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

MarcusRating, 5 stars7 months ago

Wonderful and charming home! Great, secluded and quiet location. Just down the hill from beautiful Proceno town. Francesco was a fantastic host, very communicative and even helped out three hungry lads that had spent all day on their bicycles and neglected to pick up enough food. 5*!

Private room in San Rocco a Pilli

A natural pool is surrounded by lush green foliage and a variety of trees, including tall cypress specimens. Sun loungers are arranged alongside the water, offering a serene view of the expansive countryside with rolling hills in the background.

5 out of 5 average rating, 7 reviews

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

TeahRating, 5 stars8 months ago

Absolutely stunning accomodation in traditional Tuscan style villa. Surrounded by beautiful Cyprus trees and a lovely natural pool to swim in. The breakfast was great. Would highly recommend staying here for a local Tuscan experience.

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

MariaRating, 5 stars1 week ago

El mejor airbnb en que me he hospedado. La casa de Candida es maravillosa. Es vivir la Toscana. Recomiendo muchísimo hospedarse en este bello lugar. Una mención especial al desayuno riquisimo.

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.

PeterRating, 5 stars7 months ago

We had a very nice stay at Maria her place. The surroundings are beautiful, as well as the property. It's a place to relax, drink wine and enjoy the nature. The little gardenhouse we stayed in was nicely organized, well equiped, and very clean. Maria checked-up on us daily, to make sure we had everything we needed. She was super friendly, and her dogs too! We would love to come back one day, highly recommend staying here! Thanks Maria!

Private room in Monteroni d'Arbia

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

JelenaRating, 5 stars18 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!

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

Alicia MRating, 5 stars1 month ago

Uno de los mejores alojamientos en que hemos estado. El edificio en un antiguo torreón medieval con jardín con vistas al lago, totalmente reformado y muy cómodo en el interior. La habitación bonita y muy limpia, todo perfecto y muy profesional. Lo mejor de todo, el trato de Mónica, siempre pendiente de que estuviéramos a gusto, nos recogió en la estación, nos dio recomendaciones sobre el pueblo y a la salida nos permitió dejar las maletas hasta la hora de nuestro tren. Los desayunos fantásticos, se adaptó a mis necesidades de comida sin gluten. Muchas gracias por todo, si volvemos a la zona nos alojaremos aquí otra vez sin duda!

4.93 out of 5 average rating, 349 reviews

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.

Private room in Canova

Il Maraviglio B&B in the heart of Tuscany

SabyasachiRating, 5 stars2 weeks ago

Had a wonderful stay at Matteo’s place. The place is located on a tiny hill with breathtaking views from the balcony. The sunsets were amazing. I had dinner with Matteo and his family everyday of my stay and the food was extraordinary. Matteo and his wife prepared dishes that were passed on from their grandmothers. The two dogs at the place were very friendly and happy to have guests. Matteo recommended a local weekly market which was great and also recommended amazing local vineyards to visit. Overall, I had a wonderful time and would highly recommend Matteo’s place.

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

RobertoRating, 5 stars11 months ago

Fabio was a very good host. He offered a perfect stay for my family of 8 adults +1 dog while attending a wedding in Citta di Castello. The location is about a 15 min drive from town but is surrounded by nature and wonderful views of the countryside. The two appartements are very comfortable and beautiful.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

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, 116 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

MatteoRating, 5 stars3 weeks ago

è stata un esperienza super. La terrazza è ottima per la colazione e per l'aperitivo fai da te. consigliatissimo

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

ChiaraRating, 5 stars24 months ago

B&B in una posizione ottima e comodissimo da raggiungere, molto carino e super pulito. Buonissime le colazioni, preparate gentilmente dai proprietari sul bellissimo giardino. Andrea e Margherita sono stati super gentili e disponibili, torneremo sicuramente 😊

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

GaëtanRating, 5 stars7 months ago

We had an amazing stay. The house was just perfect, even though we couldn't enjoy time by the pool, given the weather. Chris is an amazing host Anyone should definitely go there

4.79 out of 5 average rating, 128 reviews

Private room in Orvieto

La Casa di Tufo: Room "Serancia"

MariferRating, 5 stars3 weeks ago

Nos encantó el alojamiento y el desayuno fue sumamente delicioso.

