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Bed and breakfast vacation rentals in Montepulciano

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Top-rated bed and breakfast rentals in Montepulciano

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The exterior of a rustic stone building is showcased, featuring two wooden doors and a central archway. Potted plants line the entrance, adding greenery. A wooden bench is positioned on a stone platform, with steps leading to the main door, framed by a serene countryside backdrop.

Bed and breakfast

4.91 out of 5 average rating, 186 reviews

Stone Cottage Agriturismo Le Spighe

Come on and eat as many cherries you want directly on trees! 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.

A vast landscape stretches across the scene, featuring lush green fields and distant mountains under a partly cloudy sky. A natural pool can be seen in the foreground, surrounded by trees and lounge chairs, offering a serene outdoor retreat.

4.89 out of 5 average rating, 9 reviews

B&BG ancient villa, farm, shared bath,Siena10min

In an ancient fortress and organic farm,Siena10min by car,25 min by bus.Village within walking distance.Bedroom at second floor(no elevator)w/shared bathroom.Original antiques and frescos,for lovers of authenticity and history. Not for lovers of modernity,no hotel services,no tv in the bedroom,no a/c but fan.Wifi works in the common areas.Bio-lake/natural pool,breathtaking views,breakfast.Agri-restaurant open in the weekend,other restaurants nearby.Wines and extraVirginOliveOil of our production

An aerial view captures the 17th century farmhouse nestled among rolling Chianti vineyards. The vibrant green fields are lined with orderly rows of grapevines, while the surrounding hills create a picturesque backdrop, showcasing the expansive landscape of Tuscany.

4.96 out of 5 average rating, 135 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.

A charming stone building is surrounded by manicured gardens featuring vibrant flowers and well-maintained greenery. A decorative planter sits in the foreground, while a large tree provides shade nearby. The inviting outdoor space is complemented by a clear blue sky.

5 out of 5 average rating, 7 reviews

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

Our farmhouse is surrounded by vineyards, olive groves and wonderful views. We offer two apartments in the main building and small detached cottage. with shared pool, which opens mid May to mid October. For guests who stay in La Capannina our small converted barn with terrace, breakfast is available on request. Independent of the main farmhouse this little cottage offers a very comfortable double bedroom and en-suite shower room. Tea and coffee making facilities are provided.

A serene pool area is surrounded by lush greenery, featuring comfortable loungers with umbrellas for shade. The clear water of the pool reflects the sky, providing a relaxing atmosphere for guests to unwind in the inviting garden.

5 out of 5 average rating, 3 reviews

Casale La Gora, Charming B&B: Usignolo Suite

Superior room with double bed, large bathroom and corridor between bathroom and bedroom (Total area 33 sq m). Exclusive furniture for the Nightingale room. The hot/cold air conditioning of the rooms is continuous, both in winter and summer, guaranteeing a high level of comfort. through sensors present in every room. The room can comfortably accommodate up to 4 people using 1 extra bed, with an extra price. Breakfast included in the price. Contact us to bring your pet.

The exterior of the eco-friendly barn is showcased, featuring a blend of stone and plaster walls. Lush greenery and flowering plants line the entrance, offering a welcoming setting. The pathway is paved with small stones, leading towards the entrance doors, framed by vibrant blossoms.

4.94 out of 5 average rating, 16 reviews

BIO B&B Relax Garden Cook: You are the only guests

You will be the only guests! Deep in the countryside between Greve and Panzano. True nature Eco-friendly guestroom in a Tuscan-style loggia Only for you: The cosy room with wi-fi has a private bathroom with showerbox, mosquito screens on windows and door, fan, private entrance and garden with a table, umbrella and ouside shower. Inclusive: Organic homemade breakfast Restaurant next door is closed Extra: Shiatsu, Dinner, tourist taxes I speak fluently English

A stone-constructed entrance area features wooden beams overhead. Lush green plants are arranged in terracotta pots along the walkway. The pathway leads to a charming outdoor space surrounded by rustic stone walls and a small staircase in the background, enhancing the inviting atmosphere.

4.82 out of 5 average rating, 124 reviews

Charming Double Room in Stunning Tuscany - Siena

A charming double room with en suite bathroom strategically located a short drive from the stunning historical town of Siena. Montalcino,Montepulciano, Pienza, Val d Orcia , San Gimignano and Chianti Area are also very closed by. Set among the beautiful Tuscan countryside If you are looking for a relaxing place , the peace and beauty of the picturesque hill tops and with easy access to the historical places is probably the idle place for your stay.

