
Bed and breakfast holiday rentals in Montalcino
Find and book unique bed & breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Montalcino
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for bed & breakfast rentals in Montalcino
Family-friendly bed & breakfast rentals

A "HORSES" room at the B&B Podere Sanripoli
This stay felt like something out of a movie! We were greeted with such warmth. The house is so beautiful and well-renovated—high quality details from the bathroom to the woodwork plus the plot of land is quintessentially Tuscany. And when Andrea found out we didn’t have a rental car, he offered to drive us! We had a wonderful time at a nearby winery, Tenuta Barbadoro, then watched the sunset from a field near the main downtown area before having a delicious meal at a nearby restaurant, Restaurante Bistrot lo Zero. We woke up to the smell of croissants and sound of chirping birds. The perfect Italian countryside experience.

Salaioli Hamlet - Farm Holidays
Giacomo, was an absolute legend! Such a great guy, welcoming and helpful. The property is set amongst beautiful gardens overlooking the spectacular Tuscan countryside. The rooms are spacious, comfortable and have all you need. Would’ve loved to have stayed longer. Thanks for everything G and hope to return soon

On the hill, close to the center
The villa was magnificent! It was so atmospheric and charming, breakfast from Carla were so good, it was a really pleasant stay. The room was also really comfortable, with history and a lot of cute details. And also this location .. can’t describe in words how beautiful it was

Room in Tuscan Palace
Perfect. We really enjoyed our stop in Civitella. The place had everything we needed. Thanks.

B&B Il Pozzo - Cypress bedroom
Aurora and her parents are so nice and helpful. Since we didn’t travel by car, she even dropped us off at the bus station on her way to work. It was such a pleasant stay.

CASA DINA CORTONA - Terontola
The place at Dina's is really great. It was nice and quiet, the garden is fully fenced, so my dog could and was allowed to run free. For a walk, we went right up the hill full of olive trees. We also did a nice trail run. You can be at the lake or at supermarkets in minutes. But the special thing about the place is Dina herself. She is a really great, dear, warm, friendly and talkative lady and always strives to make you feel comfortable. My search dog Dami and I really had a great time. Thank you :)

Alta Perugia Bed&Breakfast Room A
We stayed in this beautiful B&B for two nights. The place is magnificent with a spectacular view of Perugia and the surrounding hills. Lamberto and Francesca are very kind and very nice, they delighted us with a rich and well-prepared breakfast, with a crazy view. The house is magnificent and our room was very clean and very nice. It was a wonderful stay and if we return to the area we will stay here again. A heartfelt thank you to Lamberto and Francesca for hosting us in their home, we can't wait to come back!

Organic Farm near S.Gimignano
I really enjoyed staying at Manuela's! She was a lovely host. Her property is peaceful and calm and just what I needed at the time. I felt welcome and loved exploring her property and the nearby village. I hope to go back to this beautiful place in the future!
Bed and breakfast rentals with breakfast

Paluffo B&B Frescoed bedroom
We had the most amazing experience! The property is stunning and pictures don’t do it justice. All the staff are so welcoming and so helpful. They helped us book a Vespa tour and gave us recommendations for dinner spots. So much to do by car around the area!

Alba Morus Bed & Breakfast, your home in Toscana
Beautiful property, the host and his family were so welcoming and made you feel at home. Very gracious. We also loved his dog Luna!

Camera Diamante B&B Le Aquile in the heart of Siena
Ada was an amazing resource and helped us arrange transport from the train station, to our horseback riding excursion and back to the train station after we checked out. She had amazing restaurant recommendations and let us know about a special event happening at the Church of Santa Maria Della Scala that we really enjoyed seeing! You MUST stay here if you ever visit Sienna!

Agriturismo Il Segreto di Pietrafitta
I could not recommend Il Segreto more. We had a perfect stay—the room, the view, the food. Every detail is perfection and so thoughtful. The hospitality is incredible. The breakfast and dinner were the best of our entire trip. I’m so grateful I found this gem. Don’t hesitate and stay here. We will we back!!

Charming B&B for a romantig getaway
Our stay was absolutely lovely—I only wish we could’ve stayed longer! The area was so peaceful and charming, a perfect escape. Antonella went above and beyond to make us feel welcome. She was kind enough to drive us into the village for lunch one afternoon since we didn’t have a car, which we really appreciated. The hospitality from her and the other ladies made our stay even more memorable. Highly recommend for anyone looking to unwind and experience authentic Tuscan warmth!

Castello delle Serre B&B: Pool Cottage/Standard
Beautiful property in an amazing part of Tuscany. Incredible and friendly hosts who were always so happy to help us, all details had been thought of at the property. The most comfortable bed I’ve ever slept on too!

