Bed and breakfast vacation rentals in Montepulciano

Bed and breakfast in Proceno

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.

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.

Private room in San Rocco a Pilli

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.

5 out of 5 average rating, 7 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

Private room in San Casciano In Val di Pesa

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, 133 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.

Private room in Castiglion Fiorentino

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.

Private room in Monteroni d'Arbia

A serene courtyard features white metal tables and chairs surrounded by potted plants. The entrance is framed by arched glass doors, leading to a warm interior. Stone walls and terracotta flooring reflect traditional Tuscan architecture, while wall sconces illuminate the space softly.

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.

4.96 out of 5 average rating, 156 reviews

A narrow cobblestone street is lined with ancient stone walls, showcasing a rustic archway and a wooden door. Lanterns provide gentle illumination, while a sign marks the entrance, inviting guests to explore the historic charm of the area.

Private room in Orvieto

carla home la vacanza nel cuore di Orvieto

Confortevole b&b situato nel centro storico di Orvieto, di fronte al Teatro Mancinelli ed a pochi passi dal Duomo. Le camere sono dotate di tutto l'occorrente per poter gustare la prima colazione comodamente nella propria stanza: frigo, tostapane, bollitore e macchina del caffè/ the. Inoltre vi é la possibilità di noleggiare o parcheggiare biciclette. Wi-fi gratuito in tutte le camere. La camera ha un letto aggiunto utile ad un bambino o ragazzino

Bed and breakfast in Castiglione del Lago

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.

4.94 out of 5 average rating, 50 reviews

B&B il torrione town center charmig

Camera standard plus, di circa 18 mq, inserita all'interno della parte storica dell’edificio, apre le sue finestre sul borgo storico di Castiglione del Lago, ha inoltre la possibilità esclusiva di accedere allo splendido giardino che lambisce le mura storiche del paese comprendendo al suo interno una torre del 1500, il tutto immerso su una vista mozzafiato sul lago Trasimeno e le sue colline.

4.93 out of 5 average rating, 349 reviews

A serene natural setting is shown, featuring a clear pool of water surrounded by smooth, moss-covered rocks. Gentle flows of water cascade down the rocks, reflecting sunlight that filters through the surrounding greenery, creating a peaceful ambiance.

Private room in Canova

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.

Vacation home in Citta di Castello

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)

Hotel room in San Gimignano

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, 173 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.

Private room in La Strada-Santa Cristina

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

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Montepulciano bed and breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

4.78 out of 5 average rating, 117 reviews

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.

Private room in Siena

centro storico di 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.

Condo in Palazzo A Merse

4.8 out of 5 average rating, 5 reviews

Margherita Palazzo a Merse

Farm stay in Castiglion Fiorentino

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.

5 out of 5 average rating, 4 reviews

Agriturismo Podere Il Belvedere - Il Cipresso

4.79 out of 5 average rating, 128 reviews

Private room in Orvieto

La Casa di Tufo: Room "Serancia"

Private room in Centro Storico

A spacious bedroom features two beds against a green accent wall, framed by wooden details. Natural light enters through window coverings, illuminating the room. Decorative artwork is displayed above the beds, and a textured throw blanket is casually draped across each bed.

4.8 out of 5 average rating, 469 reviews

Dimora Dionisio B&B

Private room in Civitella in Val di Chiana

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

4.88 out of 5 average rating, 102 reviews

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.

Private room in Siena

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.

Vacation home in Terontola

4.94 out of 5 average rating, 97 reviews

CASA DINA CORTONA - Terontola

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Bed and breakfast rentals with breakfast

Private room in Marsciano

The entrance is framed by greenery and potted plants, featuring a wooded door that opens into the home. A spacious garden surrounds the house, showcasing a stone pathway and seating area under the clear blue sky, inviting guests to enjoy the outdoor space.

5 out of 5 average rating, 3 reviews

Romantic Rifugio del Ciliegio

Private room in Centro Storico

A cozy seating area features two vibrant green chairs positioned by an open window, offering a scenic view of a historic dome. A small round table sits between the chairs, adorned with a plate of pastries, enhancing the inviting ambiance.

4.97 out of 5 average rating, 32 reviews

Residenza Madiba Suite 6

Private room in Montepulciano

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

Private room in Montepulciano

The exterior of the villa is framed by lush greenery and neatly trimmed hedges. Symmetrical pathways, lined with trees, lead to the entrance of the historic building, showcasing its elegant façade. Flowering plants add color to the well-maintained garden.

4.8 out of 5 average rating, 5 reviews

Villa Argiano a Montepulciano Yellow dream

Private room in Monticchiello

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, 141 reviews

Vacanze in Val d'Orcia

4.91 out of 5 average rating, 11 reviews

The bathroom features a glass-enclosed shower, equipped with a rain showerhead. Soft towels are neatly arranged on a rack, while a compact sink and mirror provide essential amenities. Light tiles create a bright and functional space, complemented by a green door leading to the room.

Private room in Orvieto

B&B La Rosa di Orvieto Camera Verde

Private room in Civitella In Val di Chiana

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

A charming stone exterior is framed by lush greenery and colorful flowers. The building features a tiled roof and multiple window frames, giving a rustic touch. A pathway leads to the entrance, surrounded by flourishing garden plants.

Hotel room in Panzano

4.88 out of 5 average rating, 107 reviews

Rosso del Chianti 1

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Bed and breakfast rentals with a patio

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

A cozy living area features a blue sofa adorned with a striped throw. Books are displayed on a shelf above a television. A rug lies on the wooden floor, and a staircase is visible on the right, leading to the upper level.

Private room in Signa

5 out of 5 average rating, 3 reviews

Pane&Marmellata

Private room in Umbertide

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

Private room in Umbertide

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, 42 reviews

B&B with stunning pool and views in rural Umbria

Private room in Greve in Chianti

4.63 out of 5 average rating, 8 reviews

Suite room with lake view in Chianti

4.95 out of 5 average rating, 21 reviews

A spacious outdoor area is highlighted by a pool surrounded by greenery and lounging chairs. A pathway leads to the residence, flanked by trees and blooming flowers. Lanterns stand along the path, adding a charming element to the serene countryside setting.

Private room in Pelago

New friends, in/outdoor space and privacy too!

Private room in Centro Storico

A cozy bedroom is shown with a spacious bed featuring a blue patterned cover. A small seating area with a light green cushion is visible, alongside a wooden table and chairs. Natural light enters through a window, with a shower area partially seen in the background.

5 out of 5 average rating, 24 reviews

Room in Bed and Breakfast with garden (Quercia)