A rural landscape captures a charming building nestled among rolling hills. Olive trees dot the foreground, while soft mist hovers over the mountains in the background. The sky is bright with scattered clouds, suggesting a peaceful countryside setting.

4.93 out of 5 average rating, 352 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 Florence Siena and Arezzo, 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 Family run B&B born from the love for the counrty and the wish to share its beauty.

An inviting swimming pool is set against a backdrop of rolling hills and blue skies. The pool features a stone terrace with lounge chairs, while vibrant greenery surrounds the area, creating a peaceful atmosphere ideal for relaxation.

5 out of 5 average rating, 17 reviews

Apartment panoramic, between Umbria e Tuscany, B&B

Apartment Valdipetrina B&B is a rustic panoramic stone and wood house, with independent apartments of about 70/75 m2, up to 7 beds (12 total), many free amenities. A few steps from the city center, many villages, convents and basilicas less than 15/20 minutes, only 35 minutes from Perugia, Assisi, Gubbio, Arezzo and Cortona ... (also Holiday Apartments, especially in summer)

A stone tower, remnants of historical fortifications, is surrounded by green foliage. A tree emerges from the top, while a walking path leads to the structure. Bright blue skies frame the scene, highlighting the tower's rustic texture and the natural greenery.

Bed and breakfast

4.94 out of 5 average rating, 50 reviews

B&B il torrione town center charmig

Plus standard room, about 18 square meters, located inside the historic part of the building, opens its windows to the historic village of Castiglione del Lago, it also has the exclusive opportunity to access the splendid garden that laps the historic walls of the village, including a 1500 tower, all immersed in a breathtaking view of Lake Trasimeno and its hills.

An outdoor seating area is situated under a trellis adorned with lush greenery. Several rustic wicker chairs surround a table, offering cozy spots to relax. A shaded swing is visible, providing an inviting space to unwind in the serene garden surroundings.

4.94 out of 5 average rating, 174 reviews

Charming farmhouse B&B rooms

Tastefully decorated rooms in a charming Tuscan casa colonica, overlooking vineyards and olivegroves. An excellent base for exploring the region's jems, including San Gimignano, Volterra, Certaldo and of course Florence, Siena and the Chianti hills. Homemade breakfast and dinner, panoramic pool and great service, make Il Rosolaccio a unique spot in central Tuscany.

Top guest favorite

A shaded poolside area features cozy seating and sun loungers, inviting relaxation. The surrounding greenery adds a natural touch to the space. The pool is clearly visible, reflecting the blue sky above. Sun protection is provided by a stylish canopy overhead.

5 out of 5 average rating, 21 reviews

Alba Morus Bed & Breakfast, your home in Toscana

Alba Morus is a Cozy B&B located in the heart of Tuscany. Situated in a priviledged location, it is the perfect place to relax and enjoy the finest Italian dishes. Having just 5 bedrooms, our B&B provides a close, warm and intimate service that will make you feel at home; your home in Toscana.

Vacation rentals for every style

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Villas

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Montepulciano bed and breakfast rentals

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

A simple and tastefully furnished room is depicted, featuring two spacious beds with patterned bedding. A small wooden desk is positioned against the wall. Soft light emanates from bedside lamps, while a large window allows natural light to enter, partially covered by sheer curtains.

4.78 out of 5 average rating, 117 reviews

old town of Siena

A charming stone building surrounded by greenery features a grassy area with potted plants. A wooden chair is positioned near a small table, inviting relaxation. The structure displays multiple windows with black frames, offering a glimpse of the rustic architecture.

4.8 out of 5 average rating, 5 reviews

Margherita Palazzo a Merse

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.

4.8 out of 5 average rating, 5 reviews

Podere Il Belvedere Farmhouse - Il Cipresso

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.

4.95 out of 5 average rating, 510 reviews

Ensuite room between Siena and Florence

Top guest favorite

A rustic stone building is featured next to a sparkling pool, surrounded by a sunlit garden. Lounge chairs and tables with umbrellas are positioned around the pool area. Lush greenery and rolling hills are visible in the background under a clear blue sky.

4.92 out of 5 average rating, 107 reviews

B&B Country House Poggio del Drago Double room 1

A cozy bedroom is featured, showcasing a spacious bed with muted bedding and a textured headboard. Soft lighting creates a warm ambiance. A private bathroom is visible through a glass door, while a ceiling fan is installed, enhancing airflow.

4.88 out of 5 average rating, 102 reviews

Buonenotti B&B "Contrasti"

A softly lit bedroom features a spacious bed adorned with a floral bedspread. A wooden wardrobe stands against the wall, and a small television is placed nearby. Double doors lead to a balcony, allowing natural light to fill the room.

