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Apartment holiday rentals in Montalcino

Find and book unique apartments on Airbnb

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Popular amenities for Montalcino apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in San Quirico d'Orcia
5 out of 5 average rating, 81 reviews

Antica Loggia - Apartment with view

LeaRating, 5 stars1 week ago
Wow what an incredible stay at Claudia's! It was the perfect home base to explore other towns in Tuscany, and after a long day of sightseeing, the apartment felt so relaxing like a real home away from home. We were lucky enough to stay during the Festa Del Barbarossa where San Quirico really came alive and we got to experience the festivities. As for Claudia she is a 10/10 host! She made sure we were well prepared, met us at check in and had stocked the apartment with everything we needed. Do not hesitate to book Claudia's apartment. It is top tier accommodation! Thank you Claudia for an unforgettable stay!
Superhost
Flat in San Giovanni d'Asso
5 out of 5 average rating, 20 reviews

Podere Ferranino #Cimabue Townhouse

CoreyRating, 5 stars2 weeks ago
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!
Top guest favourite
Flat in Buonconvento
5 out of 5 average rating, 15 reviews

Arrigo's Stopover

NatalieRating, 5 stars8 months ago
Excellent place to stay with a comfortable bed for our family of two adults and one toddler. Martina even lent us a high chair for us to use during our stay. This is a great location for exploring Buonconvento and surrounding Tuscan environs; it’s also very convenient for parking a car nearby without hassle.
Top guest favourite
Flat in Monticchiello
5 out of 5 average rating, 47 reviews

Casa Tòrta - comfort room

CharlotteRating, 5 stars1 week ago
Genuinely a secret little heaven, I cant recommend staying here more! Monticchiello is so beautiful and peaceful and their place is just perfect! I can’t wait to hopefully return one day!!
Top guest favourite
Flat in Pienza
5 out of 5 average rating, 33 reviews

Live Like a Local & Private Concierge Service

MarydithRating, 5 stars1 week ago
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.
Top guest favourite
Flat in Castiglione d'Orcia
4.99 out of 5 average rating, 68 reviews

Mimosa Apartment - Poggio al Vento

PaolaRating, 5 stars1 month ago
We had an absolutely wonderful stay at this Airbnb! The space was exactly as described—clean, cozy, and thoughtfully decorated, with all the amenities we needed for a comfortable visit. The bed was super comfortable, and I really appreciated touches like fresh towels and the equipped kitchen. Our host Roberto was exceptional—friendly, responsive, and genuinely welcoming. He made check-in seamless. The location was perfect—quiet and peaceful, yet close enough to everything we wanted to see and do. I would definitely stay here again and highly recommend it to anyone visiting the area. Thanks again for such a lovely stay that we will never forget, Roberto! Wish you all the best.
Top guest favourite
Flat in Monticchiello
4.98 out of 5 average rating, 47 reviews

PoliFlora Panorama

OmarRating, 5 stars2 months ago
Kindest host! Beautiful view of the tuscan landscape
Guest favourite
Flat in Montepulciano
4.91 out of 5 average rating, 76 reviews

Casa Evelina - Incredible View, Central Location

LisbethRating, 5 stars1 week ago
This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.

Private apartment rentals

Guest favourite
Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Guest favourite
Flat in Roccastrada
5 out of 5 average rating, 15 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars2 months ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Guest favourite
Flat in Monteroni d'Arbia
4.95 out of 5 average rating, 65 reviews

San Giovanni in Poggio, Twilight app. 60 sqm

ŁukaszRating, 5 stars1 month ago
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.
Guest favourite
Flat in Torrita di Siena
4.94 out of 5 average rating, 66 reviews

Il Belvedere Air Conditioning + Fast WiFi

VanessaRating, 5 stars1 week ago
Nicole and Giuseppe thank you for your warm and kind hospitality. What can I say? This place was magical and beautiful. The apartment was clean to the T and very modern and sheik decorated. Both host went above and beyond to make sure I had what I need it. The neighborhood is so quiet and peaceful. So much history there. But my one favorite thing about this place is the smell/scent of the jasmine trees outside. I fell in love with the smell of the trees. If I come back I will most definitely stay here again. Good vibes good people good food and good wine. This is a perfect place to relax and unwind from whatever stressors you have in life l. Thank you Nicole and Giuseppe
Top guest favourite
Flat in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Standard Suites

