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Bed and breakfast vacation rentals in Province of Siena

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Popular amenities for Province of Siena bed and breakfast rentals

Family-friendly bed and breakfast rentals

Superhost
A room features a spacious bed adorned with a light green coverlet, complemented by two rolled towels. A decorative arrangement of dried flowers is placed on a small table, while soft natural light filters through sheer curtains covering the window.
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
A spacious room features a large bed adorned with a patterned coverlet. An antique wardrobe reflects soft lighting from a nearby lamp. A comfortable seating area includes a red sofa and a small table. A window showcases views of the surrounding countryside.
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.
Superhost
A rustic stone building showcases traditional Italian architecture, featuring arched windows and a tiled roof. Vibrant flower pots are arranged in the foreground, surrounded by lush greenery. The structure is set against a clear blue sky, reflecting the charm of the Tuscan countryside.
Private room in Bucine
4.9 out of 5 average rating, 41 reviews

Charming B&B for a romantig getaway

NatallyRating, 5 stars3 weeks 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!
Superhost
A refreshing outdoor swimming pool sits in the foreground, surrounded by sun loungers and umbrellas. In the background, a rustic stone building features wooden shutters and a terrace with dining furniture. Lush greenery and trees create a serene environment.
Private room in Civitella Marittima
4.75 out of 5 average rating, 4 reviews

Double room, Le Scale

NicolòRating, 5 stars25 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
A cozy bedroom is shown with a wrought-iron bed adorned with floral bedding and a warm throw. Wooden beams enhance the ceiling, while natural light filters through two windows adorned with lace curtains, adding to the serene ambiance. A wooden dresser is visible against the wall.
Private room in Monteroni d'Arbia
4.82 out of 5 average rating, 124 reviews

Charming Double Room in Stunning Tuscany - Siena

JelenaRating, 5 stars19 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!
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.
Superhost
Private room in Montepulciano
4.75 out of 5 average rating, 60 reviews

Lovely room in ancient Tuscany Farmhouse

JeremieRating, 5 stars3 weeks 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 favorite
A dining setup is prepared outdoors, featuring woven placemats and decorative plates. Glasses of orange juice and a basket with pastries are arranged on the table, framed by a garden view that includes the distant skyline of San Gimignano under a bright blue sky.
Private room in San Gimignano
5 out of 5 average rating, 9 reviews

Room with parking near the center BeB Il Fienile

YvonneRating, 5 stars8 months ago
What a fantastic b&b right outside the walls of San Gimignano. Francesca was an excellent host throughout our stay and made us feel very welcome from the start with great food and conversation. Her garden is the perfect oasis to sit with a wine and gaze at the countryside and the medieval town above. The space was so private and quiet but yet just a short walk from San Gim for an aperitivo and dinner after the crowds had left for the day. I would highly recommend some local adventuring on an e-bike with PF Bike just up the hill while staying at the b&b. Enjoy your stay!

Bed and breakfast rentals with breakfast

Guest favorite
An outdoor terrace is shown, featuring a large umbrella providing shade over a wooden dining table surrounded by chairs. The stone and stucco walls of the building create a rustic charm, complemented by potted plants and lush greenery nearby.
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 favorite
The bathroom features a modern glass shower enclosure and a sleek, wall-mounted sink. Natural light enters through a window, highlighting the neutral stone tiles and the warm wooden accents. A stylish light fixture and elegant wall sconce add a touch of charm to the functional space.
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.
Guest favorite
A charming rural estate is set against a backdrop of rolling hills, with vineyards and greenery encircling the courtyard. Sunlight bathes the stone building, highlighting its rustic features. The outdoor area includes a variety of plants and seating options, offering a serene environment.
Private room in Villa a Sesta
4.93 out of 5 average rating, 29 reviews

Room with a breathtaking view and spa

MorganRating, 5 stars1 week 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
Guest favorite
An outdoor seating area features a wooden table surrounded by six metal chairs. Two trees provide partial shade, and expansive views of undulating hills and open countryside are visible in the background under a clear blue sky.
Private room in Asciano
5 out of 5 average rating, 6 reviews

