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Bed and breakfast holiday rentals in Province of Siena

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Popular amenities for Province of Siena bed and breakfasts

Family-Friendly Bed and Breakfasts

Superhost
Private room in Montepulciano
5 out of 5 average rating, 10 reviews

Vicolo dell'Oste Suite for 4 with 2 rooms

ElizabethRating, 5 stars1 month ago
Great hosts, they made sure we were settled in properly!
Superhost
Hotel room in Pilli
5 out of 5 average rating, 3 reviews

Elegant suite with breakfast.

SeherRating, 5 stars24 months ago
We loved our stay. Pierre was so attentive and the place was immaculate. Plus the breakfast was absolutely amazing.
Guest favourite
Private room in Poggibonsi
4.89 out of 5 average rating, 116 reviews

B&B Cimamori in the hearth of Tuscany - Blue Room

MatthiasRating, 5 stars9 months ago
Warm hosts. We felt super comfortable and our dog was also warmly welcomed everywhere. The house is super nice and nicely furnished. Our room was clean, had great furniture and a cozy bed. There was also air conditioning and a fan. The house is located on a road. With closed windows and air conditioning, however, nothing is noticeable here. The breakfast was super delicious. (Mostly sweet) Coffee with warm milk was also available. Sausage came from our own butcher shop. (One house away) Large garden available, but we did not use it. Ideal starting point for the Chianti region, as well as beautiful mountain villages such as San Gimignano and Volterra. We felt super comfortable and the communication was always fast, super nice and very warm. We'll be back.
Superhost
Private room in Montepulciano
4.73 out of 5 average rating, 11 reviews

Tenuta Argiano a Montepulciano Master Bedroom

JojoRating, 5 stars3 weeks ago
This bed & breakfast was just so adorable! What I loved most though, was the host! I only stayed for 2 nights and because I arrived late in the evening / left very early in the morning, I didn't meet Olimpia until my last night when i got home late from dinner and she and others (either family or other guests) were enjoying wine in the common area. She immediately invited me to join and was just so warm and welcoming. Outside of that encounter, she was very communicative and helpful the whole time. My room was spacious and clean; shower was hot and great pressure. I felt safe the whole time. I loved this house because not only is it beautiful but it clearly has so much history. Very cool experience and would recommend to anyone! Also, you definitely need a car to stay here!
Superhost
Private room in Civitella Marittima
4.75 out of 5 average rating, 4 reviews

Double room, Le Scale

NicolòRating, 5 stars26 months ago
Our stay turned out to be better than we could have expected, Chiara was available and attentive to all our needs from the beginning. The room had impeccable cleanliness and the airbnb is immersed in nature, surrounded by cows, horses, cats and other animals that help make your stay in the Tuscan countryside even more relaxing. The breakfast is exceptional: plentiful and with lots of homemade products (the best pear jam we've ever tasted!). We recommend it to everyone and as soon as we have the opportunity to return to Tuscany, we will be sure where to stay! Thanks again to the hosts for how they made us feel during our vacation =)
Superhost
Private room in Monteroni d'Arbia
4.82 out of 5 average rating, 124 reviews

Charming Double Room in Stunning Tuscany - Siena

JelenaRating, 5 stars20 months ago
Maddy's place was amazing, easy to find and well instructed. House was dreamy and exactly like in pictures. It is just 20 minutes away from Sienna and an hour from Montepluciano, Pienza and Montalcino (you can visit all them in one day). Sightseeing is just as in the movies, real Tuscany!
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 Monticchiello
4.85 out of 5 average rating, 20 reviews

in Val d'Orcia rooms for 6 people

NourRating, 5 stars22 months ago
Very nice stay. She made us breakfast every morning and it was delicious. We struggled in the beginning with check in with the language barrier but it worked out perfectly fine. The place was as described, very clean and conveniently located. Her garden is very beautiful and we enjoyed mornings there.

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Civitella in Val di Chiana
4.89 out of 5 average rating, 19 reviews

B&B La Loccaia - Bue room

ClaudioRating, 5 stars10 months ago
Great location surrounded by Tuscany, very spacious rooms and common areas. Very nice and super kind host, I would have stayed much more than one night honestly.
Guest favourite
Private room in Villa a Sesta
4.93 out of 5 average rating, 30 reviews

Room with a breathtaking view and spa

MorganRating, 5 stars2 weeks ago
AMAZING B&B in Tuscany. Very clean and great amenities (outdoor pools, 1hr daily use of jacuzzi and relaxation rooms, included breakfast with coffee, eggs, pastries). We tried the cooking class in their restaurant and it was a great experience. This place is family run and they make you feel at home, Giulia especially was incredible. She helped us with local recommendations for things to do and winery tours nearby. She even went as far to help us book activities as our phones calling service was not working. 10/10 recommend
Top Guest favourite
Private room in San Gimignano
4.96 out of 5 average rating, 83 reviews

