location with excellent facilities
Read more reviews

3. Private villa in the heart of Tuscany (from USD 254)

Suitable for seven people, this private villa offers three furnished bedrooms and four bathrooms. It is set in the heart of Tuscany and comes with a private pool of its own, where you can indulge in a refreshing dip. Fitted with rustic furniture, you can enjoy access to all essential conveniences for a memorable stay. Comfy beds, a large TV in the lounge, and free Wi-Fi are some of the prominent amenities being offered here. The property is an ideal base to explore all the nearby attractions.

Stayed at this property?
50 reviews   Wifi Available
villa 7 Guests 3 Bedrooms 4 Bathrooms

Accommodates: 7
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
the property was very clean and well maintained
the pool was great spotlessly clean very well maintained and we were in and out on most days
the spacious garden offers areas of sunshine and shade and the good sized pool is clean and well kept
Host:
luigi was a great host—very helpful the villa and surrounding area were perfect
a large scale map is helpful
the owner luigi was very helpful providing support and local information which made for a more relaxed holiday
luidgi the owner was very nice and friendly
overall very please luigi and his family were very helpful to make our stay as comfortable as possible
Location:
the location was perfect
nice walk in to the local village too (but not for young children)
luigi was very helpful explaining things to us and providing guidance to places to visit restaurants etc
the location provide all the facilities we needed and it was very clean
Read more reviews

4. Newly renovated apartment in Montalcino (from USD 166)

The apartment has been renovated in 2016 and has one bedroom, one bathroom, and can sleep up to four people. In case you are looking for the ultimate comfort and convenience while visiting this historic town, then look no further. A grocery store, bakery, and one of the town’s fine restaurants are only a short walk away from the property. Come in your own car as there is a secured private parking space a few steps away. The property is loaded with a string of contemporary amenities, including a well-appointed kitchen with new appliances so that cooking is hassle-free for you.

Stayed at this property?
17 reviews   Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
wow wow wow we cannot say enough great things about this amazing apartment
Cleanliness:
the apartment was spacious very clean and easy to access
stayed a little over a week in this incredibly well appointed spotless apartment
great place to stay in montalcino property is clean comfortable bed perfect location
Host:
house agent mauro was very helpful at the start in between and departure
he explained everything about the apartment and was very friendly and knowledgeable
fans were helpful because it was warm
mauro was very friendly and helpful
Location:
great location near restaurants and a grocery store
what a nicely updated apartment a great location in the center of town
parking was easy if you are able to walk up/down a cobble stone hill
a great place to relax another a long day
after climbing many steep streets and many stairs in tuscany the ground floor is really nice :)
Read more reviews

5. Centrally located farmhouse (from USD 200)

This ancient but thoroughly renovated farmhouse is located in close proximity to the center of Montalcino. It offers comfortable accommodation for four people and features a nicely decorated bedroom and a full bathroom. The property overlooks some stunning olive groves and vineyards, which are an unmatched visual treat. It has been furnished tastefully with expensive and antique furniture, and is perfect for a small group of friends, families, and couples who are looking for complete privacy and tranquility while visiting Montalcino.

Stayed at this property?
1 review   Wifi Available
House 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

6. Charming villa surrounded by olive groves (from USD 274)

Set on the hills of the famous town of Montalcino, this charming villa offers some great views, which you would love to soak in for hours. Guests can enjoy access to a beautiful private pool when they want to relax after some hectic sightseeing. The house was built in the 17th-century, but is now transformed into a lovely country home with essential amenities for a relaxing stay. Ideal for eight people, it offers three nicely done bedrooms and three bathrooms. Located on the outskirts of the town, the villa is private yet extremely convenient. It is an excellent base to visit the wineries and other attractions in the town.

Stayed at this property?
Montalcino, Tuscany, IT
11 reviews  
villa 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 1
Refund Policy :

Top guest reviews
Amenities & Room:
pool was lovely and the views spectacular
bottom floor has a dinning room and a full kitchen nice patio out off bottom floor
quite comfortable for our group of 6
Cleanliness:
the pool was fantastic and well maintained with cleaning every morning
Host:
kind regards lucia - easy reserve ltd
and aly the friendly farm dog watched for us constantly
Location:
fantastic house in a perfect location
perfect location for wine tasting and exploring tuscany
perfect location close to montalcino and other towns like pienza and siena
Read more reviews

7. Villa opposite the famous fortress in Montalcino (from USD 882)

Ideally situated on the Piazza Della Fortezza, this beautiful property is suitable for up to six guests and has three well-appointed, spacious bedrooms and three bathrooms. It boasts a private swimming pool and is just a stone’s throw from the village’s traditional shops. The owners of this nicely decorated property also have a restaurant and a wine shop. You will love this villa if you are fond of living in the center of the town. Enjoy some stunning views from the windows, as well as, the terrace.