Residenza Madiba - Room 2
Such a gem in the heart of Florence! Modern amenities, easy communication and wonderful breakfast in the morning. Would highly recommend and hope to come back in the future

Bed & Breakfast Il Bosso of Tuscany
Very friendly host, helpful information, clear instructions, clean room, cute and beautiful living room with amazing and private breakfast. Highly recommend to friend.
Bed and breakfast rentals with a patio

B&B with stunning pool and views in rural Umbria
I loved this stay the location and the views are stunning. I was in the area for an event and I am very happy that I chose this Airbnb. Marco was very helpful and even suggested many recommendations around the area. I would stay again.

Double room in an old Tuscan country house
Excellent to say the least! Daniela and her husband are exceptional people, it feels like staying at home! The breakfast prepared by Daniela is worth the trip, especially her cakes! Not to mention the hospitality for the child, we have just left and already wants to return to Daniela's house! We met for New Year's Eve and they also offered us a good wine to toast all together in front of an enchanting fireplace! What can I say, maybe unique! I hope to be back soon!

New friends, in/outdoor space and privacy too!
Traveling alone, I found myself less confident and reclusive in my first 2 weeks in Italy. Upon reading reviews, I had a feeling Suzi would snap me out of it. And she DID!! She was so welcoming, made me a delicious dinner the first night, and made me a part of her family for the week. I was even invited to her milestone birthday party with all her lovely friends, and then another joint birthday family dinner at home. She gave me a bunch of awesome recommendations, always asked if I needed anything, and calmed me down when I called her in despair, being lost in a field somewhere, lol! The room was huge and cozy, the shower sooo nice! (I was in the room off the kitchen) Suzi is very intelligent and we had some interesting conversations. Her two dogs Tyra and Gigi stole my heart immediately. I will be back, maybe as a work away! I will never forget your kindness and the remarkable woman you are <3

Room in Bed and Breakfast with garden (Quercia)
This is definitely a good choice for Florence, the host is very friendly, very welcoming, snacks and breakfast will be provided for guests

B&B, detached cottage + terrace. Shared pool.
Cara Maria, Grazie mille! We had a wonderful time. Maria is so very kind and her Tuscan home is a dream. If you’re looking for a place to wind down and relax - this is it. It’s also very well situated. Just a few kilometres from Castiglion Fiorentino (excellent food) and Cortona (stunning views). We also took the train from Castiglion Fiorentino to Firenze and spent a whole day there. You do need a car though. Generally just a really good vacation that we can absolutely recommend. Leaving made us really sad. We look very much forward to visiting again.

Boho-Chic Room, Le Dune Rooms
Gaia and Nicolo were so kind and gave us a very warm welcome. We really enjoyed their delicious dinner and relaxing in their beautiful quiet garden with a stunning view over the Tuscany landscape. The room and bathroom were impeccable. We definitely recommend to stay there!

Enjoy Tuscany at La Corte Di Muciafora II.
Great experience. The room is really nice, equipped with everything you need and above all... very clean. Rosy was an exceptional host and provided precise directions on house rules and location. The property is just outside the historic center of Arezzo and in a strategic location for visiting Florence and Siena. Super recommended.

Two Tent
Beautiful surroundings, unique accommodations. Our plane into Rome was unfortunately very late so we missed being able to enjoy the afternoon there, but the host was very accommodating when we had to arrive outside of the normal check-in times. We woke up to a beautiful peaceful view. Breakfast served to us at the tent was a nice touch. Hosts were extremely welcoming. Highly recommend!!
Quick stats about bed and breakfast rentals in Montalcino
Total rentals
60 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
1K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
- Cottage rentals Montalcino
- Rentals with an EV charger Montalcino
- Rentals with outdoor seating Montalcino
- Rentals with breakfast Montalcino
- Rentals with a sauna Montalcino
- House rentals Montalcino
- Flat rentals Montalcino
- Apartment rentals Montalcino
- Rentals with a hot tub Montalcino
- Holiday home rentals Montalcino
- Smoking-friendly rentals Montalcino
- Pet-friendly rentals Montalcino
- Villa rentals Montalcino
- Farm stay rentals Montalcino
- Family-friendly rentals Montalcino
- Rentals with a patio Montalcino
- Rentals with a firepit Montalcino
- Rentals with a fireplace Montalcino
- Luxury rentals Montalcino
- Fitness-friendly rentals Montalcino
- Rentals with a washing machine and dryer Montalcino
- Rentals with pools Montalcino
- Family-friendly rentals Montalcino
- Bed and breakfasts Province of Siena
- Bed and breakfasts Tuscany
- Bed and breakfasts Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Cala Di Forno
- Santa Maria della Scala
- Casa Barthel
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Pubblico Palace
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Podere La Marronaia, Sosta alle Colonne
- Cantina de' Ricci
- Riva del Marchese
- Cantina Contucci
- Madonna del Latte
- Things to do Montalcino
- Nature and outdoors Montalcino
- Food and drink Montalcino
- Things to do Province of Siena
- Sightseeing Province of Siena
- Food and drink Province of Siena
- Tours Province of Siena
- Art and culture Province of Siena
- Nature and outdoors Province of Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Sports activities Italy
- Food and drink Italy
- Tours Italy
- Entertainment Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy