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Holiday rentals with breakfast in Montalcino

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Montalcino

  • Total holiday rentals

    Explore 20 holiday rentals in Montalcino

  • Nightly prices starting at

    Montalcino holiday rentals start at $126 AUD per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Montalcino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montalcino rentals

  • 4.6 Average rating

    Montalcino stays receive an average rating of 4.6 out of 5 from guests

Top-rated Holiday Accommodation with Breakfast in Montalcino

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

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Guest favourite
Farm stay in Castelnuovo Berardenga

Apartment in Tuscan farm house.

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

4.92 out of 5 average rating, 357 reviews
Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

5.0 out of 5 average rating, 350 reviews
Top Guest favourite
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

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

4.99 out of 5 average rating, 526 reviews
Top Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

4.92 out of 5 average rating, 331 reviews
Top Guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona

Casa Dolce Toscana | Panoramic Suite & View

CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

4.99 out of 5 average rating, 178 reviews
Top Guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

5.0 out of 5 average rating, 116 reviews
Top Guest favourite
An open kitchen area features a large window that offers a panoramic view of the surrounding landscape. A dining table is set for two, with modern chairs and colorful decor elements. Light reflects off the terracotta floor, highlighting the wooden beams overhead.
Loft in Montepulciano

La Piazzetta -Accogliente open space nel centro storico di Montepulciano

Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

5.0 out of 5 average rating, 510 reviews
Top Guest favourite
Farm stay in San Giovanni d'Asso

Flat, Agriturismo "Biofattoria l'Upupa"

The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

4.94 out of 5 average rating, 145 reviews
Top Guest favourite
Holiday home in Petrignano

Fontarcella, H&R- mediterranean home with jacuzzi

Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.

4.98 out of 5 average rating, 166 reviews
Top Guest favourite
A serene garden area features a lounging chair with a folded towel placed neatly on it. Stone planters and lush greenery surround a small hot tub, complemented by flowering plants and trees. The backdrop includes rustic architecture under a clear sky.
Villa in Monticchiello

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

4.98 out of 5 average rating, 182 reviews
Top Guest favourite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Pienza

Castello di Spedaletto, Val d'Orcia, Pienza

L'agriturismo Castello di Spedaletto sorge nell’edificio che un tempo ospitava il granaio dell’antico castello medioevale ed è stato recentemente ristrutturato in perfetto equilibrio tra modernità e tradizione: pietra, mattoni, travi a vista si fondono con la caratteristica scalinata in cristallo e ferro battuto. L'agriturismo è formato da 5 camere matrimoniali con bagno e 2 appartamenti. Vieni, Vedi, Vivi…

4.97 out of 5 average rating, 181 reviews
Top Guest favourite
The spacious dining area features a rustic wooden table surrounded by chairs, harmonizing with exposed wooden beams above. A white cabinet and a radiator are visible, while the window offers a view of the outside landscape. Light-colored walls create a warm and welcoming ambiance.
Apartment in Montepulciano

Casa Ricci Appartamento in palazzo del 1300

Il nostro appartamento è situato a pochi metri da Piazza Grande,può ospitare fino a 4 persone e si affaccia su un panorama suggestivo .E stato recentemente ristrutturato e si trova in un edificio storico del 1300. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful. Was recently renovated and is located in a historic building in 1300.

4.97 out of 5 average rating, 266 reviews

Popular amenities for Montalcino Holiday Accommodation with Breakfast

KitchenWifiPoolFree parking on premisesAir conditioning

Holiday House Rentals with breakfast

Top Guest favourite
An open-concept living space features a dining area with a floral tablecloth and wooden chairs. Two windows allow natural light to enter, showcasing greenery from outside. Exposed wooden beams run across the ceiling, contributing to the home's rustic charm.
Home in Montepulciano

Casa Belmonte

4.96 out of 5 average rating, 155 reviews
Top Guest favourite
A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.
Home in Perugia

La Perla del Lago Casa vacanze al Lago Trasimeno

4.98 out of 5 average rating, 205 reviews
Superhost
Home in Barberino Tavarnelle

La Casa di Nada Home

4.87 out of 5 average rating, 215 reviews
Guest favourite
The bedroom features light-colored walls and wooden flooring. A spacious bed is paired with a smaller bed suitable for a child. Natural light enters through a window adorned with light curtains. A mirror and dark wooden furniture complement the room's decor.
Home in Bagnore

La Casa del Valle

4.93 out of 5 average rating, 205 reviews
Guest favourite
A spacious living area features a combination of light-colored furniture and decorative elements. Natural light enters through multiple windows adorned with sheer curtains. A cozy seating arrangement includes comfortable chairs and a sofa, with a decorative table in the center.
Home in Montepulciano

