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Holiday rentals with breakfast in Montalcino

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Montalcino Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in Bagnore
4.93 out of 5 average rating, 177 reviews

La Casa del Valle

MattiaRating, 5 stars4 days ago
The accommodation is wonderful, comfortable, very clean, and the host was very kind also regarding the flexibility of the check in! A magnificent place and 100% recommended
Top Guest favourite
Home in Montepulciano
4.95 out of 5 average rating, 112 reviews

Casa Belmonte

MeganRating, 5 stars2 weeks ago
We loved our one night stay here. Riccardo was a great host! A perfect place to stay with everything we needed and the beds were super comfortable and so quiet. A fantastic small town to visit. Would definitely stay here again and recommend.
Superhost
Home in Castelnuovo Berardenga
4.82 out of 5 average rating, 79 reviews

Francesca's house "tourist rental"

SimoneRating, 5 stars1 month ago
She showed us the house with detail and a spectacular scent of lavender (she also paid homage to us) 🔝
Guest favourite
Home in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 71 reviews

Top rated.pool, Hot Tub, homeGym & private Garden

ClaudioRating, 5 stars1 week ago
Absolutely gorgeous property with country side view and a cozy outdoor area, plus two friendly black cats! Louise was the perfect host: friendly, generous, attentive, she even offered to help us out when we had a setback that was totally unrelated to our stay at her property. Highly recommend to any traveller seeking an idyllic stay in the Tuscan countryside!
Top Guest favourite
Home in Montepulciano
4.95 out of 5 average rating, 21 reviews

Hortus Conclusus House

MichelleRating, 5 stars1 week ago
Apartment was centrally located in the town. Very walkable to shops and restaurants. Beautiful sunrises through bedroom window. Very responsive hosts, especially with getting to the apartment from the train station (no Uber or taxi services when we arrived, so my advice is to get off at the previous stop if coming from Florence or make advance taxi arrangements). The hosts were very helpful and called their go-to cab driver. Beautiful with town and can’t wait to return!
Top Guest favourite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 140 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JacobRating, 5 stars1 week ago
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.
Guest favourite
Home in Poggio San Marco
4.97 out of 5 average rating, 276 reviews

Charming converted Hayloft overlooking the Chianti Hills

AnhRating, 5 stars1 week ago
The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.
Top Guest favourite
Home in Bagnoregio
4.94 out of 5 average rating, 115 reviews

Bella Civita

DabieRating, 5 stars2 months ago
Elisa s space is a great place to stay for visiting the civita

Apartment rentals with breakfast

Superhost
Apartment in Pienza
5 out of 5 average rating, 3 reviews

Rocca, elegance in Sorbelle d'Orcia, Pienza

Eva MariaRating, 5 stars6 days ago
We had a wonderful time in this fantastically located apartment! The house is wonderfully quiet with a Tuscan postcard view - a real highlight, especially by the pool. After a small start-up hitch (half as wild and quickly clarified), we got exactly the apartment we had booked - and it absolutely matched the description. The hosts were super warm, helpful and always trying to make our stay as pleasant as possible. We especially enjoyed the optional Italian breakfast - delicious, lovingly made and with a lot of charm. Perfect location to explore the surroundings, from small villages to larger cities everything was easily accessible. A great place to relax and enjoy - we will be happy to come back!
Top Guest favourite
Apartment in Montepulciano
4.97 out of 5 average rating, 246 reviews

Casa Ricci Apartment in a 14th-century building

MichelleRating, 5 stars5 days ago
Absolutely perfect setting for our honeymoon! Anna was kind and extremely helpful. She even picked us up from the train station when we couldn't get a taxi and set up a taxi for us when we left. She answered all of questions immediately upon text. You couldn't find a better host.The view from the apartment was amazing! The apartment was so homey that we did not want to leave. We would recommend to everyone! We have been in four places and cities so far on our trip and Casa Ricci and Anna were the best experience we've had!
Top Guest favourite
Apartment in San Gimignano
4.97 out of 5 average rating, 220 reviews

Casa Irene

DanielRating, 5 stars3 weeks ago
Clara was responsive and helpful. She was there to meet us and help us with parking and walked us through the entire house. She was wonderful. The space was perfect with a wonderful patio. Totally would recommend.
Top Guest favourite
Apartment 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!
Guest favourite
Apartment in Montepulciano
5 out of 5 average rating, 10 reviews

Cute little apt in Montepulciano, Private Parking

AaronRating, 5 stars1 week ago
The hosts were very kind and stayed up to let us in after we were late from travel troubles. The place itself was very clean, although I would like to point out a couple of things. Make sure to read the description of the place as you will find that this is not an actual apartment but instead a renovated top floor in the in the villa of the host. In addition, the ceilings are much shorter than they appeared in the pictures with a large percentage of the room being under 1.5m. But if shorter ceilings don't bother you then this is the place for you.
Guest favourite
Apartment in Greve in Chianti
4.9 out of 5 average rating, 107 reviews

casa mezzomonte Apt Timo

JisunRating, 5 stars2 weeks ago
I had a happy time in a house that looked like it was in a movie in a beautiful natural environment. I think I'll keep my time in Kian Tti as a good memory thanks to the kind and friendly host who responds so quickly. It was a little difficult at first for the city girls who were new to the road to the accommodation, but it wasn't difficult when they got used to it. It's perfect for watching the sunrise and sunset. I left today, but I want to go again.
Guest favourite
Apartment in Poggibonsi
4.94 out of 5 average rating, 235 reviews

In the center of Tuscany

MarianoRating, 5 stars1 month ago
Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.
Superhost
Apartment in Arezzo
4.76 out of 5 average rating, 106 reviews

Silvia's Little House

GiuliaRating, 5 stars1 month ago
We stayed here for three nights. The location is great for visiting the historic center of Arezzo on foot and the area is really very quiet. Being the historic center, you have to park outside because of the ZTL (active at certain times and days) but in 5/10 minutes on foot there are parking areas. Great starting point also for visiting the surroundings, Val di Chiana and Val Tiberina.

