Vacation home rentals in Montalcino

A spacious living room features an archway of exposed brick and stone, with large windows allowing natural light. A comfortable sofa is positioned around a coffee table, while a professional kitchen is visible in the background, complemented by wooden shelves filled with books.

5 out of 5 average rating, 134 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.

A spacious swimming pool is surrounded by a sun terrace featuring lounge chairs and umbrellas. