10 Best Airbnb Vacation Rentals In Montalcino, Italy - Updated 2024

Stephen
Stephen 
Updated
| 4 min read

Perched on top of a lovely hill in the province of Siena, Central Italy, Montalcino is a gorgeous town known for its tranquil atmosphere and lush scenery. This is also where the world-famous wines, Rosso and Brunello di Montalcino are produced. If you wish to spend your free time wine-tasting and sightseeing, try visiting Podere Le Ripi and tickle your tastebuds with some fine wine. The town is also home to several medieval structures. Some of the noteworthy ones include Montalcino Cathedral, Abbey of Sant'Antimo, and Sant'Agostino. In addition to the fine wine, scenic views and rich history, the town offers some of the best and coziest accommodations in the area. Here’s the lowdown on the best Airbnb vacation rentals in Montalcino, Italy.

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 April 12, 2024.

1. Light and airy townhouse with a hot tub (from USD 242)

Experience the best of Montalcino’s hospitality when you stay in this idyllic townhouse nestled in a quiet and peaceful neighborhood. The property comes with beautiful contemporary art hung on the walls. Its bedroom comes with a king-size bed, a valet stand, and an en-suite bathroom with heated floors.

In your free time, you can curl up on the leather sofa and watch your favorite Netflix movie on the flat-screen TV in the living room. There is also a wood-burning fireplace inside that keeps the townhouse warm and cozy. In the evening, you can fire up the grill on the patio for a barbecue feast or unwind in the hot tub under starry skies.

Stayed at this property?
Montalcino, Toscana, Italy
102 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bathroom was fully stocked and had great amenities
we had a perfect stay at lisa‘s apartment
the interior design of the apartment is amazing and very luxurious
the bed was extremely comfortable
the bed was extremely comfortable
Cleanliness:
(wear sensible walking shoes) marvelous property which is spotlessly clean
Host:
the host lisa was really helpful and super responsive
lisa jane is a great host extremely helpful and ready to answer any questions
she was so kind to make our dinner reservations and truly made the experience a great one
we’re super hosts ourselves and have stayed in dozens or airbnb’s
lisa was a great host and easy to communicate with
Location:
ideal location in the heart of montalcino
great location in the heart of montalcino
perfect place to stay in the middle of montalcino town
the place is a gem tucked away in paradise
we would definitely stay here again handy location in town for walking anywhere in town
Read more reviews

2. Bright apartment with panoramic views of Val d'Orcia (from USD 141)

Feel right at home in this stunning apartment found in the heart of Montalcino. It has an amazing outdoor space that includes a lush garden, sun loungers, and a hammock where you can relax and soak up the panoramic views of Val d’Orcia. The terrace has a seating area and a barbecue grill, a great spot where you can enjoy a nice cookout with your loved ones.

This apartment also comes with a smart TV on which you can conveniently stream Netflix movies using the property’s free Wi-Fi.

Stayed at this property?
Montalcino, Toscana, Italy
136 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the room was really beautiful and the views amazing
the view from the patio is amazing the house is very nice with comfortable beds
the house was furnished with lots of nice little touches and had a great heating system and wi-fi
the apartment is beautifully arranged from the lamps wall decor and little wooden sculptures
the apartment has everything you could wish for even an air-conditioning for hot summer nights
Cleanliness:
the space is cosy with many thoughtful personal touches and very clean
the unit was very clean and nicely decorated too would definitely stay there again when in montalcino
the apartment is superb very clean and styled with love
Host:
antonio is a gracious host
antonio and rosanna are wonderful hosts
the hosts are absolutely wonderful
the hosts are kind welcoming and happy to provide suggestions if asked
wonderful property and wonderful host
Location:
it's location on the edge of town is perfect
the walk is very beautiful
really nice place and a great location
we will definitely be recommending this location to friends and family
this location is the perfect setting for any montalcino experience
Read more reviews

3. Pet-friendly apartment for two (from USD 141)

Ideal for two guests, this apartment also allows you to stay with your four-legged companion while enjoying maximum comfort. If you’re traveling with a little one, there’s a crib and a high chair ready for use too. The apartment has a white-themed interior, accentuated by patches of exposed stone walls. When it comes to entertainment, you can watch your favorite movies on TV or stream YouTube videos using the free Wi-Fi available on the premises.

