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Apartment vacation rentals in Montalcino

Find and book unique apartments on Airbnb

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Popular amenities for Montalcino apartment rentals

Weekly apartment rentals

Superhost
Apartment 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!
Guest favorite
Apartment 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!
Top guest favorite
Apartment in Monticchiello
5 out of 5 average rating, 47 reviews

Casa Tórta - 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!!
Guest favorite
Apartment in Roccastrada
5 out of 5 average rating, 15 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars1 month 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.
Top guest favorite
Apartment 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 favorite
Apartment 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.
Guest favorite
Apartment in Montefollonico
4.87 out of 5 average rating, 61 reviews

The Tuscan Belvedere - Amazing Terrace in Tuscany

LioraRating, 5 stars1 week ago
Spacious place in an amazing quiet old medieval town. Spectacular view off the little balcony. Highly recommend!
Top guest favorite
Apartment 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

Private apartment rentals

Guest favorite
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Superhost
Apartment in Pienza
4.65 out of 5 average rating, 214 reviews

Artistica Pienza | Breathtaking View of Val d'Orcia

NickRating, 5 stars8 months ago
Wonderful place to stay in Pienza. Gorgeous little town in the rolling hills of Tuscany. Host is fantastic too. We had an issue with the front door that they were very quick to fix for us. Would highly recommend if you are going thru Tuscany!
Guest favorite
Apartment 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 favorite
Apartment 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 favorite
Apartment 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.
Guest favorite
Apartment in Castiglione d'Orcia
4.96 out of 5 average rating, 47 reviews

La Tana del Bianconiglio - Girasole Apartment

FenuRating, 5 stars1 week ago
Amazing location, was exactly what we were looking for. Host is very responsive and flexible
Superhost
Apartment in Provincia di Siena
4.89 out of 5 average rating, 96 reviews

Rosemary

NaomiRating, 5 stars1 month ago
We loved this charming country property, the pool and stunning sunset!
Top guest favorite
Apartment 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.

Apartment rentals with a hot tub

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

La Murata – Cecco Angiolieri

MirkoRating, 5 stars4 weeks ago
We stayed at La Murata and were enchanted. The house is spacious, cozy, full of character and perfect for families or groups of friends. Each environment tells a story and the general atmosphere is that of a refuge far from the chaos, surrounded by greenery. The 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 if needed. From the first meeting, a beautiful empathy was created, we immediately felt welcomed as if we were 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 will definitely be back. A dream stay!
Guest favorite
Apartment in Seggiano
4.88 out of 5 average rating, 66 reviews

Romantic farmhouse, garden apartment with panorama

ValerieRating, 5 stars2 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 favorite
Apartment 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 favorite
Apartment in Montepulciano
4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars3 months ago
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!
Top guest favorite
Apartment in Siena
4.98 out of 5 average rating, 104 reviews

Domus Nannini - L'Arco di Matteotti Spa

LeratoRating, 5 stars1 week ago
Excellent location and comfortable stay. Thanks to Alessandro for assisting me with the check-in.
Superhost
Apartment 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 favorite
Apartment in Montepulciano
5 out of 5 average rating, 21 reviews

WiFiFiber LargeApartment with view inMontepulciano

RaeRating, 5 stars4 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 favorite
Apartment 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 apartment rentals in Montalcino

  • Total rentals

    340 properties

  • Nightly prices starting at

    G$4,184 GYD 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