Tuscany Room/private bath in the Crete Senesi

CamillaRating, 5 stars3 days ago
Patricia is a wonderful host. She was extremely helpful in providing us with directions to get there and waiting for us upon 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 favorite
A Lavazza coffee machine is displayed prominently in the image. A small blue bowl, featuring a geometric pattern, is positioned atop the machine, holding coffee capsules. The machine's sleek design incorporates a control panel with easy-to-read buttons.
Hotel room in Arezzo
4.9 out of 5 average rating, 122 reviews

B&B La Casina di Iris

TobyRating, 5 stars10 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.
The rooftop terrace features a dining table surrounded by six chairs, offering a spacious area for relaxation. Potted plants and a decorative trellis enhance the outdoor space, providing a view of the surrounding rooftops and the historic town under a soft evening light.
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 favorite
A field of sunflowers is spread across the landscape, with their bright yellow petals facing the sunset. The sky is painted with soft hues of orange and purple, creating a serene backdrop against the rolling hills.
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.
A contemporary living area features a spiral staircase made of white material, leading to a glass-railed loft above. Natural wood floors complement the modern furniture, including a sectional sofa and a glass coffee table. Art pieces are visible on the walls, adding color to the space.
Private room in Vitignano
5 out of 5 average rating, 4 reviews

Cipresso Room in Chianti B&B Design

GurjotRating, 5 stars3 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

A spacious room is furnished with two beds, a wooden bench with decorative cushions, and a simple wooden chair. Natural light fills the space through a window adorned with a light green curtain. Framed artwork adds a touch of character to the walls.
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 ❤️
The stone farmhouse is set within a lush green lawn, surrounded by mature trees. Sunlight filters through the leaves, casting dappled shadows on the ground. Simple wooden benches and picnic tables offer outdoor seating options, creating an inviting space for relaxation and enjoyment.
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 favorite
A serene outdoor seating area is surrounded by a garden of lavender and various colorful flowers. A wooden pergola draped with light fabric offers shade over a small table and chairs. A tranquil landscape of rolling hills can be seen in the background.
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 responsive in accommodating our requests. Beautiful accommodation with attention to every detail immersed in a small paradise where relaxation reigns supreme. We will definitely be back for another bike ride in the Sienese hills.
Guest favorite
A charming detached cottage is nestled among vibrant flowering plants, showcasing a rustic stone exterior and a tiled roof. Lush greenery surrounds the entrance, and a welcoming pathway leads to the door, providing a serene atmosphere within the countryside landscape.
Private room in Castiglion Fiorentino
5 out of 5 average rating, 8 reviews

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

MarleenRating, 5 stars8 months ago
We stayed at the end of our two-week tour of Italy with Amanda in Tuscany. The peace and space you find here is fantastic. The cottage was super clean and nice and had everything we needed. The pool, the view and the surroundings were completely perfect to us. Thanks Amanda!
Top guest favorite
A stone-clad entrance is highlighted by a wooden door, set within a rustic porch. Two wooden chairs and a small table are positioned invitingly, creating an outdoor seating area that overlooks the natural surroundings.
Private room in Cinigiano
5 out of 5 average rating, 67 reviews

Boho-Chic Room, Le Dune Rooms

ClaudineRating, 5 stars1 week 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 favorite
An entry gate features a decorative wooden design, framed by rustic brick pillars. The structure is shaded by a terracotta-tiled roof, highlighting the stone façade of the nearby building. Lush vegetation is visible around the gate, creating a serene atmosphere.
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.
A well-lit bedroom features a spacious bed with a floral-patterned blanket. Light-colored curtains frame large windows, offering a glimpse of the outdoor view. A minimalist wooden desk and a small table with a lamp are positioned beside the bed, enhancing the room's functionality.
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. Thank you
An inviting bedroom features a spacious bed adorned with a patterned bedspread and accent pillows. Exposed wooden beams and a stone wall add rustic charm. Soft lighting enhances the intimate ambiance. A window is visible, allowing natural light to enter the room.
Private room in Castelnuovo Berardenga

Eufrosia Room - La Gazzara

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