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Holiday rentals with breakfast in Province of Siena

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Popular amenities for Province of 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 stars6 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.
Superhost
Home in Siena
4.81 out of 5 average rating, 54 reviews

Siena house with private garden 300m from the center

JasonRating, 5 stars2 days ago
Absolutely exceeded my expectations. The space had everything I needed and more—clean, well-equipped, and incredibly comfortable. The location was perfect, right in the heart of everything. I couldn’t have asked for a better stay. I’ll definitely be coming back next year!
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 Cavriglia
4.97 out of 5 average rating, 33 reviews

La Casa del Briga

AngelicaRating, 5 stars2 days ago
We stayed for 6 days in this beautify renovated home, private and with amazing views. Kitchen had everything you need to feel right at home and had lots of goodies that we enjoyed. Monia and her daughter are amazing hosts, always there to answer any question and provide suggestions We will definitely go back
Superhost
Home in Civitella in Val di Chiana
5 out of 5 average rating, 5 reviews

house for 4 people

MelanieRating, 5 stars10 months ago
Grazie mille / best Place to be
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) 🔝
Top Guest favourite
Home in Badia a Ruoti
4.98 out of 5 average rating, 48 reviews

Il Casone - Country house with pool & wide garden

LizRating, 5 stars1 month ago
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert
Top Guest favourite
Home in Montepulciano
4.95 out of 5 average rating, 20 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!

Apartment rentals with breakfast

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 starstoday
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!
Guest favourite
Apartment in Monteriggioni
4.82 out of 5 average rating, 28 reviews

Open space Country House in Monteriggioni - Siena

Hémeury Rating, 5 stars1 week ago
Excellent accommodation, 10 minutes from Siena and in a very pleasant and beautiful countryside! Great for a family stay! Breakfast is excellent and the hosts are very responsive and lovely! I recommend it!
Top Guest favourite
Apartment in San Gimignano
4.97 out of 5 average rating, 220 reviews

Casa Irene

DanielRating, 5 stars2 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.
Guest favourite
Apartment in Montepulciano
5 out of 5 average rating, 10 reviews

Cute little apt in Montepulciano, Private Parking

AaronRating, 5 stars5 days 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, 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.
Superhost
Apartment in Arezzo
4.76 out of 5 average rating, 105 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.
Superhost
Apartment in Siena
4.87 out of 5 average rating, 162 reviews

CASA CHICCO

LauraRating, 5 stars1 week ago
The place was everything we expected; the decoration was very traditional, we had an incredible view of the vineyards and we were also relatively close to the center... you can rest very well because the rooms completely block out the light and there is no noise. Alessandro was always very kind and attentive to what we needed, he greeted us with snacks and coffee. We would definitely return!
Top Guest favourite
Apartment in Montepulciano
4.92 out of 5 average rating, 156 reviews

Romantic apartment in a quite place

MelissaRating, 5 stars5 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!

Bed and breakfast rentals with breakfast

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.
Guest favourite
Private room in Monticchiello
4.89 out of 5 average rating, 143 reviews

Vacations in Val d'Orcia

JulietRating, 5 stars1 week 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.
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 stars3 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
Hotel room in San Gimignano
4.94 out of 5 average rating, 174 reviews

Charming farmhouse B&B rooms

AmitiRating, 5 stars2 months ago
Great location and great place to stay. The views from the rooms were amazing.Steven was a great host and gave us good recommendations for local restaurants. The place is very calm and quiet and it was a very enjoyable stay.
Guest favourite
Private room in Buonconvento
4.88 out of 5 average rating, 106 reviews

"Olmo Room" Agriturismo Quarantallina

JasmineRating, 5 stars4 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!
Guest favourite
Private room in Siena
4.88 out of 5 average rating, 104 reviews

Buonenotti B&B "Contrasti"

MirjamRating, 5 stars1 week ago
We have enjoyed our weekend at Alessandra's place very much. The view from the balcony - where we used to have breakfast - was marvellous! Delicious breakfast and the coffee. The place is easy to reach from the centre by bus or on foot (about 20 minutes) and we enjoyed the calm surroundings (we have slept very well)! Communication with Alessandra was very easy and friendly and she made us feel very welcome. Thanks so much!
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" 🤗
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 stars2 days 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.

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