Stayed at this property?
Montalcino, Toscana, Italy
35 reviews   Superhost Wifi Available
Tiny home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Cleanliness:
everything is clean and as described
it was very clean comfortable and well appointed
the interior is sparkling clean modern and very cozy
we had a great time at the airb&b which was very nice and perfectly clean
Host:
communication with the owners was very easy and fast
Location:
very beautiful appartment highly recommend :-) the location is very central
Read more reviews

4. Casa delle Giuggiole (from USD 120)

Indulge in the tranquil vibe of the countryside when you stay in this two-bedroom house filled with natural light. It offers you a fantastic view of the medieval walls of the ancient city. The windows allow you to soak up spectacular views of the Val d’Orcia and iconic Tuscan roofs. The house also boasts antique and Tuscan-style furnishings complemented with distinctive Cotto flooring and ceilings with exposed wood beams. The kitchen comes with solid wood tops and modern cooking appliances.

Stayed at this property?
Montalcino, Toscana, Italy
111 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
beautiful furnishings comfortable bed fully equipped kitchen with ample staples in the fridge and pantry
the residence is a beautiful marriage of centuries old construction with a modern kitchen and washroom
the furnishings are complementary and the apartment is well furnished with a number of additional thoughtful touches
we love the woody furnitures handmade decorations well designed space comfortable bed
the apartment is very well equipped and our bedroom was spacious light and elegant
Cleanliness:
the place is clean and extremely comfortable
the apartment is spacious well equipped and spotless clean
home is beautiful sparkling clean and very comfortable for a family stay
and her location is clean spacious and very quiet
it is very clean and well equipped with all amenities
Host:
the owner is incredibly helpful
host was very responsive and gave recommendations
giuditta was a fantastic host
she is a responsive host and wants to make sure you're comfortable
giuditta is an awesome host
Location:
the location is superb
the location is great
great location and easy walking distance to market restaurants and stores
fabulous location in the town of montalcino
an excellent place in a stunning location
Read more reviews

5. Comfortable apartment with magical views of the hill town (from USD 102)

Ideal for four guests, this apartment comes with one bathroom and two cozy bedrooms. It has a spacious terrace where you can relax and admire the stunning views of the town’s skyline and nearby mountains.

The kitchen is equipped with high-quality appliances so you can have an easy time preparing meals. Guests can enjoy free Wi-Fi to update their socials or check on their family back home. You will also have access to laundry facilities and free parking on site.

Stayed at this property?
Montalcino, Toscana, Italy
84 reviews   Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the apartment is perfect very spacious with all the necessary amenities for self catering as well
great apartment with terrific views of the city and the valley below
the apartment was an amazing time and a beautiful view
there is a great espresso machine and the kitchen is nice
the master bedroom was quite comfortable i understand from our daughter ad son-in-law
Cleanliness:
spacious apartment that was really clean and had amazing views
the place is clean and modern and mauro was a gracious and responsive host
the house was in excellent condition extremely clean and had everything we needed
the rooms were very clean and we had everything we needed for a perfect vacation
the pictures are exactly as the house appears - very nicely decorated and extremely clean
Host:
mauro the owner is very nice
mauro is a great host
great place and great host
mauro was a great host
mauro is a fantastic host
Location:
great airbnb at a fantastic location in montalcino
this beauty is close to the main street and piazza
nice place in the heart of montalcino
perfect location in the city of montalcino the center of brunello wineries
can’t say enough good things about this location
Read more reviews

6. Well-furnished loft with a terrace (from USD 86)

This adorable loft allows guests to bring their four-legged friends with them. It has a terrace where you can enjoy romantic dinners while admiring the spectacular city skyline. Famous cellars are located nearby, making it a great base for wine connoisseurs. The loft also has a fully functional kitchen and an indoor fireplace. With a queen-size bed and a sofa bed, it can comfortably sleep up to four travelers.

Stayed at this property?
Montalcino, (SI), Italy
137 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the photos of the apartment are accurate and there is a lovely terrace with a view
good apartment with lots of space and balcony in the heart of montalcino
a genuinely warm welcome and a very comfortable and charming apartment with astonishingly beautiful views from the terrace
beautiful elegant apartment with private patio living room kitchen bathroom and half bath
the back terrace has a good view as well as clotheslines (and pins) for hanging laundry italian style
Cleanliness:
the apartment is very clean and characterful
we found it clean and very well kept
it was extremely clean
very very sweet lady alina's home is super clean and in the center of montalcino
amazing location great value for money well kept and very clean apartment
Host:
alina was a great host
alina is a wonderful host
she is very helpful and made us feel at home
the host was very prompt and helpful with any requests
she is truly a wonderful host - she made us feel so welcomed
Location:
wonderful central location too
the location is perfect
alina's place is perfectly situated in montalcino central
perfect location with gorgeous terrace
location was great right in the heart of beautiful montalcino
Read more reviews

7. Cozy house with a gazebo (from USD 219)

Enjoy alfresco dining and afternoon siestas in this house’s cozy gazebo. Perfect for mid-sized families, the house has two bedrooms that can sleep up to five guests. It comes with beautiful art hung on the walls and exposed wood beams that increase its aesthetic value. With Wi-Fi and a dedicated workspace, it will be easy for you to work remotely from here. High chairs, kids’ dinnerware, and toys are provided for guests traveling with their little ones.

