Bed and breakfast vacation rentals in Siena

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Top-rated bed and breakfast rentals in Siena

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Guest favorite

A charming rustic stone cottage is set amidst a scenic landscape, featuring two entrance doors. A gravel area in front is adorned with flower pots and a small table with chairs, surrounded by lush greenery and open fields extending towards the horizon.

Bed and breakfast in Proceno

4.97 out of 5 average rating, 219 reviews

Agriturismo Le Spighe 2 cottages BB

Agriturismo Le Spighe is a B&B located in a strategic location to visit so many interesting places in central Italy: Rome, Siena, Orvieto, Assisi, Florence, mountain, lake and mediterrean Sea can be reached in about 1 hour. Our location, in the middle of Tuscan countryside, offers the possibility of hiking, biking and horseback riding, enjoying the Fonteverde Spa or relax in the Internal garden in a calm and ancestral atmosphere. Agriturismo is part of a family farm that can offer you the possibility to enjoy country life, exploring agricoltural themes and also harvest and eat biological products such as Saffron, blackberries, raspberries, asparagus, cherries, walnuts, corn and many others. As we mentioned breakfast, we mean thet into the cottage you're going to find all the essential to prepare thje breakfast by yourself: coffee, milk, tea and bread. There are 4 cottages for a total of 6 apartments (on two AIRBNB listings): 1- San Giustino: 2 Apartments each one is composed by 2 bedrooms, living room with sofà-bed and fireplace, fully-equipped kitchen and bathroom. 2- San Giuseppe: 1 Apartments composed by 2 bedrooms, living room with sofà-bed and fireplace, fully-equipped kitchen and bathroom. 3- Vigneti-Rosa: 2 Apartments each one is composed by bedroom, living room with sofà-bed and fireplace, fully-equipped kitchen and bathroom. 4- Fienile: 1 Apartments composed by 1 bedroom, living room with sofà-bed and fireplace, fully-equipped kitchen and bathroom. Each apartment is equipped with: Bed Linen Included Towels Included Cot High Chair fully-equipped kitchen heating Kitchen Washing Machine LCD TV Barbecue Wood Seasonal fruits and vegetables Ask for availability even if in Airbnb appear N/A, we can arrange an accommodation in one of our 4 cottages.

Top guest favorite

A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.

Farm stay in Ruscello

4.99 out of 5 average rating, 446 reviews

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. A basic Italian breakfast (coffee, tea, milk, biscuits, etc.) is included, but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 for 5 to 15 years, free for children under 5 years). EV wallbox available.

Guest favorite

A scenic view captures a hillside vineyard with neatly arranged rows of grapevines. Olive trees dot the landscape, leading to a rustic farmhouse in the foreground, while the skyline of San Gimignano rises against a clear blue sky in the background.

Farm stay in San Gimignano

4.84 out of 5 average rating, 242 reviews

Montegonfoli 5 apartment in farmhouse, 4+2 guests

Comfortable apartment for 4 adults and 2 babies under 12yo, in San Gimignano countryside, in a resort/farmhouse. Here in Montegonfoli you can spend a vacation in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful attractions of the world. First floor with amazing views on San Gimignano and Chianti Hills. No aircon, but every bedroom has a large fan for the few hot nights we are getting in July/August. We usually have 15°C!

Top guest favorite

An outdoor garden space is available with a wooden dining table surrounded by four red folding chairs. A swing seat is positioned nearby under a canopy, while greenery provides a natural backdrop. Bicycles can be seen resting beside the garden, enhancing the inviting outdoor setting.

Private room in Poggibonsi

4.95 out of 5 average rating, 532 reviews

Ensuite room between Siena and Florence

Strategic location ideal base to discover all Tuscany: Siena, San Gimignano, Chianti! Shared cozy garden, fast wifi, 2 bikes at your disposal. This ensuite bedroom is one of the unique 2 distinguished rooms that we rent in our small family guest house. Perfect place for those who travel by transportation and by car as well. Main bus stop and train station just 10 minutes walk. All the area is free parking and super safe. Good pizzas, restaurants, grocery, every kind of shop at walking distance

Superhost

A serene outdoor area is presented with two wooden chairs facing a beautiful landscape. Near the chairs, a small table holds two glasses of red wine. A stone barbecue area is visible in the background, surrounded by lush greenery and potted flowers.