TravisRating, 5 stars1 month ago
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.
Top guest favourite
Flat in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Guest favourite
Flat in Pitigliano
4.94 out of 5 average rating, 418 reviews

Panoramic penthouse in the ancient village

BrittanyRating, 5 stars1 week ago
Loved our stay! Great set up, great location, and really responsive host. Check in was easy, we had everything we needed and the views are INCREDIBLE from the house. There’s also a nice coffee place just downstairs that opens early. Highly recommended!
Top guest favourite
Flat in Buonconvento
5 out of 5 average rating, 14 reviews

45 sqm cottage with kitchen, swimming pool, garden, privacy

BenRating, 5 stars7 months ago
A stunning location hosted by the nicest people! Very communicative and gave perfect instructions to get there. Inside the kitchen and bathroom were well equipped. The bed is on the harder side if that suits your preference but plenty of blankets and didn’t even need to touch the heat for a cooler nights. If you are offered a dinner and wine pairing, just say yes immediately. We didn’t know where to set our expectations for that night but it certainly exceeded anything we had in our heads. Overall absolutely fantastic place Sara and Simone have and after you sit outside at sunset you will not want to leave!

Apartment rentals with a hot tub

Superhost
Flat in Rapolano Terme
4.86 out of 5 average rating, 22 reviews

La Murata – Cecco Angiolieri

MirkoRating, 5 stars1 month ago
We stayed at La Murata and were enchanted. The house is spacious, welcoming, full of character and perfect for families or groups of friends. Each room tells a story and the general atmosphere is that of a refuge far from the chaos, immersed in greenery. The swimming pool and hot tub gave us moments of authentic relaxation, with an enchanting view. The outdoor spaces are well-kept, ideal for relaxing or dining outdoors while admiring the Tuscan hills at sunset. Nara is a very kind, present and helpful host, always ready to intervene in case of need. From the first meeting, a beautiful empathy was created, we immediately felt welcomed as at home. The location is strategic for exploring villages and cities in the surroundings, but also perfect if you are looking for relaxation in a unique setting. We'll definitely be back. A dream stay!
Guest favourite
Flat in Seggiano
4.88 out of 5 average rating, 66 reviews

Romantic farmhouse, garden apartment with panorama

ValerieRating, 5 stars4 days ago
It’s a fantastic location and everything you could imagine from dreams of Tuscany. The house was perfect and the birdlife and pool fabulous.
Guest favourite
Flat in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars7 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Top guest favourite
Flat in Siena
4.94 out of 5 average rating, 109 reviews

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

DanyelleRating, 5 stars3 weeks ago
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!
Top guest favourite
Flat in Siena
4.98 out of 5 average rating, 95 reviews

Luxury frescoed apartment in the historical center

LinRating, 5 stars1 week ago
This place is even better than described. I never imagined I could one day live in an authentic palace. Thank you, Bianca, for making this dream come true! A small piece of advice for future guests: please follow Bianca’s directions exactly when coming to the palace—Google Maps can be very misleading.
Superhost
Flat in Siena
4.91 out of 5 average rating, 132 reviews

Penthouse in Siena near Piazza del Campo and Palio

ElizabethRating, 5 stars1 month ago
We had a fabulous stay here, there was more than enough rooms and space to relax after a day of sightseeing. The view from the living room is gorgeous, the rooms are all charmingly decorated and it had all the amenities we needed: separate beds for 4 adults, large enough showers, laundry and kitchen as well as cosy living room. Federico was very friendly, responsive and made us feel at home immediately. Highly recommend!
Top guest favourite
Flat in Montepulciano
5 out of 5 average rating, 21 reviews

WiFiFiber LargeApartment with view inMontepulciano

RaeRating, 5 stars6 days ago
Elias was an exceptional host! Fantastic recommendations on the area and restaurants. His space was more than expected. Stylish , modern and spacious. So handy having two large bathrooms with 2 couples. The neighbourhood was truly perfect, historic area in walking distance, gelato & cappuccino was right across the street, grocery store around the corner, steak house next door and the best… Linda’s pizza!!! Enjoyed super reasonable meals with excellent service. Even bumped into Linda at the gelato place in the evening and were greeted warmly! What a welcoming friendly neighbourhood. Hands down our best Airbnb experience in Italy! ❤️
Top guest favourite
Flat in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

Quick stats about flat rentals in Montalcino

  • Total rentals

    340 properties

  • Nightly prices starting at

    $26 SGD 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. Flat rentals