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Apartment holiday rentals in Montalcino

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Popular amenities for Montalcino apartment rentals

Weekly apartment rentals

Superhost
Flat
4.81 out of 5 average rating, 58 reviews

Apartment in Chianti near Florence

DebbieRating, 5 stars5 months ago
Linda is a great host and was very helpful with information about the area which made our stay so much better, enabling us to get into Florence easily. The view from the property was beautiful and we could see San Casciano on the hill top. We loved watching the hot air balloons float in the mornings, as the mist cleared from the trees, and had lots of amazing photo opportunities. The place was very quiet, a few hundred metres down a gravel track, well away from any main roads. The kitchen was well equipped with good pots and pans, chopping boards, sharp knives, kettle, filter coffee machine, toaster etc.
Superhost
Flat
5 out of 5 average rating, 3 reviews

La "Magnolia" two beds apartment with pool

SurakanyaRating, 5 stars64 months ago
Check and confirm the location with the owner before traveling
Guest favourite
Flat
4.97 out of 5 average rating, 107 reviews

Apartment Mariapaola

LauraRating, 5 stars1 month ago
I will be back!
Superhost
Flat
4.83 out of 5 average rating, 6 reviews

Romantic apartment with swimming pool FA

PleunRating, 5 stars6 months ago
We had a wonderful stay in the apartment. We especially loved the pool, partly because of the beautiful view. The apartment is richly equipped and is in an ideal place to explore surrounding villages and cities. In short, recommended!
Guest favourite
Flat
4.9 out of 5 average rating, 70 reviews

LECCIO - Apartment in a typical village of Chianti

LeopoldRating, 5 stars4 months ago
We had a wonderful family holiday in this secluded olive grove. Starting every day with a refreshing dip in the pool was our absolute favorite ritual. The area is ideal for easy and medium hikes. Our hosts were exceptionally friendly and helpful.
Superhost
Flat
5 out of 5 average rating, 15 reviews

Podere Ferranino #Brunelleschi Townhouse

JulieRating, 5 stars21 months ago
Very beautiful apartment ! Spacious for 7 adults
Superhost
Flat
4.79 out of 5 average rating, 19 reviews

Just a stone's throw from the Duomo

CarolRating, 5 stars4 months ago
Great condo, super quiet for getting a good night's sleep but just a block from the main Duomo plaza. lots of excellent restaurants very close, a wonderful place to stay with an attentive host. He answered my messages within minutes
Guest favourite
Flat
4.79 out of 5 average rating, 101 reviews

San Gimignano, Montegonfoli "TWO"

BekkahRating, 5 stars4 months ago
A breathtaking stay & an accommodating host!

Private apartment rentals

Guest favourite
Flat
4.95 out of 5 average rating, 97 reviews

app. attic exclusive terrace, new, a/c

RobertaRating, 5 stars2 months ago
We had a great time. The place is very nice, with everything you need breakfast included and very close to downtown. Chiara was very kind and available to recommend places to visit and restaurants to eat. I highly recommend it
Superhost
Flat
4.79 out of 5 average rating, 62 reviews

Antiche Dimore , "l 'Arco" apartment

EsbenRating, 5 stars19 months ago
Enjoyed our stay at Jacopo's very much! Easy day trip to Val d'Orcia.
Guest favourite
Flat
4.82 out of 5 average rating, 56 reviews

Holiday house "La Sartina"

AntonioRating, 5 stars2 months ago
We stayed at the house one night to go the next day from albus alpaca, the location is perfect, just 5 minutes from the farm, and about thirty minutes from Montalcino. Upon our arrival we found the heaters on and we had a great time despite the cold outside, the house was clean and kept in perfect condition. Simonetta was kind and helpful, I would go back
Guest favourite
Flat
5 out of 5 average rating, 13 reviews

giovan Battista apartment

MartaRating, 5 stars2 months ago
We stayed with Sonia and Roberto for two days on New Year's Eve 2025. Before our arrival, they were kind enough to make sure we didn't have any food allergies to prepare a welcome kit for us and they left us their phone numbers for any eventuality. When we arrived, we had difficulty finding the place and they were kind enough to be found on the street. In addition, they have always been responsive, flexible, and provided us with all the necessary information about transportation and taxis. Roberto was kind enough to personally take us to the station when we left. It's very tidy and clean, but a little far from downtown if you want to walk around (35 minutes). It is well served by means of transport, available until around 8:30 pm.
Guest favourite
Flat
5 out of 5 average rating, 7 reviews

o ma 24

RiccardoRating, 5 stars1 week ago
Carla was kind and helpful. We decided to look for a room in the middle of a Saturday night so as not to have to take the car and you were so available to prepare it and have me check in in less than halfanhour. The apartment is spacious , clean, and very nice, and the price is simply great. Thank you for everything 😊
Superhost
Flat
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars4 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
Guest favourite
Flat
4.83 out of 5 average rating, 40 reviews

