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Holiday rentals with breakfast in Siena

Find and book unique Holiday Accommodation with Breakfast on Airbnb

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Popular amenities for Siena Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Guest favourite
Home in Bagnore
4.93 out of 5 average rating, 176 reviews

La Casa del Valle

LenaRating, 5 stars4 days ago
I immediately fell under the spell of the charming flowery facade decorated with a whole bunch of little curiosities☺️. I also loved the romantic room with the wrought iron bed and the classic-style wardrobe. Lovely! And Déborah is very available. Thanks to her.
Top Guest favourite
Home in Montepulciano
4.95 out of 5 average rating, 112 reviews

Casa Belmonte

MeganRating, 5 stars1 week 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.
Guest favourite
Home in Florence
4.91 out of 5 average rating, 183 reviews

Lovely downtown house with private garden

NicoleRating, 5 stars6 days ago
Lorenzo was an exceptional host. Very attentive, thoughtful, and full of great local recommendations. He checked in regularly to ensure we had everything we needed. If I could rate this place 15/10, I would! We had a rental car, and the location couldn’t have been better, just a 10-minute drive to everything, with convenient parking right in front of the house. Plus, the garden was absolutely stunning
Top Guest favourite
Home in Perugia
4.98 out of 5 average rating, 122 reviews

La Perla del Lago Holiday home

DonRating, 5 stars5 days ago
What a spot!! Stunning views and Saverio is an amazing host, waited to let us in personally and was super friendly 😃
Guest favourite
Home in San Piero a Sieve
4.9 out of 5 average rating, 110 reviews

Casa Amerigo, Countryhouse in Mugello

ElenaRating, 5 stars3 weeks ago
The country cottage is beautiful and well maintained. Easy to reach by car and located in a very quiet area. Tommaso was very kind, the house was clean and tidy and there was everything you needed. Recommended!
Top Guest favourite
Home in Bagno A Ripoli
4.95 out of 5 average rating, 139 reviews

Casetta Melograno – Cozy farmhouse in Chianti

JacobRating, 5 stars1 day 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.
Top Guest favourite
Home in Subbiano
4.99 out of 5 average rating, 82 reviews

Romantic cosy flat - Toscana Italy

JoeRating, 5 stars1 week ago
Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!
Guest favourite
Home in Caldine
4.94 out of 5 average rating, 154 reviews

Independent loft on the Florence's Hills

MarcialRating, 5 stars2 weeks ago
Simonetta made us feel truly at home—like a home away from home. Her place radiates peace and tranquility, offering a beautiful view of the countryside while being just a short and convenient train ride from Florence. The setting is perfect for relaxing and unwinding, yet close enough to explore the city with ease. My wife and I enjoyed every moment of our stay and would return without hesitation.

Apartment rentals with breakfast

Top Guest favourite
Apartment in Montepulciano
4.97 out of 5 average rating, 244 reviews

Casa Ricci Apartment in a 14th-century building

KayleRating, 5 stars1 week ago
Anna was one of the kindest hosts we have ever had the pleasure of meeting. She picked us up from the free parking lot so we wouldn’t have to walk uphill with our bags, helped us to the apartment, and provided recommendations for local activities and restaurants. The apartment itself was spotless and had the most beautiful view of the valley below. It is right down the street from the main piazza and was steps away from great restaurants. I would stay here again in a heartbeat!
Top Guest favourite
Apartment in Centro Storico
4.98 out of 5 average rating, 222 reviews

The warmth of a nest a stone's throw from Ponte Vecchio

MichaelRating, 5 stars6 days ago
Lovely place. Convenient location to walk to everything
Guest favourite
Apartment in Greve in Chianti
4.9 out of 5 average rating, 106 reviews

casa mezzomonte Apt Timo

JisunRating, 5 stars1 week 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.
Top Guest favourite
Apartment in Montepulciano
4.92 out of 5 average rating, 156 reviews

Romantic apartment in a quite place

MelissaRating, 5 stars3 days ago
We had such a lovely stay at Paolo's place in Montepulciano! The location was beautiful and the pool was a highlight! They also had a little playground which was great for our toddler. Paolo was very welcoming and gave great recommendations for places to eat. They grow olive trees on the property, so they provided a little bottle of homemade olive oil in the kitchen, which was delicious! Thanks for having us and we hope to come back in the future!
Guest favourite
Apartment in Centro Storico
4.88 out of 5 average rating, 388 reviews

