Bed and breakfast vacation rentals in Province of Siena

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 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

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 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 Castiglion Fiorentino

A clear blue swimming pool is set within a sunlit area, surrounded by lounge chairs with colorful cushions. Lush greenery and trees frame the space, offering views of rolling hills in the background. A small cottage and umbrellas provide shaded areas nearby.

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!

5 out of 5 average rating, 5 reviews

A well-maintained garden features a variety of greenery, including olive trees and shrubs, set against a clear blue sky. The stone exterior of the building is visible, along with a patio area lined with chairs, enhancing the outdoor space's inviting nature.

Private room in Asciano

Tuscany Room/private bath in the Crete Senesi

AndreaRating, 5 stars12 months ago

Host gentilissimo e disponibile con flessibilità di orario di check-in e check-out. Alloggio stupendo in posizione isolata sulla cima di una collina con una vista a 360 gradi sulle colline senesi e della val d'orcia; un piccolo gioiello che mette pace e serenità per tutto il soggiorno. Camere e bagno spaziosi e forniti di tutto. Totalmente consigliato!

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!

4.88 out of 5 average rating, 102 reviews

A balcony table set for breakfast overlooks serene rolling hills and a vineyard. A glass bottle of juice and a cup of coffee are placed beside plates of baked goods, showcasing a tranquil morning setting in nature.

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.

Private room in Civitella in Val di Chiana

4.92 out of 5 average rating, 106 reviews

B&B Country House Poggio del Drago Double room 1

FannyRating, 5 stars4 days 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.

Private room in Vivo d’Orcia

A serene natural landscape features a calm body of water surrounded by lush greenery. A large rock covered in moss stands near the water's edge, reflecting the vibrant trees overhead. The gentle light creates a peaceful atmosphere, inviting exploration of the nearby trails.

4.89 out of 5 average rating, 47 reviews

Al Sassone B&B Camera Viola, Val D'orcia, Toscana

AssuntaRating, 5 stars8 months ago

Io mio marito e il nostro cagnolino (Beagle di un anno )Abbiamo soggiornato in questa struttura 3 GG ,perché cercavamo un luogo dove poterci rilassare al fresco a che nelle giornate estive più calde a contatto con la natura . Devo dire che siamo rimasti davvero super felici e soddisfatti da questa esperienza! la casa e praticamente attaccata al bosco a cui si può accedere attraverso il cancelletto in giardino !camera impeccabile :pulitissima Luca ci ha accolto facendoci sentire davvero a casa . disponibilile e gentile ,ci ha dato tanti consigli su posti da visitare ed escursioni da praticare. ci ha preparato la colazione con del pane e dolci marmellata fatti personalmente da lui tutto squisito ! Consigliamo a tutti di soggiornare in questa struttura,noi sicuramente ritorneremo in autunno per ammirare il foliange . grazie mille Luca a presto. Il giardino spettacolare recintato il nostro cagnolino si e divertito tantissimo:)

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Province of Siena 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

Private room in Civitella In Val di Chiana

A spacious room features a large wrought iron bed dressed with soft linens. A wooden wardrobe stands nearby, and a small table with chairs is positioned beside a window that allows natural light to illuminate the space.

4.95 out of 5 average rating, 228 reviews

Room in Tuscan Palace

DougRating, 5 stars7 months ago

Perfect. We really enjoyed our stop in Civitella. The place had everything we needed. Thanks.

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

4.99 out of 5 average rating, 403 reviews

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

Agriturismo Fattoria La Parita

SigrúnRating, 5 stars1 week ago

We missed Sandra and La Parida the minute we left. Sandra is the best and most welcoming host we have ever experienced and took care of us with love and care. She and her husband Alexandro were always prepared to help us when needed and we wholeheartedly recommend spending your vacation with them and we look forward coming back.

Private room in Serre di Rapolano

A sunlit view of a tranquil outdoor area features a swimming pool surrounded by stone pathways and manicured greenery. The landscape includes historic buildings and a tall clock tower, set against a backdrop of rolling hills and open sky.

5 out of 5 average rating, 63 reviews

Castello delle Serre B&B: Pool Cottage/Standard

JasmineRating, 5 stars1 week ago

Beautiful property in an amazing part of Tuscany. Incredible and friendly hosts who were always so happy to help us, all details had been thought of at the property. The most comfortable bed I’ve ever slept on too!

The exterior of a two-story rustic stone farmhouse is presented, featuring warm wooden shutters and a welcoming entrance. The structure is surrounded by greenery, with a clear blue sky above, creating a serene countryside setting.

