Vacation home rentals in Montalcino

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Montalcino

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Vacation home

5 out of 5 average rating, 130 reviews

Historic Arched Apartment in the Heart of Arezzo

In the old town centre of Arezzo, next to Casa Vasari, rises up the sixteenth century building, owned in the past by the Ubertini family. A few steps away from all the attractions of the city, the old kitchens of the building have been transformed into an elegant and comfortable guesthouse, rich in charm in every detail. The interior design is well-finished and, making every detail stand out, is finely furnished with traditional carpets and antique pieces. Locanda Bellavita is an apartment for up to 7 people, on the ground floor with an independent entrance. It consists of two master bedrooms, one French bedroom, one restroom with bath and another one with shower, a big living room with a massive fireplace, dining room and professional kitchen. ingresso privato,tutti gli ambienti sono in esclusiva Salvo alcuni giorni della settimana,abito sopra la struttura The apartment is in a building in the old town center of Arezzo next to Casa Vasari. It’s a few steps from all the attractions in the city. a 100mt dalla Chiesa di san Domenico e dal Duomo. Vicinissimo al parcheggio Petri,sotto il Duomo della città. In 5 minuti ovunque a piedi nel centro della città In the middle of the old town centre the guesthouse is a few steps away from every touristic attraction. The apartment is entirely exclusive for you for the period reserved and is provided with every comfort. The kitchen is professionally equipped. The towels and bed linen will be changed every 4 days. To prepare breakfast, there is an area with coffee machine, kettle, toaster and microwave. *The rooms will be naturally chilled thanks to the thick stone walls, so you won’t need any air conditioning.

Superhost

Vacation home in Radda in Chianti

5 out of 5 average rating, 29 reviews

Tuscany Country House, Central Chianti, Pano Views

Tour (no spaces) www. escapetochianti. com/experience Your perfect central base in Tuscany! The Main House @ Vignale has spectacular panoramic views overlooking organic vinyards in the heart of Chianti Classico wine country. Our spacious, historic artist-inspired farmhouse has 3 bedrooms, 1 bath + updated modern comforts and a large living room and fireplace. Minutes from top restaurants & Chianti hill towns, Siena, and Florence - an easy central location for day trips to all parts of Tuscany

Superhost

The image captures the rustic stone exterior of the building, featuring a window framed in wood. Nearby cypress trees can be seen against a backdrop of muted pastel colors from the sunset reflecting on the lake's surface.

Vacation home

4.67 out of 5 average rating, 3 reviews

Antico Casale Tiravento - Apa. with terrace

Antico Casale Tiravento can be encapsulated in the words "among hills of olive groves and sunsets reflected on the waters of Lake Trasimeno". The Villa combines the desires of travellers wishing to visit places steeped in millenary history and those of guests in need of rest, peace and beauty. The Terrace Apartment presents everything needed for short and long stays, and is characterised by its 30 m2 Terrace at exclusive use. An electric car charging station is available on the property.

Guest favorite

A serene view of the lush green valley is displayed, framed by historic stone buildings. The sky is filled with clouds, and foliage is visible in the foreground, enhancing the natural setting. A sense of tranquility emanates from this outdoor vantage point.

Vacation home

5 out of 5 average rating, 7 reviews

Independent Historic Sweet House on the Walley.

Rilassati e ricaricati in quest'oasi di quiete ed eleganza nel centro storico di Pitigliano, all’interno della Piccola Gerusalemme con vista sul verde della vallata. Adatto alle famiglie con la zona giorno, l’angolo cucina e l’ampia zona notte al piano superiore. Siamo pet friendly 🐶❤️ Il bagno, da poco ristrutturato, e’ confortevole con una comoda doccia a parete 70x120, l’angolo lavabo dalla parte opposta. Adatto anche per lo smart-working con un angolo lavoro e Wi-Fi illimitato.

Guest favorite

Vacation home

4.91 out of 5 average rating, 35 reviews

Refined house with pool, Valdorcia Deluxe 2

In the Val D'Orcia DELUXE apartments, you can relax in the midst of nature, finding a spacious and very welcoming home. The house is equipped with everything you need (including dishwasher, washing machine, WiFi) and has large outdoor spaces with swimming pool, gazebos, LCD TV, tables, sofas. You will be followed from booking until your arrival with all the useful information and of course we will always be at your disposal throughout your stay. We look forward to seeing you soon!

