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Bed and breakfast holiday rentals in Montepulciano

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Popular amenities for Montepulciano bed and breakfasts

Family-Friendly Bed and Breakfasts

Guest favourite
Private room in Florence
4.84 out of 5 average rating, 254 reviews

On the hill, close to the center

DenisRating, 5 stars6 days ago
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
Top Guest favourite
Private room in Civitella In Val di Chiana
4.95 out of 5 average rating, 228 reviews

Room in Tuscan Palace

DougRating, 5 stars9 months ago
Perfect. We really enjoyed our stop in Civitella. The place had everything we needed. Thanks.
Top Guest favourite
Private room in Barberino Val d'Elsa
5 out of 5 average rating, 14 reviews

Room in the Argenna Mill, Chianti Tuscany

MarianneRating, 5 stars3 days ago
This is a spectacular Airbnb run by some of the loveliest people I’ve met! The surroundings were peaceful and quiet and nothing short of breathtaking. Breakfast was delicious and even when we left early Alessandro set it up for us. By staying here you’re also minutes away from some excellent vineyards, towns, and cities. We actually ended up booking an extra night because we loved it so much. I could not recommend staying here enough!
Top Guest favourite
Apartment in Centro Storico
4.96 out of 5 average rating, 312 reviews

Santa Croce Terrace - Holiday Home

DeirdreRating, 5 stars3 days ago
We had a great stay at Sylvia’s place. Location is excellent, walkable to everywhere and peaceful despite being close to a lively area. It was super clean, simply furnished but very comfortable and we loved having access to the terrace. Sylvia is a fabulous host- she was very friendly and helpful, especially spending time helping us work out the best way to travel to Pisa airport on the day of a national strike! It was nice to also have basics for breakfast - tea coffee milk juice toasts and jam, etc. I’d thoroughly recommend Sylvia’s place and would stay here again.
Guest favourite
Bed and breakfast in Castiglione del Lago
4.94 out of 5 average rating, 50 reviews

B&B il torrione town center charmig

Alicia MRating, 5 stars2 months ago
One of the best homes we've been to. The building in an old medieval tower with garden overlooking the lake, totally renovated and very comfortable inside. The room is beautiful and very clean, everything was perfect and very professional. Best of all, Monica's treatment, always attentive that we were at ease, picked us up at the station, gave us recommendations about the village and at the exit allowed us to leave our bags until the time of our train. Fantastic breakfasts, adapted to my gluten-free food needs. Thank you very much for everything, if we go back to the area we will stay here again definitely!
Top Guest favourite
Apartment in Castiglione del Lago
4.94 out of 5 average rating, 82 reviews

B&B Antica Gabella

ScottRating, 5 stars1 month ago
Benedetta and her husband were truly wonderful hosts — kind, attentive, and incredibly helpful every step of the way. Their proactive communication and genuine hospitality made everything feel effortless and so much fun. They went above and beyond to ensure we had a fantastic experience. We can’t wait to visit them again on our next trip!
Holiday home in Terontola
4.93 out of 5 average rating, 98 reviews

CASA DINA CORTONA - Terontola

SabineRating, 5 stars15 months ago
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 :)
Guest favourite
Private room in Rifredi
4.91 out of 5 average rating, 400 reviews

Cozy Charlotte's Room

YukinoRating, 5 stars1 week ago
The couple was very friendly, and I was able to stay with peace of mind. It was a little inconvenient not to be able to use the water freely due to water supply problems, but otherwise I had a comfortable stay. The location was good and easy to access. If I visit Florence again, I would like to stay here again. Thank you!

Bed and breakfast rentals with breakfast

Guest favourite
Hotel room in Certaldo
4.92 out of 5 average rating, 62 reviews

Paluffo B&B Frescoed bedroom

KarinaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Private room in La Strada-Santa Cristina
5 out of 5 average rating, 21 reviews

Alba Morus Bed & Breakfast, your home in Toscana

AshleyRating, 5 stars9 months ago
Beautiful property, the host and his family were so welcoming and made you feel at home. Very gracious. We also loved his dog Luna!
Top Guest favourite
Hotel room in San Gimignano
5 out of 5 average rating, 53 reviews

Agriturismo Il Segreto di Pietrafitta

HannahRating, 5 stars1 week ago
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!!
Superhost
Private room in Bucine
4.9 out of 5 average rating, 42 reviews