Stayed at this property?
5 reviews   Wifi Available
villa 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 1
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Host:
the owners were absolutely delightful and welcoming in every way
ricardo the sommelier and elenora plus the wait staff were wonderful
the owners and overseers are very friendly generous and helpful
the property was wonderful and the staff across the street at their restaurant were all friendly and helpful
beautiful house nicely decorated lovely owners across the street who also have an excellent wine shop and restaurant
Location:
perfect location if you like living in the heart of the city
Read more reviews

8. Villa with a private pool and picturesque views (from USD 878)

Perfect for six people, this private villa features three well-furnished bedrooms and three full bathrooms. It boasts a private pool and is situated opposite the famous fortress in the historic town of Montalcino. The property is also a short walk away from the town’s traditional shops and restaurants. Loaded with a string of modern amenities, the villa offers some stunning views of the surroundings. The villa is located in the perfect place to enjoy the beauty of Montalcino.

Stayed at this property?
Montalcino, Tuscany, IT
14 reviews  
villa 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 1
Refund Policy :

Top guest reviews
Amenities & Room:
a true tuscan experience with ample room for the 6 adults all with separate bedrooms and connecting bathrooms
Host:
they were so helpful
the owners are genuinely kind and gracious hosts
the owners were absolutely delightful and welcoming in every way
the staff are very helpful and extremely pleasant to interact with
ricardo the sommelier and elenora plus the wait staff were wonderful
Location:
ideal location and excellent accomodation
perfect location if you like living in the heart of the city
the location was outstanding and the owners have a wine shop/restaurant right across the street which was wonderful
quiet and serene even though near the fortezza
Read more reviews

9. Spacious and beautifully renovated apartment (from USD 376)

This spacious and finely renovated apartment features three bedrooms, two bathrooms, and a sleeping capacity of six guests. Located inside a historic 17th-century building, the apartment is nevertheless furnished with a host of modern amenities and facilities to assure you of a relaxing stay. You can soak yourself in some of the town’s finest views from the terrace. The host does not compromise with entertainment facilities as you will come across smart TVs in all the bedrooms. The apartment is close to the town and all its attractions.

Stayed at this property?
32 reviews   Wifi Available
Apartment 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the apartment is immaculate and very high quality views are spectacular and everything was perfect
we hired a chef tuscan chef alessandro and he prepared a fabulous meal in a well stocked kitchen
we had an amazing stay at this apartment in montalcino
we had a wonderful week in this beautiful apartment in montalcino
Cleanliness:
very clean nice linens comfortable beds
the apartment was spotless kitchen fully stocked and beds were very comfortable
great finish very clean with good facilities (great roof terrace with bbq and amazing views
this clean comfortable apartment is located in the heart of montalcino
Host:
the owners manager locally in montalcino was top shelf and a wealth of local knowledge
the owner lars godell was great to work with
owner lars provided excellent recommendations about wineries and restaurants and his local contact mauro was great
host was most helpful with lots of tips on where to wine and dine
mauro was attentive and gave wonderful instructions for the apartment
Location:
we fell in love with montalcino and the location of the apartment is close to everything in town
it is in an excellent location just off the town’s main street
we highly recommend this apartment and location
the location is perfect to dine in the surrounding gardens or shop
fully equipped central to all of historic tusacany and comfortable in every way
Read more reviews

The homely Vrbo accommodations in Montalcino, Italy

Are you planning a trip to the historic town of Montalcino soon? You would not regret your decision as there is so much to see in and around this charming town. You also need a good comfy place to return to after your hectic day out. Take your pick from these best Vrbo vacation rentals in Montalcino, Italy, and enjoy the perfect home away from home experience.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Pala Sen is an avid follower of travel and health updates, current affairs and entertainment news from all across the world and writing is a passion for her. She had been previously associated...Read more

 Want to contribute as a Local Expert?
Explore Montalcino
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.