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Apartment holiday rentals in Montalcino

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Popular amenities for Montalcino apartment rentals

Weekly apartment rentals

Superhost

Apartment in Asciano

5 out of 5 average rating, 3 reviews

La "Magnolia" two beds apartment with pool

SurakanyaRating, 5 stars63 months ago
Check and confirm the location with the owner before traveling
Guest favourite

Apartment in Arezzo

4.97 out of 5 average rating, 107 reviews

Apartment Mariapaola

LauraRating, 5 stars2 weeks ago
I will be back!
Superhost

Apartment in Anghiari

4.83 out of 5 average rating, 6 reviews

Romantic apartment with swimming pool FA

PleunRating, 5 stars5 months ago
We had a lovely 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!
Superhost

Apartment in Montespertoli

4.89 out of 5 average rating, 9 reviews

12/14 pers,WiFi,Sw-pool,catering

MartinaRating, 5 stars22 months ago
The place is magnificent and very well kept, clean and super cozy. It's a little out of the way but we chose it just for the secluded location and surrounded by nature; in any case with a halfhour by car you can get to several wonderful places. Nicola was very kind and helpful. I highly recommend a stay here, it's refreshing!!
Guest favourite

Apartment in Toscana

4.9 out of 5 average rating, 70 reviews

LECCIO - Apartment in a typical village of Chianti

LeopoldRating, 5 stars3 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

Apartment in San Giovanni d'Asso

5 out of 5 average rating, 15 reviews

Podere Ferranino #Brunelleschi Townhouse

JulieRating, 5 stars20 months ago
Very beautiful apartment ! Spacious for 7 adults
Guest favourite

Apartment in San Gimignano

4.79 out of 5 average rating, 101 reviews

San Gimignano, Montegonfoli "TWO"

BekkahRating, 5 stars3 months ago
A breathtaking stay & an accommodating host!
Superhost

Apartment in Castiglion fiorentino

5 out of 5 average rating, 8 reviews

Living room with Spa for couples

SophiaRating, 5 stars19 months ago
We visited from California after traveling throughout Europe for 2 weeks. We were pretty sick of rubbing shoulders with other tourists. Our stay at this residence completely recharged us. The staff is wonderful, the pool is so nice (especially in this heat), delicious dinner, and all is in a secluded, magical location. The spa was a real treat at the end. Never experienced something like this before, it was amazing. Totally a five star experience.

Private apartment rentals

Guest favourite

Apartment in Arezzo

4.95 out of 5 average rating, 97 reviews

app. attic exclusive terrace, new, a/c

RobertaRating, 5 stars4 weeks 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

Apartment in Vescovado

4.79 out of 5 average rating, 62 reviews

Antiche Dimore , "l 'Arco" apartment

EsbenRating, 5 stars18 months ago
Enjoyed our stay at Jacopo's very much! Easy day trip to Val d'Orcia.
Guest favourite

Apartment in Sasso D'ombrone

4.82 out of 5 average rating, 55 reviews

Holiday house "La Sartina"

AntonioRating, 5 stars1 month 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

Apartment in Arezzo

5 out of 5 average rating, 13 reviews

giovan Battista apartment

MartaRating, 5 stars4 weeks 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

Apartment in Arezzo

4.88 out of 5 average rating, 209 reviews

Casa Chimera

FabioRating, 5 stars3 weeks ago
Casa "Chimera" is located in a great and quiet location, but at the same time well served by every service and next to a large green area with ample parking for the car. It is about a 10-minute walk from Porta di S. Lorentino or Porta del Foro, one of the entrances of the medieval walls to reach the wonderful historic center of Arezzo. The apartment is equipped with every comfort, ideal both for a visit of a few days and for an extended stay to visit this beautiful city and the surroundings, even for those who have a loyal four-legged friend! Stefania and Gigi were very welcoming and available for all our needs. Truly perfect
Superhost

Apartment in San Quirico d'Orcia

4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars3 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.
Superhost

Apartment in San Quirico d'Orcia

4.84 out of 5 average rating, 58 reviews

Antico podere la martinella , depandance

TomRating, 5 stars3 months ago
We so appreciated being able to do laundry ( washer, drying rack, iron and ironing board). The indoor shutters created the dark and quiet for wonderful sleeping. The location was very convenient to the town and everything we needed.
Superhost

Apartment in Orvieto

4.72 out of 5 average rating, 137 reviews

Casa dell 'Edera P

TommasoRating, 5 stars1 week ago
Great place, perfect area, cleanliness, spacious and well-kept spaces

Apartment rentals with a hot tub

Guest favourite

Apartment in Monteroni d'Arbia

4.95 out of 5 average rating, 234 reviews

"Red Rose" apartment with a view of Siena.

RhiannonRating, 5 stars4 weeks ago
Fantastic stay here! The views are absolutely beautiful and there is dedicated outside space to enjoy it. We were met by Marta's father who showed us around and explained everything, including a lovely bottle of complimentary wine on arrival! The place itself was very comfortable and cosy for the 2 of us, a kitchen to make dinner but also within driving distance of Siena for restaurants. Our highlight (apart from the view) was watching the fireworks from Siena and the surrounding properties outside on New Years Eve!
Superhost

Apartment in Colle di Val d'Elsa

4.67 out of 5 average rating, 6 reviews

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

AndreaRating, 5 stars2 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

Apartment in Siena

4.99 out of 5 average rating, 151 reviews

Villa di Geggiano - Alfieri Suite

JeffRating, 5 stars2 months ago
Beautiful and comfortable guesthouse with gorgeous surroundings and responsive and accommodating hosts. We can’t wait to go back!
Superhost

Apartment in Sorano

4.75 out of 5 average rating, 4 reviews

Spa Resort, swimming pool, playground, relax, B4pt

BethRating, 5 stars6 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.
Superhost

Apartment in Montepulciano

4.7 out of 5 average rating, 33 reviews

The Trees- apartment with a view

JoyRating, 5 stars3 weeks 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

Apartment in Montepulciano

4.91 out of 5 average rating, 140 reviews

Charming House in Montepulciano

AnnaRating, 5 stars2 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

Apartment in Paciano

4.83 out of 5 average rating, 41 reviews

CountryHouse: Romantic Studio Apt AirCo and pools

MarkRating, 5 stars3 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!!
Guest favourite

Apartment in Siena

4.91 out of 5 average rating, 120 reviews

Villa 'Colombaiolo di Marciano' ,28

JoeRating, 5 stars3 months ago
Antonietta was a wonderful host. Her and her husband were wonderful hosts and made us feel right at home. Absolutely gorgeous Tuscan home with a great view of the Tuscan country-side. My girlfriend and I absolutely adored their home and staying there with true Italian hospitality.

Quick stats about apartment rentals in Montalcino

  • Total rentals

    340 properties

  • Nightly prices starting at

    $32 AUD before taxes and fees

  • Total number of reviews

    8.9K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    120 properties have a pool

Destinations to explore

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