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Apartment vacation 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 stars66 months ago
Check and confirm the location with the owner before traveling
Top guest favourite
Apartment in Arezzo
4.97 out of 5 average rating, 110 reviews

Appartamento Mariapaola

MateuszRating, 5 stars3 weeks ago
Check-in was smooth and easy. The place was clean and exactly as described. Great location too – close to everything we needed. Would definitely recommend!
Superhost
Apartment in Anghiari
4.83 out of 5 average rating, 6 reviews

Romantic apartment with swimming pool FA

PleunRating, 5 stars8 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!
Guest favourite
Apartment in Toscana
4.9 out of 5 average rating, 70 reviews

LECCIO - Apartment in a typical Chianti village

LeopoldRating, 5 stars6 months ago
We had a wonderful family vacation in this secluded olive grove. Starting every day with a refreshing dip in the pool was our absolute favorite ritual. The area is suitable 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 stars23 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 stars5 months ago
A breathtaking stay & an accommodating host!
Superhost
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 8 reviews

borgo dolci colline - soggiorno con Spa per coppia

SophiaRating, 5 stars22 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.
Guest favourite
Apartment in Siena
4.96 out of 5 average rating, 117 reviews

Farmhouse "Villa Il Poggiolo" Siena, Park 1

ShannonRating, 5 stars3 weeks ago
Had a beautiful time staying at this spot as our home base as we travelled into Siena and around Tuscany for a few days. Enrico and his family were very nice and the property is beautiful! It was particularly helpful to have laundry use to wash some things to get through the end of the trip.

Private apartment rentals

Guest favourite
Apartment in Arezzo
4.95 out of 5 average rating, 98 reviews

Exclusive Terrace Attic Apartment, New, A/C

RobertaRating, 5 stars3 months ago
We had a great time. The accommodation is very nice, with all the essentials including breakfast and very close to the center. Chiara was very kind and helpful in recommending 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 stars20 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, 57 reviews

"La Sartina" Vacation Home

TonioloRating, 5 stars1 month ago
We had a really good time in a comfortable house and a stone's throw from Albus Alpacas !
Guest favourite
Apartment in Siena
4.91 out of 5 average rating, 11 reviews

La Casa del Duprè 3.0

Maria De FatimaRating, 5 stars1 week ago
Great stay. Even nicer apartment than the photo. Quiet,super clean! Great hosts. I recommend 💯 %
Top guest favourite
Apartment in Arezzo
5 out of 5 average rating, 14 reviews

Giovan Battista apartment

MartaRating, 5 stars3 months ago
We stayed with Sonia and Roberto for two days on the occasion of 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 and left us their phone numbers for any reason. Upon arrival, we had difficulty finding the accommodation and they were so kind as to meet us 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 so kind as to personally accompany us to the station on our departure. The place is very tidy and clean, but a bit far from the center if you want to walk around (35 minutes). It is well served by public transport, available until about 8:30 pm.
Guest favourite
Apartment in Grosseto
4.83 out of 5 average rating, 12 reviews

o ma 24

FarazyRating, 5 stars1 week ago
Excellent house . House owner is so friendly
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 stars6 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
4.85 out of 5 average rating, 61 reviews

Antico Podere La Martinella, annex

AntoniosRating, 5 stars1 month 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
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 239 reviews

"Red Rose" apartment with view of Siena.

JuliaRating, 5 stars1 week ago
A lovely property with an incredible view! We had a wonderful week there, thanks to Marta for being so helpful and responsive. Highly recommend!
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, Italy

AndreaRating, 5 stars5 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
Top guest favourite
Apartment in Siena
4.99 out of 5 average rating, 155 reviews

Villa di Geggiano – Alfieri Suite

TunuziRating, 5 stars3 weeks ago
The entire property was absolutely wonderful – from the location to the overall living experience, everything exceeded my expectations. The host was incredibly welcoming and kind, showing great care and hospitality from check-in to check-out. I truly felt at home during my stay. On my arrival, the host thoughtfully gifted me a bottle of wine, plenty of fresh fruits, and some delicious chocolate pastries – such a warm and generous gesture that made me feel instantly comfortable. The house itself is very spacious, bright, and beautifully decorated, with a cozy and inviting atmosphere. Every morning, I would wake up feeling refreshed and grateful, as sunlight poured into the rooms – it was simply beautiful. I genuinely loved my time here, and whether for a short stay or a longer visit, this place is absolutely perfect. Highly recommended to anyone visiting the area!
Superhost
Apartment in Sorano
4.75 out of 5 average rating, 4 reviews

Spa Resort, swimming pool, playground, relax, B4pt

BethRating, 5 stars9 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
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars5 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Top guest favourite
Apartment in Siena
4.94 out of 5 average rating, 102 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

KieranRating, 5 stars1 week ago
We loved our stay in Gianluca’s apartment. Gianluca is a fantastic host and was very responsive and accommodating to all our queries. The apartment is stylish, spacious, spotlessly clean and equipped with everything needed for a comfortable stay. We loved that this apartment has its own private spa with jacuzzi and steam room. The apartment is well located, in the heart of the town, and just a few minutes walk from the bus station. We would highly recommend staying here when visiting Siena.
Superhost
Apartment in Montepulciano
4.71 out of 5 average rating, 34 reviews

Gli Alberi - apartment with a view

JoyRating, 5 stars3 months 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!
Superhost
Apartment in Paciano
4.83 out of 5 average rating, 41 reviews

CountryHouse: Romantic Studio Apt AirCo and pools

MarkRating, 5 stars6 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 apartment rentals in Montalcino

  • Total rentals

    340 properties

  • Nightly prices starting at

    $28 CAD before taxes and fees

  • Total number of reviews

    8.8K reviews

  • Family-friendly rentals

    170 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. Apartment rentals