Bed and breakfast in San Gimignano

5 out of 5 average rating, 6 reviews

Ollie's house

MichaelRating, 5 stars80 months ago

Wow what a place. This is a genuinely amazing property hidden in the hills of Tuscany. The house is one of a few in a secluded hamlet owned by Petra’s family and is surrounded by forest providing privacy and tranquility. The house is beautifully appointed and is sparkling clean. The upstairs rooms have panoramic eastern views, perfect for watching the sunrise. We even spotted a few deer grazing in the morning. Petra is a kind host who helped organise a dinner booking in a neighbouring restaurant and cooked an excellent breakfast including strong Italian coffee. We highly recommend this Airbnb to anyone who wants a peaceful base from which to explore Tuscany - it’s only a 10min drive to San Gimignano. Thanks Petra for being such a gracious host. We look forward to staying again in the future.

Private room in Vico d'Elsa

A rustic building is nestled among trees and greenery, featuring multiple windows that showcase its historical charm. Flower pots are placed around the entrance, adding a touch of color to the natural surroundings. A sunny atmosphere is present, highlighting the peaceful setting.

4.85 out of 5 average rating, 232 reviews

Small farm in front of S.Gimignano

JoachimRating, 5 stars6 months ago

Mein Wunsch einen sympathischen Ort zu finden um die Toskana per Fahrrad und Auto zu erkunden hat sich bestätigt - ruhig, abseits vom Trubel (eine empfehlenswerte Trattoria ist aber zu Fuß erreichbar!), mit viel Grün, vor allem aber eine sympathische und zuvorkommende Gastgeberin, die immer Tipps zur Umgebung parat hat. Alles in allem eine Unterkunft um sich wie zu Hause zu fühlen!

4.95 out of 5 average rating, 147 reviews

A panoramic view of Siena's historic architecture is presented, featuring the iconic dome and towers of the cathedral. The foreground showcases rustic buildings with earthy tones, surrounded by lush greenery, under a partly cloudy blue sky.

Hotel room in Siena

Casacenti B&B heart of Siena double room

EduardoRating, 5 stars6 months ago

el departamento de Stefano está ubicado en una zona privilegiada de Siena, cerca de todas las atracciones turísticas de la maravillosa ciudad es muy cómodo y todas las mañanas el anfitrion te recibe con un delicioso desayuno, nos brindo todos los consejos necesarios para recorrer la ciudad, un placer alojarnos en lo de Stefano! un lugar para recomendar siempre!

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Bed and breakfast rentals with breakfast

Private room in Poggibonsi

A historic stone building features green shutters and wooden doors, flanked by an inviting entrance with several potted plants. The surrounding area includes a gravel pathway and lush greenery, enhancing the serene atmosphere of the property.

4.89 out of 5 average rating, 115 reviews

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

MatthiasRating, 5 stars7 months ago

Herzliche Gastgeber. Wir fühlten uns super wohl und auch unser Hund war überall herzlich willkommen. Das Haus ist super schön und toll eingerichtet. Unser Zimmer war sauber, hatte ganz tolle Möbel und ein gemütliches Bett. Eine Klimaanlage und ein Ventilator gab es ebenfalls. Das Haus liegt an einer Straße. Mit geschlossenem Fenstern und Klimaanlage ist hier aber nichts von zu merken. Das Frühstück war super lecker. (Überwiegend süß) Kaffee mit warmer Milch gab es auch. Wurst kam aus eigener Fleischerei. (Ein Haus weiter) Großer Garten vorhanden, haben wir aber nicht genutzt. Idealer Ausgangspunkt für die Chianti-Region, sowie zu wunderschönen Bergdörfern wie San Gimignano und Volterra. Wir haben uns super wohl gefühlt und die Kommunikation war immer schnell, super nett und sehr herzlich. Wir kommen gern wieder.

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.

Private room in Armaiolo

4.25 out of 5 average rating, 4 reviews

B&B San Paterno Double or Twin room Classic Retrò

CatiaRating, 5 stars19 months ago

da Alessio ci siamo sentiti come a casa, ottima pozione per raggiungere posti bellissimi della val d'Orcia, le terme e Siena. Sicuramente ritorneremo!

Private room in Castellina in Chianti

An outdoor terrace is equipped with comfortable seating, including wicker chairs and sofas adorned with colorful cushions. The area is shaded by a metal roof, providing a relaxed atmosphere amidst greenery. Potted plants and a communal table enhance the inviting space.

5 out of 5 average rating, 10 reviews

Mariani Bed & Breakfast

GillesRating, 5 stars12 months ago

I love this old school and authentic hospitality, feeling very welcome and almost as with family. I would always stay at Serena's B&B if I would travel to Castellina again!

Hotel room in San Gimignano

An outdoor dining area is illuminated by warm, natural light, showcasing neatly arranged tables with light-colored tablecloths. The setting features rustic stone columns and a view of surrounding greenery, enhancing the serene atmosphere of the space.