Bed and breakfast rentals with breakfast

Bed and breakfast in Scansano
4.64 out of 5 average rating, 89 reviews

Salaioli Hamlet - Farm Holidays

BenRating, 5 stars9 months ago
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
Guest favourite
Private room in Monticchiello
4.89 out of 5 average rating, 143 reviews

Vacations in Val d'Orcia

JulietRating, 5 stars2 weeks ago
We had a wonderful stay with Anelida and Mauro. We had a beautiful view of Montecchiello and surrounding countryside from our window. The house is an authentic old country house with the apartment on a separate entrance. It’s surrounded by a lovely garden, very quiet and peaceful. Breakfast was a real highlight as was communicating with Anelida in my limited Italian. We would highly recommend! The central location in the Val D’Orcia meant that most villages were only a short drive away, especially Pienza, Montipulciano, San Quirico and Bagno Vignoni.
Top Guest favourite
Private room in Orvieto
4.95 out of 5 average rating, 155 reviews

B&B Ippolito Orvieto Matrimoniale

SteveRating, 5 stars3 days ago
Chiara was so helpful during our entire visit. She picked us up from the train station and was always ready to answer any questions. The view from her place is spectacular and she prepared a delicious breakfast for us. The home is authentic Italian and is walkable to everything in Orvieto. We would love to visit Orvieto again and stay with Chiara.
Guest favourite
Hotel room in Barberino Val d'Elsa
4.98 out of 5 average rating, 100 reviews

Room in the Argenna Mill, Chianti, Tuscany

MichaelRating, 5 stars1 week ago
Great place, with beautiful quiet surroundings. Thank you so much for a great stay – it was exactly what we needed. Tranquility, beautiful nature and natural sounds. And how lucky you are to be – living right by a trickling stream! We felt both warmly received and very welcome. Thanks for letting us visit the winery – it was a great experience. The pool was lovely and the breakfast was a highlight every day with new, delicious pastries. The location is also just perfect – peaceful but still close to everything. We would recommend the place to others without hesitation ❤️ Sincerely, Birgitte and Michael 😍
Guest favourite
Private room in Buonconvento
4.88 out of 5 average rating, 108 reviews

"Olmo Room" Agriturismo Quarantallina

SkylaRating, 5 stars6 days ago
This property is a Tuscan heaven. The location is perfect for day trips out around the Siena region but so peaceful and quiet. Serena was incredible and runs the place so well. On top of all she does managing the property and its guests, she also cooks a delicious dinner! The breakfasts were huge and very tasty. We wanted for nothing. The pool is gorgeous and clean. What I really appreciated were all the places on the property where you could get away and enjoy the scenery, read, or nap in privacy. The room was very comfortable with amazing views, a comfortable bed, and AC that worked super well. I loved the character of the place - the farm dogs and cat, the donkeys and horse coming up in the evening, Serena’s husband’s art all over the property. My only regret is that we didn’t stay longer. Next time!
Top Guest favourite
Private room in Reggello
4.91 out of 5 average rating, 261 reviews

In the heart of Tuscany Il Marviglio B&B

TaishaRating, 5 stars2 weeks ago
Staying with Matteo and his family was such a pleasure. Don’t miss out on dinner, Matteo is a fantastic cook and the view from the terrace is unbeatable. I took a beautiful hike straight from the house, and they were super flexible about picking me up from the train station. It was the perfect oasis after the bustle of Firenze. Thanks for everything! Hope to be back soon!
Top Guest favourite
Private room in Scandicci
4.91 out of 5 average rating, 374 reviews

Chianti's Hill Home near Florence

AmberRating, 5 stars2 weeks ago
Our stay was truly unforgettable. From the moment we arrived, we were welcomed with such warmth and kindness. It felt like visiting family. The hosts are the most genuine, thoughtful couple we've ever met. Their hospitality went far beyond anything we expected. They were incredibly responsive and offered fantastic recommendations for the area, but what really made our experience special was the cooking class we did with them. We learned how to make fresh pasta and dessert from scratch, then shared the most delicious meal together. It wasn’t just a dinner,it was a memory we’ll carry with us forever. Out of our entire 19-day trip through Italy, this was hands down the highlight. The property itself is straight out of a movie. The home is stunning, filled with character and charm, and the grounds are peaceful, beautifully maintained, and truly capture the magic of Tuscany. If you're looking for an authentic, heartfelt experience that goes beyond just a place to stay, this is it!!
Guest favourite
Hotel room in San Gimignano
4.94 out of 5 average rating, 389 reviews

Casanova di Pescille farm hause in San Gimignano

KenRating, 5 stars1 week ago
This was our second stay here and couldn’t have been happier. The family that runs Agri. Casanova de Pescille are responsive, caring and just a delight to be around. Highly recommend anyone wanting to peaceful and relaxing place to stay with access to the many small towns in Toscana consider staying here. Grazie.

Quick stats about holiday rentals with breakfast included in Montalcino

  • Total rentals

    160 properties

  • Nightly prices starting at

    $67 NZD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montalcino
  6. Rentals with breakfast