Private room in Poggibonsi

A cozy garden space is featured, illuminated by warm lights under a wooden pergola. Wooden tables and chairs are surrounded by lush greenery, creating a peaceful atmosphere for relaxation or dining. Bicycles are visible nearby, enhancing the outdoor charm.

4.95 out of 5 average rating, 506 reviews

Ensuite room between Siena and Florence

MarthaRating, 5 stars1 week ago

Piero y Dolli son excelentes anfitriones, a pesar del inconveniente del idioma, ya que no hablamos italiano, nos ayudaron mucho con sus recomendaciones. La ubicación de Poggibonsi es ideal para ir y venir en un día a lugares cercanos de interés. Volvería encantada.

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

SusanaRating, 5 stars2 weeks ago

la habitación es tal cual como se describe en las fotos. estuvimos muy cómodos. la cama buena el baño un poco pequeño sobretodo la ducha. pero tenía de todo. la entrada a la habitación sin problema Francesco enseguida nos indicó como entrar. nos dio unas cuantas direcciones para cenar, comer o tomar algo. super atento cuando necesitabas alguna indicación para cualquier cosa. la estancia muy buena. lo único malo que estando en el primer piso se oyen todos los ruidos de la calle sobre todo el bar de abajo. aún así hemos dormido muy bien

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, 106 reviews

B&B Country House Poggio del Drago Double room 1

FannyRating, 5 stars1 week ago

The Airbnb felt just like home. We absolutely loved it. Everything was super clean, the view was amazing, and everyone we came across was so kind. The host is incredibly, genuinely kind — the kind of person you just wish the best for. He replies quickly, gives clear directions, and the place is really easy to find. Honestly, we couldn’t have asked for a better experience.

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"

RiccardoRating, 5 stars6 months ago

Siamo stati ospiti nel B&B di Alessandra per 3 notti, lei è stata gentilissima, cordiale e disponibile. Posto auto dedicato, camera pulita e dotata di tutti i comfort necessari, colazione buona e abbondante, Alessandra è stata così gentile da farci trovare la colazione anche dopo aver sforato l’orario previsto. Assolutamente consigliato.

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Bed and breakfast rentals with breakfast

4.91 out of 5 average rating, 58 reviews

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.

Hotel room in Certaldo

Paluffo B&B Affrescata bedroom

JordanRating, 5 stars7 months ago

We had such a lovely stay at Il Paluffo! The property itself was beautiful and the views of the Tuscan countryside cannot be beat. The staff was very friendly and truly went above and beyond for us in a time of need. Meaning — I would highly recommend renting a car if you stay here, you can get an Uber/taxi to the property but they will not come back and pick you up! A car will also be helpful when going to wineries/restaurants since most of them are not walkable. Other than our transportation hiccup, we really enjoyed our stay and would love to come back again!

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

Simona SorbaraRating, 5 stars24 months ago

Stefania è una host meravigliosa. Ci ha coccolato con dolci ottimi e una calorosa accoglienza, facendoci sentire a casa. Il soggiorno in questo splendido B&By immerso nelle campagne umbrie è stato decisamente rigenerante.

Private room in Centro Storico

A spacious sleeping area features a double bed with soft white bedding, flanked by minimalist nightstands. The wooden beams of the ceiling add a rustic touch, while integrated wall sconces provide soft lighting, creating a cozy ambiance.

4.97 out of 5 average rating, 31 reviews

Residenza Madiba Suite 6

TonyRating, 5 stars3 weeks ago

I took a last min detour from Rome to Florence and stumbled on this Gem!!! The rooms are New and modern and beautifully decorated. The included breakfast is great and the hosts are absolutely fantastic!! Looking forward to visiting from Milwaukee again !!!

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

MartinaRating, 5 stars12 months ago

Ottima sistemazione. La colazione al caffè storico della città, inclusa nel prezzo, una vera chicca! Super consigliato

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

AshleyRating, 5 stars8 months ago

My husband and I fell in love with Olimpia’s place. We found it so beautiful and charming. Very quiet and peaceful. We enjoyed the gardens, the home, the pool, the view of the Tuscan countryside from the pool, and the delightfully strong coffee in the mornings in a romantic setting on the back patio. Olimpia and her sons were so kind and inviting. Only wish we could’ve stayed longer. Would HIGHLY recommend!