5 out of 5 average rating, 44 reviews

Agriturismo Il Segreto di Pietrafitta

MikeRating, 5 stars5 days ago

Wir waren sehr zufrieden. Die Eigentümer sind sehr freundlich und hilfsbereit. Ich kann den Aufenthalt hier sehr empfehlen.

Hotel room in Barberino Val d'Elsa

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, 93 reviews

Camera nel Mulino dell'Argenna, Chianti, Toscana

SonyaRating, 5 stars6 months ago

We loved this place! Great hosts. Storybook type room / accommodations. Everything was super clean and and top quality! Every detail of the room and library was well thought out. Nice breakfast! Super close to San Donato. Note: The steep driveway down to this gorgeous property is not for the faint of heart. We will stay here again!

Hotel room in Arezzo

4.9 out of 5 average rating, 122 reviews

B & B La casina di Iris

Maria ElenaRating, 5 starstoday

È stato magico stare insieme a michela e a suo marito, io e mia figlia siamo state coccolate come delle principesse. Il posto è bellissimo si è immersi nella quiete e circondati da tanti pelosetti con cui alice si è divertita Gastone, Mirtilla, Ginger e pagnotta sono stati anche loro a loro modo degli host fantastici. La camera era pulitissima e molto confortevole. Un profondo grazie a Michela e Ivan

Private room in San Gimignano

A circular stone table is positioned under leafy trees, offering a panoramic view of the rolling hills and the historic skyline of San Gimignano. Surrounding greenery includes vibrant flowers, creating a serene outdoor space.

4.82 out of 5 average rating, 50 reviews

B&B Villa Baciolo - Room with Breakfast (1)

DésiréeRating, 5 stars8 months ago

Es war ein zauberhaft schöner Urlaub! Die Unterkunft ist wunderschön gelegen und man kommt schnell zu allen wichtigen Sehenswürdigkeiten der schönen Toskana. Die Unterkunft ist ein Bijou und können dies sehr weiterempfehlen…zudem sind die Gastgeberinnen super lieb und aufmerksam und man fühlt sich wie Zuhause. Die Zimmer haben jedes einen eigenen Zugang mit einem kleinen Sitzplatz was uns sehr gefallen hat. Die Unterkunft ist wie auf den Fotos gezeigt…aber in echt noch viel schöner.

A serene outdoor space is framed by lush greenery under a fading twilight sky. Soft lights create a gentle ambiance around a seating area, while vibrant colors of the sunset blend in the background, enhancing the tranquil atmosphere of the garden.

Private room in Gavorrano

4.83 out of 5 average rating, 6 reviews

Nel Giardino di Alice "LAVANDA"

LotharRating, 5 stars8 months ago

Simonetta und Pierro waren sehr gastfreundlich und haben uns viele Hinweise und Tips für die Umgebung gegeben. Die Aussicht vom Wohnzimmer auf das Meer Richtung Elba und die Altstadt ist wirklich fantastisch und von dort kann man auch schöne Sonnenuntergänge erleben. Jeden Morgen gibt es ein bisschen ein anderes Frühstück. Sehr nette Gastgeber.

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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 Gaiole in Chianti

A spacious room features a large bed covered with soft linens, accented by two bedside tables with lamps. A seating area with a wicker chair is positioned near a window that allows natural light to illuminate the warm-hued walls and terracotta flooring.

4.98 out of 5 average rating, 110 reviews

Lapo's room in Argenina

SylvianeRating, 5 stars1 week ago

Un lieu exceptionnel et d’une grande beauté ! Tout est beau ! Super petits déjeuners et très bonne communication. Merci pour ces deux jours extras !

5 out of 5 average rating, 7 reviews

A serene outdoor seating area is surrounded by a garden of lavender and various colorful flowers. A wooden pergola draped with light fabric offers shade over a small table and chairs. A tranquil landscape of rolling hills can be seen in the background.

Private room in Siena

Il Lavandeto-Camere con bagno privato

MirkoRating, 5 stars1 month ago

Splendida esperienza, Alessandra è stata gentilissima e molto disponibile nell’accogliere le nostre richieste. Alloggi splendidi e curati in ogni dettaglio immersi in un piccolo paradiso dove il relax regna sovrano. Ci ritorneremo sicuramente per un’altra giro in bici tra le colline senesi.

Private room in Cinigiano

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, 58 reviews

Camera Boho Chic Le Dune Rooms

AtoosaRating, 5 stars4 days ago

This place is truly amazing, with breathtaking views. Our room was spotless and beautifully designed, with thoughtful details throughout. Breakfast and dinner were incredible, homemade bread and tiramisu that we’ll never forget! Enjoying our meal outside surrounded by spring greenery was like a dream. Gaia and Nico are wonderful hosts; kind, responsive, and full of great tips for exploring the area. We felt so at home and can’t wait to return, especially to try the new yurt with its jacuzzi!😍✨