Top guest favorite

Vacation home

4.97 out of 5 average rating, 127 reviews

La Dimora del Lago - Lake views of Tuscany and Umbria

Recently and authentically restored in a small rural hamlet, located halfway between Florence and Rome and Montepulciano and Cortona in the tranquil countryside overlooking tiny Lake Chiusi - less than 2 hours drive by Autostrada or train from Florence or Rome. Forged from a 500-year-old watchtower, an authentic country house - tranquil and relaxing, it also has an excellent internet connection and Netflix. PLEASE NOTE - €75 CLEANING AND TOURIST TAX TO PAY IN CASH ONCE HERE. .

Superhost

An infinity pool stretches along the landscape, surrounded by lush greenery and hills. The calm water reflects the clear blue sky, while poolside seating offers relaxation. A gentle slope of grass adds to the serene ambiance, complemented by a nearby dog enjoying the outdoor space.

Vacation home

5 out of 5 average rating, 3 reviews

part of luxury farmhouse - airco, infinity pool

Newly renovated cosy farmhouse in Paciano. Indulge in minimalist luxury at our farmhouse in Umbria! Experience utmost comfort with a fully-equipped kitchen, infinity pool overlooking Citta della Pieve, Mont Cetona, Chiusi and Montepulciano! There is a cozy fireplace inside, and a relaxing terrace. There is a BBQ (Ofyr) and pizza oven, and a pergola. Ideal for a serene retreat in nature's embrace. The farmhouse is split in 2 parts and can be rented seperately or together.

Superhost

An outdoor terrace is featured, showcasing a table surrounded by four iron chairs with cushioned seating. A patterned tablecloth covers the table, and vibrant flowerpots add a touch of color to the space. The brick walls and tiled floor enhance the inviting atmosphere.

Vacation home

5 out of 5 average rating, 4 reviews

Orchid apartment with terrace

Apartment located in Torrenieri, a hamlet of Montalcino, equipped with every comfort to spend an excellent vacation or for work. Great location to visit the main villages Val d 'Orcia (San Quirico, Pienza, Montepulciano, Monticchiello). Guests have exclusive use of the apartment located on the second floor with individual access via external stairs. There is a terrace where you can recharge in thisquiet and elegant space.

Superhost

The outdoor pool area features a circular design with clear turquoise water, surrounded by a stone deck. Two loungers are positioned nearby under a shaded wooden pergola, while lush greenery frames the scene, enhancing the serene and private environment.

Vacation home

5 out of 5 average rating, 15 reviews

Casa Paolina, typical Tuscan structure

Holiday home in Tuscan style, rustic and cozy, finely renovated respecting the tradition of the place. Equipped with every comfort, it will give joy and relaxation to young and old with its large garden, pool and hot tub. Our guests will be able to stay in complete privacy in our structure immersed in nature, in a small village of medieval origin, entirely pedestrian, forged by time and past generations.

Top guest favorite

Vacation home

4.97 out of 5 average rating, 144 reviews

Fienile Santa Teresa

EMERGENCY COVID 19: The barn will be sanitized with products in accordance with the law before each entry, every possible protection will be implemented!!! For a peaceful time immerse yourself in typical rural Tuscan life at this excl. guest barn surrounded by vineyards & olives groves lying between Florence & Siena. Please ask for special offers during the off season and for long term stays!

Guest favorite

A serene swimming pool is positioned against a stunning landscape, surrounded by tall cypress trees. The horizon captures the fading sunlight, casting a warm glow over the expansive valley below. Poolside lounge chairs offer a comfortable space to enjoy the view.

Vacation home

4.92 out of 5 average rating, 39 reviews

Casina Dei Sogni

The villa is in a great location with breathtaking views that can be enjoyed from every point of the property. It is located in a strategic area for tourism, being just over a 10-minute drive from the center of Arezzo, the highway and about twenty minutes from Cortona. The pool is a gem, from which you can enjoy a fabulous landscape and is for the exclusive use of guests.

Superhost

Vacation home

5 out of 5 average rating, 5 reviews

Exclusive & intimate atmosphere- Adults only

Appartamento all'interno di bellissima villa padronale con piscina esterna e lounge bar, situata nei pressi di Cortona, al confine tra Toscana e Umbria. Accesso su prenotazione al lounge bar per colazioni, aperitivi, degustazioni o semplicemente per assaporare un calice di vino dalle migliori cantine della zona.