B&B Villa Baciolo-Room with Breakfast (2)

MarleneRating, 5 stars2 weeks ago
Villa Baciolo was truly enchanting. The rooms were spacious and beautifully decorated, with fantastic bathrooms and a peaceful, serene atmosphere throughout the property. Sandra, her sister, and their entire family were incredibly kind and always available when needed. The complimentary breakfast each morning was a delight—fresh juice, local fruits, pastries, yogurt, and cereal. In the evenings, we enjoyed drinks from the bar and dinner onsite while taking in the unforgettable view of San Gimignano’s medieval skyline. This place holds a special place in our hearts. My husband and I will never forget the warmth of the people—or their fluffy dog Ada! Highly recommend booking this gem.
Guest favourite
Private room in Asciano
5 out of 5 average rating, 6 reviews

Tuscany Room/private bath in the Crete Senesi

CamillaRating, 5 stars1 week ago
Patricia is a wonderful host. She was extremely helpful in providing us with directions to get there and waiting for us on our arrival. He prepared a really good breakfast (that alone is worth staying here!) The room was beautiful and in an equally beautiful area, even the shared kitchen was very tidy and clean. We had a great time, we will definitely be back!
Guest favourite
Hotel room in Arezzo
4.9 out of 5 average rating, 122 reviews

B&B La Casina di Iris

TobyRating, 5 stars11 months ago
A little hard to find the right driveway, but hosts were extremely helpful and came out to assist. The unit was lovely, the hosts friendly and helpful. Highly recommended.
Private room in Montepulciano
4.91 out of 5 average rating, 54 reviews

Green Suite in the historic center of Montepulciano

PeterRating, 5 stars1 month ago
The house is a treasure trove of beautiful Italian antiques. The home itself is an incredibly well preserved piece of history. Its proximity to parking and restaurants make it an ideal spot for a single night stop over or a few days in the beautiful ancient walled city. Strongly recommend a glass of wine on the roof terrace at sunset! Magical.
Top Guest favourite
Private room in Chianciano Terme
5 out of 5 average rating, 11 reviews

Agriturismo Humile - Suite "Terratonda"

TriciaRating, 5 stars9 months ago
I’ve traveled extensively, stayed at Ritz Carlton’s…this family owned wine farm has by far, the most attention to every detail. Love and a great deal of work (they renovated and built every item themselves). From the interior design to the homemade breakfast, everything from the farm to the sincerity of their hospitality and treated me like family…even more so. I’ve fallen in love with the location and the family and hope to return many times. The location is very convenient as well to drive all throughout Tuscany. I cried when I left the entire 20 minutes to drop off my car and most of the train ride to Rome as it touched my heart so deeply.
Private room in Vitignano
5 out of 5 average rating, 4 reviews

Cipresso Room in Chianti B&B Design

GurjotRating, 5 stars4 months ago
Marco is super kind and friendly - he was there to greet me and was really helpful with local recommendations. The included breakfast was also delicious! The place itself was very quiet and gave a classic Tuscan feel with a modern interior! Really enjoyed my stay here and would love to stay again! Thanks!

Bed and breakfast rentals with a patio

Private room in Panzano
5 out of 5 average rating, 4 reviews

Chianti Red 2

SherriRating, 5 stars8 months ago
We had a lovely stay!! We received a warm welcome and was taken care of beautifully in the morning!! Would absolutely stay again ❤️
Private room in Massa Marittima
5 out of 5 average rating, 5 reviews

Il Venaio b&b - ROVERELLA SUITE

LauraRating, 5 stars9 months ago
Rita and Andrea are lovely hosts. It was a pleasure to spend time with them. The accommodations are absolutely beautiful. Breakfast served in the morning consisted of homemade cakes, yogurt, fruit and coffee.
Guest favourite
Private room in Siena
5 out of 5 average rating, 7 reviews

Il Lavandeto-Rooms with private bathroom

MirkoRating, 5 stars3 months ago
Wonderful experience, Alessandra was very kind and very helpful in accommodating our requests. Beautiful and thoughtful accommodations immersed in a small paradise where relaxation reigns supreme. We'll definitely be back for another bike ride through the Sienese hills.
Guest favourite
Private room in Castiglion Fiorentino
5 out of 5 average rating, 9 reviews

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

IsabellRating, 5 stars4 days 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 stars2 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.
Private room in Arezzo
4.86 out of 5 average rating, 7 reviews

Downtown B&B with rooftop terrace

JohanaRating, 5 stars30 months ago
Great service and friendliness and location. Elena is always ready for any questions or requests with each guest. Thanks
Private room in Castelnuovo Berardenga

Eufrosia Room - La Gazzara

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