Charming B&B for a romantig getaway

NatallyRating, 5 stars1 month ago
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!
Guest favourite
Private room in San Gimignano
4.96 out of 5 average rating, 46 reviews

camera a 2 km da san gimignano

KelseyRating, 5 stars1 week ago
This stay was beyond our dreams! The scenery was breathtaking and the care from the team was the best! They were always kind and helpful when needed. The room was lovely and the gardens where you can sit and relax were a great bonus! The pool was exquisite! Everything here was a 10/10! Highly recommend staying here!
Top Guest favourite
Private room in Sinalunga
4.9 out of 5 average rating, 72 reviews

B&B Il Pozzo - Cypress bedroom

ZilinRating, 5 stars1 month ago
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.
Superhost
Private room in Montepulciano
4.75 out of 5 average rating, 60 reviews

Lovely room in ancient Tuscany Farmhouse

JeremieRating, 5 stars1 month ago
We had a wonderful stay and would highly recommend this place to travelers who appreciate charm and character. Olimpia and her son Stefano were fantastic hosts — warm, attentive, and helpful with every detail of our stay. The location is exceptional, set in a historical villa that feels like a small private museum. The homemade breakfast, with fresh pancakes and croissants, was a lovely and thoughtful touch. That said, the house is delicate and full of history — it’s not for everyone, especially if you’re looking for something ultra-modern or hands-off. But if you enjoy places with soul, this is a gem. Thank you, Olimpia and Stefano!
Guest favourite
Hotel room in Monteroni d'Arbia
4.92 out of 5 average rating, 87 reviews

B&B in charming CASTLE with swimming pool

MarciaRating, 5 stars7 months ago
Our stay at the castle was very memorable. Our host was absolutely fabulous. His articulation, his caring for our individual needs every morning. He made a custom map for us and highlighted some areas that he felt we would enjoy us on a lot of locations. We probably wouldn’t have gone without his suggestions and it was just a real nice, pleasant visit

Bed and breakfast rentals with a patio

Guest favourite
Private room in Umbertide
4.95 out of 5 average rating, 44 reviews

B&B with stunning pool and views in rural Umbria

FranciscoRating, 5 stars2 weeks ago
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.
Private room in Figline e Incisa Valdarno
5 out of 5 average rating, 4 reviews

Double room in an old Tuscan country house

IlariaRating, 5 stars5 months ago
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!
Guest favourite
Private room in Pelago
4.95 out of 5 average rating, 21 reviews

New friends, in/outdoor space and privacy too!

MariaRating, 5 stars2 months ago
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
Guest favourite
Private room in Centro Storico
5 out of 5 average rating, 24 reviews

Room in Bed and Breakfast with garden (Quercia)

Yi FeiRating, 5 stars18 months ago
This is definitely a good choice for Florence, the host is very friendly, very welcoming, snacks and breakfast will be provided for guests
Guest favourite
Private room in Castiglion Fiorentino
5 out of 5 average rating, 9 reviews

B&B, detached cottage + terrace. Shared pool.

IsabellRating, 5 stars1 week ago
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.
Top Guest favourite
Private room in Cinigiano
5 out of 5 average rating, 67 reviews

Boho-Chic Room, Le Dune Rooms

ClaudineRating, 5 stars3 weeks ago
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!
Top Guest favourite
Private room in Muciafora
4.95 out of 5 average rating, 232 reviews

Enjoy Tuscany at La Corte Di Muciafora II.

AnnaRating, 5 stars6 months ago
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.
Top Guest favourite
Private room in San Miniato
4.97 out of 5 average rating, 70 reviews

Small Room for a Break

LauraRating, 5 stars2 weeks ago
Lavinia's solution is perfect for short (but not too short!) stops. The garden is fantastic, the common areas are welcoming. Lavinia and her mother are polite and caring people, but not intrusive at all. The room is perfect for resting and photos correspond exactly to reality. Thank you! PS the breakfast was… delicious!

Quick stats about bed and breakfast rentals in Montepulciano

  • Total rentals

    10 properties

  • Nightly prices starting at

    $133 NZD before taxes and fees

  • Total number of reviews

    170 reviews

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Duomo, Porta al Prato and Caffè Poliziano

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montepulciano
  6. Bed and breakfasts