Stayed at this property?
Montalcino, Toscana, Italy
207 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
massi’s apartment is very spacious and perfect for a small family or two couples traveling together
it is nice to spread out when traveling especially considering the sizes of most hotel rooms in europe
massi’s casa gelsomino is a very comfortable 2 bedroom 1
this charming apartment is the perfect place to stay in montalcino
we are so fortunate to have found this wonderful apartment in montalcino
Cleanliness:
the apartment was exceptionally clean and comfortable
the place is clean and thoughtfully decorated
the space itself is very clean and cozy feeling
his housekeeper maria was also very hospitable and lovely and kept the house spotless
Host:
massi is a great host with amazing suggestions
one of the best hosts on airbnb
massi is a wonderful host and his home in montalcino is beautiful
massi was the best host ever
he was so helpful and made us feel at home in such a beautiful town
Location:
the location was amazing
perfect location and wonderfully quaint
it was centrally located to everything in town within walking distance to wonderful restaurants and wine shops
great location steps from everything in montalcino
the location is excellent there are multiple enotecas and delicious restaurants within walking distance
Read more reviews

8. Centrally located house with an indoor fireplace (from USD 103)

Get a chance to explore the scenic sights of Val d’Orcia by booking this gorgeous house. You will love the breathtaking valley views from the independent terrace while you enjoy your breakfast. After a long day out, you can relax in the living room and unwind with a movie. Best of all, you are welcome to bring your pooch with you. This house has an indoor fireplace, a washer, a fully equipped kitchen, and free street parking.

Stayed at this property?
Montalcino, Toscana, Italy
47 reviews   Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Cleanliness:
it was clean and the kitchen well equipped
we found a clean house and well equipped kitchen
the apartment was beautiful and clean
Host:
the owner was very helpful and kind from the moment we’ve booked
Location:
this property is in a beautiful location
good decent traditional house in good location
very nice location easy check-in at last minute
it’s a perfect place for a couple and young fellows
if it wasn’t for the roadworks it would have been perfect location
Read more reviews

9. Gorgeous home with a backyard

Whether you are visiting Montalcino alone or with a special someone, this gorgeous home is a great place to stay. The interior has beautiful lighting and exposed stone walls. There’s a backyard where you can relax and soak up some rays. Free parking is available on the premises. With an indoor fireplace, reliable Wi-Fi, and a TV with standard cable channels, you will surely feel at home here.

Stayed at this property?
126 reviews  
Entire apartment 1 Bed 3 Guests

10. Villa Spuntone (from USD 431)

Sitting on the edge of the historic town of Montalcino, this beautiful vacation home is perfect for family getaways. The classic stone farmhouse comes with four bedrooms that can comfortably sleep up to seven guests. It has a charming interior characterized by chic furnishings and eye-catching art that adorn the walls.

The villa is also embellished with exposed wooden beams. There’s an indoor fireplace in the living room to ensure you stay warm and cozy while watching a late-night movie with your significant other.

Stayed at this property?
Montalcino, Toscana, Italy
60 reviews   Wifi Available
ENTIRE HOME 5 Beds 7 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
we had a lot of space and enjoyed this comfortable and beautiful house
beds comfy showers brilliant oven superb plus two cots and high chairs come with the place
the house is comfortable spacious and the furnishing authentic and very tasteful
the photos are accurate: it is as beautiful comfortable and clean as it looks
Cleanliness:
it was very clean and nicely renovated and decorated
everything was really clean: the linens towels and of course the house itself
the stone house was very very clean and nicely appointed with comfortable beds and beautiful linens
the place is amazing clean and everything went perfectly fine
a charming farmhouse with character well decorated & clean
Host:
chiara is a super host
chiara was also a kind and helpful host i'd highly recommend this villa
chiara and monica were both very friendly and attentive
chiara was very forthcoming and helpful
we were very also well received by our hosts
Location:
the villa was near to nice village within walking distance
this is an ideal location just minutes away from the center of montalcino
the location was great for walking into town
amazing backyard - so close to town
the surrounding was peacefull but still very close (within easy walking distance) to the center of montalcino
Read more reviews

Enjoy the tranquility of Montalcino

The tranquil town of Montalcino in Italy is a wonderful place to visit for a romantic escape or even for a family getaway. There are plenty of wineries in the area, so you can have a great time sampling the different varieties of locally crafted wines that are truly world-class. For a perfect base, book any of the above Airbnb vacation rentals.

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.

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Stephen is an avid content writer with a passion for adventure. He enjoys traveling and has visited several countries around the world. So far, South Africa stands out as his most exciting...Read more

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