Un momento di relax

4.94 out of 5 average rating, 86 reviews
Guest favourite
Home in Pogi

Private Cottage with Plunge Pool in Tuscan Estate

5.0 out of 5 average rating, 10 reviews
Superhost
Home in San Casciano dei Bagni

Dafne RestArt - Appartamento in centro storico

5.0 out of 5 average rating, 4 reviews
Top Guest favourite
The image displays a panoramic view of Montepulciano, showcasing an array of rustic buildings with terracotta roofs. The landscape features rolling hills in the background, and a green garden is visible in the foreground, enhancing the historic charm of the area.
Home in Montepulciano

"Hortus Conclusus" House

4.92 out of 5 average rating, 52 reviews

Apartment rentals with breakfast

Top Guest favourite
A wooden deck is surrounded by colorful flower pots and offers a table set for outdoor dining. The area is shaded by a pergola, providing a relaxed space to enjoy views of rolling hills and greenery in the distance.
Apartment in Montepulciano

Romantic apartment in a quite place

4.93 out of 5 average rating, 172 reviews
Top Guest favourite
Apartment in Siena

Domus Nannini - L' Angolo di Paradiso Spa

4.94 out of 5 average rating, 144 reviews
Superhost
A sweeping view showcases rolling hills adorned with vineyards and olive trees. The distant mountains create a serene backdrop against the clear sky, while quaint homes are nestled among lush greenery, reflecting the tranquil landscape of the Siena countryside.
Apartment in Siena

CASA CHICCO

4.85 out of 5 average rating, 198 reviews
Top Guest favourite
Apartment in San Gimignano

Casa Irene

4.96 out of 5 average rating, 255 reviews
Top Guest favourite
An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.
Apartment in Certaldo

Casa in torre medioevale con vista a Certaldo

4.98 out of 5 average rating, 137 reviews
Guest favourite
An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.
Apartment in Asciano

IL CANTUCCIO

4.86 out of 5 average rating, 139 reviews
Guest favourite
A dining area is illuminated by natural light pouring through an open window. A wooden table is set for four, surrounded by white chairs. Scenic hills are visible through the window, enhancing the inviting atmosphere of the space.
Apartment in Montespertoli

La Chicchera, ground floor apt with panoramic view

4.92 out of 5 average rating, 146 reviews
Top Guest favourite
A dining area features a round wooden table surrounded by four wooden chairs. The table is set with bright orange placemats and dishes. A small TV stands in the corner beside a fan, and kitchen cabinets are visible in the background.
Apartment in San Gimignano

La Casa di Elio

4.98 out of 5 average rating, 122 reviews

Bed and breakfast rentals with breakfast

Guest favourite
An aerial view reveals the expansive agriturismo surrounded by lush greenery and rolling hills. A shimmering pool lies amidst manicured gardens, flanked by tall cypress trees. Quaint buildings are scattered throughout the landscape, offering a serene retreat in the Tuscan countryside.
Private room in Buonconvento

"Olmo Room" Romantic room with panoramic view

4.91 out of 5 average rating, 164 reviews
Top Guest favourite
A spacious room features a wrought iron canopy bed draped with white fabric. Exposed wooden beams and rustic stone walls create a warm ambiance. A spiral staircase leads to an upper level, while large arched windows invite natural light and showcase scenic views.
Private room in Badia a Passignano

B&B Torre di Badia, Stanza galileo galilei

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
Private room in San Gimignano

Tenuta Sovestro Winery, Camera matrimoniale al pi.

4.95 out of 5 average rating, 133 reviews
Guest favourite
A clear blue swimming pool is framed by sun loungers and umbrellas, offering a serene outdoor space. Lush greenery and flowering shrubs provide a natural backdrop, while tall cypress trees rise against a bright blue sky, emphasizing the scenic view of the surrounding landscape.
Hotel room in San Gimignano

Charming farmhouse B&B rooms

4.95 out of 5 average rating, 192 reviews
Top Guest favourite
Private room in Siena

Casacenti B&B Siena centro storico, Camera doppia

4.95 out of 5 average rating, 187 reviews
Top Guest favourite
A well-lit bedroom features two spacious beds, each adorned with white linens. A wooden nightstand holds a vintage lamp. Bright curtains frame a window, allowing natural light to fill the room. Decorative wall art and a wooden chair enhance the inviting atmosphere.
Private room in Monticchiello

Vacanze in Val d'Orcia

4.89 out of 5 average rating, 151 reviews
Guest favourite
Private room in San Gimignano

Casanova di Pescille a San Gimignano Primo pian...

4.93 out of 5 average rating, 433 reviews
Top Guest favourite
A charming rustic villa is surrounded by olive trees, showcasing a sparkling pool and inviting outdoor seating. Sunlight filters through the clouds, enhancing the serene countryside view. A sun umbrella provides shade over a dining area with tables and chairs, set against a tranquil backdrop.
Private room in Civitella in Val di Chiana

B&B Country House Poggio del Drago

4.97 out of 5 average rating, 177 reviews

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