Ponte Vecchio Luxury View Suite

JackRating, 5 stars2 weeks ago
I was alone and stayed for seven nights and found it be a great place. Its location just near the Ponte Vecchio, yet in a quieter part of town, is ideal. There are several good restaurants within a few minutes walk. The main room, which is just big enough to accommodate a large bed, a sofa, a table for two and a credenza has large windows with views of the Arno to the Ponte Vecchio. The air-conditioner works very well. The bathroom and kitchen were clean and while I did not cook, I imagine that it would be serviceable for anyone who wishes to. All in all, Cosimo's place can be recommended.
Guest favourite
Apartment in Castellina in Chianti
4.9 out of 5 average rating, 117 reviews

Casa Tatini your house in Chianti

LindaRating, 5 stars5 days ago
Great place!! Great location: city with many restaurants and supermarket within 10 minutes' walk. Siena 30 min, Florence 1 h. The pool and outdoor area is very nice and quiet. We even had the pool to ourselves :) The landlords are very nice and helpful! The place is very clean. Unfortunately, only the bed was sagging.
Top Guest favourite
Apartment in Gambassi Terme
4.95 out of 5 average rating, 271 reviews

Casa Giulia on Via Francigena

EleonoraRating, 5 stars2 weeks ago
We chose Casa Giulia because it is located a short distance from the beautiful villages of Tuscany (Volterra, Certaldo, San Gimignano, etc). We had a perfect stay in this house, which turned out to be a real haven of peace. Since our arrival we have been greeted by Franco with great kindness and helpfulness: everything was taken care of in detail, clean and ready to make us feel right at home! We will definitely be back!! Thank you Franco

Bed and breakfast rentals with breakfast

Top Guest favourite
Hotel room in Badia a Passignano
4.97 out of 5 average rating, 148 reviews

B&B Torre di Badia-Room 5 "Galileo Galilei"

KristinaRating, 5 stars2 weeks ago
My husband and I had the most incredible stay at Francesca’s B&B! Not an exaggeration that this is the most beautiful place I have ever been. Historic and authentic, with modern updates. The rooftop terrace is absolutely breathtaking and a great spot to watch the sunset over the vineyards. There are several restaurants right next door to the b&b, Divino, osteria di passignano, and Scuderia, all are fantastic and the osteria has a well deserved Michelin star. Breakfast was served every morning where you have a table reserved for your stay. Francesca was very friendly and responsive if we needed anything at all. We will absolutely be back!!
Guest favourite
Hotel room in Siena
4.88 out of 5 average rating, 141 reviews

Camera Diamante B&B Le Aquile in the heart of Siena

MireyaRating, 5 stars2 weeks ago
This BnB is incredibly charming and beautiful. Though we were only in Siena for a day, we wish we could’ve spent more than a night here! The vintage feel is curated so well. Our suite had the bathroom outside our room which we originally thought may be an inconvenience but was not a problem at all! Highly recommend!
Guest favourite
Private room in Buonconvento
4.88 out of 5 average rating, 106 reviews

"Olmo Room" Agriturismo Quarantallina

JasmineRating, 5 stars2 days ago
We absolutely loved our stay at Serena’s! Beautiful location, fantastic views and a lovely host. Serena was very accommodating and we felt right at home (plus her dinners and breakfasts were delicious!). Would definitely love to come back!
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!
Apartment in Monteriggioni
4.57 out of 5 average rating, 401 reviews

Santa Caterina b&b Monteriggioni

GiadaRating, 5 stars2 weeks ago
Beautiful location and super host! Highly recommended, suitable for large families or groups of friends... hearty breakfast and good "like at home" 🤗
Top Guest favourite
Guest suite in Volterra
4.97 out of 5 average rating, 73 reviews

Black Iris Wood

AmkeRating, 5 stars9 months ago
For us, it was the perfect place to stay! Maria is very hospitable and communicative. The Airbnb is really nice and the breakfast was perfect (also very great for vegetarians). We felt really comfortable. A big thank you and definitely to be recommended. Arrived by bus and walked from Volterra and found it great (but are also very athletic). There were great hiking trails in the area and generally it was really nice and quiet!
Top Guest favourite
Private room in Scandicci
4.91 out of 5 average rating, 374 reviews

Chianti's Hill Home near Florence

AmberRating, 5 stars1 week 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, 388 reviews

Casanova di Pescille farm hause in San Gimignano

RyanRating, 5 stars4 days ago
From the moment we arrived we were welcomed by Dileta and made to feel right at home. I highly recommend staying here, particularly as a couple. The food available for breakfast and evening meal was amazing. The self service bar was a pleasant feature and the swimming pool was outstanding. Can’t say enough good things, and even when we had an issue with the A/C it was resolved promptly. A lovely family feel to the property and a what I really wished for visiting Tuscany.

Quick stats about holiday rentals with breakfast included in Siena

  • Total rentals

    100 properties

  • Nightly prices starting at

    $17 NZD before taxes and fees

  • Total number of reviews

    4.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

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