4.93 out of 5 average rating, 98 reviews

CASA DINA CORTONA - Terontola

A spacious bedroom features a wrought iron bed dressed in navy blue bedding. A wooden dresser and a small bedside table are present, alongside a mirror. Natural light filters in, illuminating the room's tiled floor and soft color palette.

4.63 out of 5 average rating, 8 reviews

Fontevecchia

Bed and breakfast rentals with breakfast

An inviting entryway features a large arched doorway that opens to a sunlit terrace with outdoor seating. A rustic staircase leads to the upper level, while natural stone walls and wooden barrels create a charming ambience.

4.92 out of 5 average rating, 59 reviews

Paluffo B&B Frescoed bedroom

The bathroom features blue tiled walls and a glass-enclosed shower. A sleek sink is paired with two toilets, providing a modern and functional design. Exposed wooden beams create a rustic charm, while terracotta flooring adds warmth to the space.

5 out of 5 average rating, 10 reviews

Vicolo dell'Oste Suite for 4 with 2 rooms

Rolling hills of green and brown extend across the landscape, characterized by gentle slopes and dotted with trees. A quaint farmhouse is visible among the fields, surrounded by olive trees, providing a serene view of the Tuscan countryside.

4.89 out of 5 average rating, 142 reviews

Vacations in Val d'Orcia

A wooden window frame is visible with sheer white curtains partially drawn. Through the glass, expansive green hills and trees can be seen in the distance, creating a serene outdoor view. The stone building structure is also framed within the view.

4.25 out of 5 average rating, 4 reviews

B&B San Paterno Double or Twin room Classic Retrò

An interior hallway features two doors with decorative stained glass and gold accents. A small artwork is displayed on the wall, with two ornate wall shelves providing additional decor. A potted plant is positioned below the artwork, contributing to the serene environment.

4.96 out of 5 average rating, 24 reviews

Rossa-Double room-Valley view-Ensuite

Top guest favorite

A large pool is surrounded by green grass and flowered planters. Sun loungers are positioned along the pool's edge, with an umbrella providing shade. Lush trees and the rustic stone building are visible in the background, offering a serene and natural setting.

4.99 out of 5 average rating, 95 reviews

Room in the Argenna Mill, Chianti, Tuscany

A spacious living room features a grand piano and a cozy seating area with a fireplace. Wooden beams decorate the ceiling above, while natural light streams through the windows, illuminating a round wooden table set with fruit and candles.

4.88 out of 5 average rating, 127 reviews

Unique romantic bed and breakfast

4.87 out of 5 average rating, 87 reviews

B&B Il Pozzo - Gelsomino bedroom

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.

5 out of 5 average rating, 4 reviews

Chianti Red 2

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.

5 out of 5 average rating, 5 reviews

Il Venaio b&b - ROVERELLA SUITE

A refreshing plunge pool is surrounded by stone-paved decking, equipped with several lounge chairs. Lush greenery and trees provide a natural backdrop, while a shaded area features a sun umbrella, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 5 reviews

The Poet's Room

A clear blue pool glistens under the sun, framed by a spacious deck. Two lounge chairs are positioned nearby, accompanied by a small table. An umbrella provides shade, while lush greenery creates a serene backdrop in the distance.

4.95 out of 5 average rating, 43 reviews

B&B with stunning pool and views in rural Umbria

A charming vegetable garden is visible, featuring several wooden raised beds with various plants, set against a backdrop of a rustic stone house. Lush greenery surrounds the area, and trees rise in the distance, contributing to a serene rural landscape.

5 out of 5 average rating, 4 reviews

Double room in an old Tuscan country house

A spacious room is shown, featuring a circular bed and a cozy sofa. Floor-to-ceiling windows dressed in light orange curtains allow natural light to fill the space. A coffee set and a glass table with magazines sit centrally, enhancing the room's functionality.

4.63 out of 5 average rating, 8 reviews

Suite room with lake view in Chianti

Top guest favorite

A spacious room features a black iron bed with a floral mattress and a white blanket. Natural light enters through a wooden window, complementing the warm tones of the terracotta floor. A rustic wooden dresser and chair add charm to the inviting space.

5 out of 5 average rating, 17 reviews

room with private bathroom

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.

5 out of 5 average rating, 62 reviews

Boho-Chic Room, Le Dune Rooms

Quick stats about bed and breakfast rentals in Montepulciano

Total rentals
10 properties
Nightly prices starting at
€ 72 before taxes and fees
Total number of reviews
170 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Caffè Poliziano, Val d Orcia da Montepulciano, and Osteria Acquacheta "FIORENTINA alla BRACE"

Destinations to explore