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

HumeyraRating, 5 stars6 months ago

Both Anelida and Mauro were so friendly and charming. Although she doesn't speak English, we communicated easily using Google Translate. She prepared breakfast for us during our stay, baked homemade cakes, and everything was really delicious. The room, common areas, and bathroom were very clean. The location is also excellent; it’s very close to Pienza, Montalcino, and Montepulciano, right in the middle of everything. It was a perfect stay for anyone looking for an authentic experience. Thank you for the warm welcome!

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

LeoRating, 5 stars1 month ago

ottima accoglienza, ottima posizione per visitare il centro storico con le magnifiche opere d'arte e gli innumerevoli ristoranti tipici. ottimo soggiorno, camera spaziosa bagno perfetto, ambiente prima colazione accogliente e fornita.

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.

5 out of 5 average rating, 23 reviews

Rossa-Double room-Valley view-Ensuite

MiriamRating, 5 stars4 months ago

Un lugar encantador y es un detalle el desayuno que te deja Max, dado que en el pueblo no hay ningún sitio donde poder desayunar.

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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

Rosso del Chianti 2

AnjiRating, 5 stars8 months ago

Chez Marina est le Bed and breakfast le plus chaleureux! La chambre est très charmante et bien équipée. L’ambiance et la vue sont très reposantes.

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

ClaudiaRating, 5 stars10 months ago

Sembra di essere in una favola, completamente immerso nella natura il cosolare di Rita e Andrea è davvero un posto incantevole dove soggiornare. La suite Roverella è arredata con gusto e curata in ogni dettaglio. La loro accoglienza, poi, ti fa sentire coccolati e la colazione è davvero superlativa! Ci abbiamo lasciato il cuore.

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

FedericaRating, 5 stars20 months ago

Stuart e Katrina sono due host fantastici! Cordiali, disponibili e molto gentili. La casa immersa nella natura e’godevolissima, la piscina super e la camera silenziosa e ben curata. Colazione coi cornetti caldi speciale! Grazie mille per averci fatto sentire “a casa”!!se torneremo in zona ci rivedremo sicuramente.

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

JohnRating, 5 stars7 months ago

Marco and Karen were wonderful hosts providing privacy and recommendations for local restaurants and things to do. Beautiful property with stunning views and even puppy dog Molly was a sweet girl. Would recommend to anyone looking to visit the countryside for peace and quiet to stay with Marco and Karen

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.

Private room in Figline e Incisa Valdarno

5 out of 5 average rating, 4 reviews

Camera doppia in antico casale campagna toscana

IlariaRating, 5 stars3 months ago

Eccellente a dir poco! Daniela e suo marito sono delle persone eccezionali, sembra proprio di stare a casa! La colazione preparata da Daniela vale il viaggio, specialmente le sue torte! Per non parlare dell'ospitalità per la bambina, siamo ripartiti da poco e già vuole tornare a casa di Daniela! Ci siamo trovati per capodanno e ci hanno anche offerto un buon vino per brindare tutti insieme davanti ad un camino incantevole! Che dire, forse unico! Mi auguro di tornarci presto!

Private room in Greve in Chianti

4.63 out of 5 average rating, 8 reviews

Suite room with lake view in Chianti

LauraRating, 5 stars10 months ago

La camera è esattamente come mostrata in foto; ordinata e spaziosa. Il grande terrazzo privato con idromassaggio è la ciliegina sulla torta. Struttura nel complesso molto bella e dotata di tutti i confort. Colazione molto variegata. Daniela super gentile e disponibile.

Private room in Castiglione della Pescaia

A bright bedroom features a spacious bed with neutral bedding and decorative pillows. A wooden dresser is positioned against the wall, and a mirror reflects the room's light fixtures with exposed bulbs, creating an inviting atmosphere.

4.71 out of 5 average rating, 48 reviews

Camera immersa nella campagna

FrancescoRating, 5 stars7 months ago

Ottima esperienza. Tutto nelle aspettative e anche oltre. Grande disponibilità ad aiutarci per risolvere un fastidioso imprevisto della vacanza.