Casina country chic

MartaRating, 5 stars6 months ago
We spent 5 nights in Stefano's house and had a great time. The accommodation is very clean and well organized, nothing is missing, there is everything you need to make the most of your stay, including a small well-equipped garden and the bikes to get around. Stefano was very present and his mother was very kind and very attentive to our needs. We will definitely be back!
Superhost
Flat
4.85 out of 5 average rating, 60 reviews

Old podere la martinella , depandance

AntoniosRating, 5 stars3 days ago
Awesome choice of house in the countryside of San Quirico in Val D 'orcia, although there are villages more advertised like Pienza or Montepulciano, feel free to choose the stay in San Quirico, nice house cozy and city close to the village !!!

Apartment rentals with a hot tub

Guest favourite
Flat
4.95 out of 5 average rating, 236 reviews

"Red Rose" apartment with a view of Siena.

KimberlyRating, 5 stars2 weeks ago
My husband and I are still speechless from our stay at the Red Rose apartment. The scenery will take your breath away. The apartment was very cute in design and clean when we arrived. You can tell it was designed with the guests in mind. Marta was an amazing host - very responsive and helpful. A special shout out to her father who greeted us - a real gentleman and very welcoming. Highly recommend this place. My husband and I fell in love with this place and the town of Siena. We hope to be back in the future.
Superhost
Flat
4.67 out of 5 average rating, 6 reviews

San Sebastiano Suite - Green - Colle di Val d 'Elsa

AndreaRating, 5 stars3 months ago
Definitely one of the best homes ever rented so far. Very spacious bathroom and very spacious shower. The bathtub is a little bit
Guest favourite
Flat
4.99 out of 5 average rating, 151 reviews

Villa di Geggiano - Alfieri Suite

JeffRating, 5 stars4 months ago
Beautiful and comfortable guesthouse with gorgeous surroundings and responsive and accommodating hosts. We can’t wait to go back!
Superhost
Flat
4.75 out of 5 average rating, 4 reviews

Spa Resort, swimming pool, playground, relax, B4pt

BethRating, 5 stars7 months ago
Perfect for families. There’s a childrens shallow pool, a normal pool (with bar next to it). Large beautiful gardens. Great playground and bbq area. The house also has a little private garden. A great set up. Even better than the photos and info. High recommend.
Guest favourite
Flat
4.95 out of 5 average rating, 42 reviews

Apartment in Villa/Agriturismo with swimming pool

ClaireRating, 5 stars5 months ago
Gianmarco is one of the nicest host we ever met. Everything was absolutely perfect. The place is amazing, there is so much to do around and Gianmarco’s home is near Firenze, Pisa and Sienna that we have all visited. We came with our 20 month old son who also loved the place! Our only regret is not having brought our extended family with us because I am sure that everyone would have felt at home. The apartment was simply impeccably clean and very pleasant to live in despite the heat. I highly recommend this place and as promised to Gianmarco we will definitely come back as soon as possible!
Superhost
Flat
4.71 out of 5 average rating, 34 reviews

The Trees- apartment with a view

JoyRating, 5 stars1 month ago
Love love love Montepulciano and Monica’s place is an ideal location to experience the area. The apartment was cozy, clean and has beautiful views! Love this stay!
Guest favourite
Flat
4.91 out of 5 average rating, 140 reviews

Charming House in Montepulciano

AnnaRating, 5 stars3 months ago
We thoroughly enjoyed our stay, there are beautiful views from the bedroom window. Fernanda was very thoughtful and left us a bottle of local wine. We had an issue with batteries in the remote and she had new batteries sent right over, went above our expectations. The shower was wonderful.
Superhost
Flat
4.83 out of 5 average rating, 41 reviews

CountryHouse: Romantic Studio Apt AirCo and pools

MarkRating, 5 stars4 months ago
This is a jewel of a property. We were looking for a restful and relaxing place in the Italian countryside and this is it!! The amenities are great, Ilario and his wife and their son, Ricardo are lovely people and they are so grateful for your business and make you feel right at home! Our rental unit was spotless and the kitchen has everything you need to cook meals in house of which we did. The bed is very comfortable!! Even though you are out in the country you are still close enough for many of the beautiful sights of this part of Italy. We will definitely return!!

Quick stats about flat rentals in Montalcino

  • Total rentals

    330 properties

  • Nightly prices starting at

    £16 before taxes and fees

  • Total number of reviews

    8.5K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    110 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montalcino
  6. Flat rentals