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Bed and breakfast vacation rentals in Casentino

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Casentino

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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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, 460 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, 249 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!

Superhost
A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.
Home in Florence
4.89 out of 5 average rating, 802 reviews

TREEhouse/casaBARTHEL

casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

Guest favorite
Private room in Bagno A Ripoli
4.98 out of 5 average rating, 98 reviews

Airone blu B&B -summer pool, jacuzzi in Florence

Discover the exquisite Majestic Suite within Villetta dei Fagiani, a sanctuary of opulence elevated on hilltops, offering rare 270-degree views of enchanting surrounding towns. This elegant retreat harmoniously combines historic allure with contemporary comforts, delivering an aristocratic experience for discerning travelers. Immerse yourself in the rich tapestry of Tuscany, where every detail echoes sophistication and splendor. Shuttle service / Food & Drink available on site. Free parking.

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
4.78 out of 5 average rating, 105 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 Casciano In Val di Pesa
4.97 out of 5 average rating, 153 reviews

Tuscan Bed & Breakfast | Chianti Vineyard Hilltop

Near the tourist sites of Florence, Siena, Volterra, Pisa, Lucca and minutes from the local town of San Casciano filled with restaurants, wineries, shops, and gelato. This 17th century charming farmhouse sits on top of a local Chianti vineyard. Enjoy private gardens and views of Chianti vineyards off the outdoor patio. A traditional Tuscan breakfast is served every morning. Paintings are for sale at the property. Some pictures are on our listing. 4 total listings with this property.

Top guest favorite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 130 reviews

Tofanello Turquoise Luxury with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

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
4.94 out of 5 average rating, 17 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.

Guest favorite
A well-appointed sleeping area features a spacious bed adorned with a patterned duvet. Soft pillows provide comfort, and a bedside lamp offers warm illumination. Exposed wooden beams add character to the ceiling, and a framed artwork is displayed on the wall.
Farm stay in Terranuova Bracciolini
4.96 out of 5 average rating, 67 reviews

Charming B & B in Tuscany farmhouse

Apartment immersed in nature, with a large private garden and the Ciuffenna stream. Ideal for relaxation and romantic getaways. Private parking. 300m from the provincial road. Features: 3 rooms (no kitchen) Uncontaminated nature Private garden Stream Parking Perfect for: Couples Nature lovers Relaxation Extras: Sheets and towels included. Free Wi-Fi. Pets allowed. Keywords: Relax, Nature, Garden, Stream, Parking, Romantic

Guest favorite
A cozy sleeping area is defined by exposed stone walls and wooden beams. A spacious bed with a patterned quilt is complemented by a bright striped armchair. Natural light enters through a glass door, leading to an outdoor view of greenery.
Private room in Ortignano Raggiolo
4.84 out of 5 average rating, 128 reviews

Studio in traditional Casale Lastri in the forest

Independent studio in a former wine cellar of a traditional Tuscan house from 1862, surrounded by beautiful forest and nature. Includes a bathroom and kitchenette, plus one extra sofa bed. Pets and children welcome. Please note: The 1 km access road is unpaved and uphill—generally fine for most cars in good weather, but particularly low cars may have difficulty. Local stay tax: €2 per person per night, paid upon arrival.

Top guest favorite
Private room in Reggello
4.97 out of 5 average rating, 253 reviews

il Maraviglio b&b in the heart of Tuscany

Beautiful room in an original Tuscan Country house placed in the middle of the wonderful nature of central Tuscany. Close Firenze Arezzo and Siena , in the border of Chianti region, Immersed in the Tuscan countryside, the crossroads of some of the finest attractions of the region,, il Maraviglio is a B&B born from the love for the country and the wish to share its beauty.

A modern structure with large glass walls displays a tranquil interior. A shaded outdoor area is furnished with a decorative parasol and seating, surrounded by vibrant flowers. The building is set against a backdrop of lush green hills under a clear blue sky.
Tiny home in Cesena
5 out of 5 average rating, 3 reviews

Respiro Glamping Absolute privacy, only one room

A little slice of heaven in the green hills of Cesena. Here, in a very exclusive home, you can live a unique experience of comfort and tranquility, in the middle of nature. Respiro Glamping is the poetry of small things, a place far from everyday life, where you can get lost and then find yourself in the silence and music of nature. Privacy, comfront e relax

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