Apartment in Monte San Savino

4.79 out of 5 average rating, 101 reviews

Tuscany Apartment -IL GRANAIO -Loc.Ceppeto

The Villa takes its name from the numerous Robinia plants by which it is surrounded The typical Tuscan furnishings are particular, each apartment has a private area for lunches and dinners and relaxation areas, has use of the swimming pool and barbecue area, internet, satellite TV, the view is unmistakable and wonderful both day and night , 20 minutes walking you can reach the village of Monte San Savino where there are all types of shops with Tuscan delicacies, restaurants and pizzerias

Guest favorite

Private room in San Gimignano

4.92 out of 5 average rating, 212 reviews

Il Vicario double room

Originally built in the 1300’s, this beautiful Tuscan rectory is surrounded by a patchwork tapestry of undulating tuscan hills, and is located 4km’s outside the historical walled village of San Gimignano. Il Vicario, the old Vicar’s house, was restored with care, maintaining it’s true style and character. The original stone ceilings and floors have been maintained. We offer you 4 beautiful, tranquil rooms, all with private bathrooms, and a spacious apartment with breathtaking views.

Guest favorite

Private room in Buonconvento

4.89 out of 5 average rating, 118 reviews

"Olmo Room" Agriturismo Quarantallina

Experience the magic of the Tuscan countryside in this beautiful double room with private bathroom. Furnished in typical Tuscan style, equipped with air conditioning and Wifi is the ideal place to spend your holidays. The magnificent panoramic pool in the garden is at your disposal as the rest of the outdoor relaxation areas. Enjoy the special atmosphere of our shared lounge and savour the taste of Tuscan cuisine with our breakfast included. Come to discover Tuscany!

Guest favorite

The image showcases a rustic stone building, formerly a mill, surrounded by lush greenery and trees. A gravel pathway leads to the entrance, where wooden windows add character. The setting is peaceful, enhanced by natural light filtering through clouds above.

Hotel room in Barberino Val d'Elsa

4.98 out of 5 average rating, 107 reviews

Room in the Argenna Mill, Chianti, Tuscany

Il Mulino dell 'Argenna is an enchanting place in the heart of Chianti, immersed in the green of the woods, with a beautiful park of one hectare and a large pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature. At your disposal is an independent room with an equipped private bathroom and a common room where breakfast is served. The accommodation is in a quiet area, but you need a car to get around.

Top guest favorite

The stunning landscape captures a rural Tuscan estate during sunset, surrounded by rows of vineyards and olive trees. The property features a charming two-story building with a terracotta roof, nestled amid the lush greenery under a colorful sky.

Farm stay in Castiglion Fiorentino

4.92 out of 5 average rating, 13 reviews

Podere Il Belvedere Farmhouse - Il Cipresso

Podere Il Belvedere is a charming estate located in Castiglion Fiorentino, just 15 minutes from Cortona. The property features seven well-equipped apartments, each with a living room and kitchenette. Guests can enjoy a pool area with gazebos and sunbeds, a barbecue area, and free parking. With its stunning views, proximity to Tuscany’s art cities, and activities like wine tastings or cooking classes, it’s perfect for a memorable holiday.

Top guest favorite

A serene swimming pool reflects the surrounding greenery and a charming stone building at twilight. Soft lighting highlights the pool area, while comfortable seating is arranged nearby. Lush hedges provide privacy, creating a peaceful ambiance for relaxation.

Hotel room in San Gimignano

4.94 out of 5 average rating, 406 reviews

Casanova di Pescille farm hause a San Gimignano

Casanova di Pescille farmhouse has 8 rooms (Bed & Breakfast) and one apartment for 2 persons. In the apartment and in each room you will find: private bathrooms, hairdryer, telephone with direct external line, satellite television air conditioning or self-heating, safety-box Wi-Fi free There are also a solarium and a panoramic garden, a swimming-pool, parking and a characteristic restaurant Saffron by Casanova di Pescille.

Guest favorite

Private room in Poggibonsi

4.88 out of 5 average rating, 119 reviews

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

Our B&B in an ideal location to visit Siena, San Gimignano, Monteriggioni, Certaldo. We are more than happy to help you with booking restaurants in the nearby towns and we are ready to give you all the information you may need to travel around Tuscany. There is a private parking for your car in front of the house and you can take your dog with you. Our family is dog friendly as we are bulldog lovers.

A rustic building reveals a warm stone façade, with sunlight casting gentle shadows. A flight of steps leads to the entrance, bordered by vibrant lavender and lush greenery. Red flowers create a lively contrast, enhancing the natural beauty of the surrounding garden.

Apartment in Monteriggioni

4.58 out of 5 average rating, 414 reviews

Santa Caterina b&b Monteriggioni

3 km from Siena and 56 km from Florence Easily reached from the Badesse exit of the Palio highway (FI_SI). Ideal starting point for excursions in the Sienese countryside and throughout the province. Its affordable prices, clean rooms, wifi connection, informal and courteous atmosphere, strategic location and excellent value for money make it suitable for families and a young, informal clientele.