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Apartment vacation rentals in Montalcino

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Popular amenities for Montalcino apartment rentals

Apartment rentals with a hot tub

Guest favorite

Apartment in Monteroni d'Arbia

4.95 out of 5 average rating, 234 reviews

"Red Rose" apartment with a view of Siena.

RhiannonRating, 5 stars1 month 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
Superhost

Apartment in San Giovanni d'Asso

5 out of 5 average rating, 5 reviews

Podere Ferranino #Fra Angelico Townhouse

MackenzieRating, 5 stars19 months ago
This is an idyllic place. The owners and manager were very kind and responsive. The space is modern while also being comfortable - great beds, showers, and a very functional kitchen (we cooked dinner every night). We were traveling with a 1 year old and everything was well suited for her. I will dream about the pool - that really makes the property. We can’t wait to go back!
Guest favorite

Apartment in Siena

4.99 out of 5 average rating, 151 reviews

Villa di Geggiano - Alfieri Suite

JeffRating, 5 stars3 months ago
Beautiful and comfortable guesthouse with gorgeous surroundings and responsive and accommodating hosts. We can’t wait to go back!
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 favorite

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!!
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.

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 favorite

Apartment in Arezzo

4.97 out of 5 average rating, 107 reviews

Apartment Mariapaola

LauraRating, 5 stars3 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 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 favorite

Apartment in Toscana

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

Apartment in Orvieto

4.79 out of 5 average rating, 19 reviews

Just a stone's throw from the Duomo

CarolRating, 5 stars3 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 favorite

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!
Guest favorite

Apartment in Siena

4.96 out of 5 average rating, 115 reviews

Agriturismo "Villa Il Poggiolo" Siena, Park 1

Margaret BrehonyRating, 5 stars3 months ago
We loved our stay at Enrico’s place - a superb host in every way. The apartment was clean, comfortable, spacious, well-equipped and in a quiet location with independent access. Indoor and outdoor furniture were perfectly comfortable. This is an excellent place to experience life in Tuscany and an ideal base from where to visit local towns, including Sienna, and see the counties. We would love to return.
Guest favorite

Apartment in Montepulciano

4.95 out of 5 average rating, 138 reviews

Wi-Fi Fiber Large Apartment in Montepulciano

VirginiaRating, 5 stars4 weeks ago
Everything is really perfect. Both the apartment and the host above average. Considering that we stayed in 2 adults, 2 girls and a child of two years old, we had a really good time! The space was spacious, well-structured, with all the comforts. Elias was really kind, and all of his advice turned out to be great! If we were to return to Montepulciano, we would not hesitate to go back to him!

Private apartment rentals

Guest favorite

Apartment in Arezzo

4.95 out of 5 average rating, 97 reviews

app. attic exclusive terrace, new, a/c

RobertaRating, 5 stars1 month 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 Siena

4.77 out of 5 average rating, 43 reviews

Casa Anna

Stéphan Et StéphanieRating, 5 stars1 month ago
Accommodation matches the photos and in a great location! Nothing was missing and the bedding was great. We would definitely recommend this listing
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 favorite

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 favorite

Apartment in Siena

5 out of 5 average rating, 5 reviews

The Ghibellino di Casa Ciseri.

NarayanaRating, 5 stars4 months ago
Christina's place is perfectly located -- close to the Piazza del Campo, but completely silent inside. The rooms (including the primary bathroom) are large and were spotlessly clean. Communication with Christina was easy and she greeted us outside the building to show us the apartment. Highly recommended.
Guest favorite

Apartment in Arezzo

5 out of 5 average rating, 13 reviews

giovan Battista apartment

MartaRating, 5 stars1 month 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 favorite

Apartment in Arezzo

4.88 out of 5 average rating, 209 reviews

Casa Chimera

FabioRating, 5 stars4 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.

Quick stats about apartment rentals in Montalcino

  • Total rentals

    340 properties

  • Nightly prices starting at

    $20 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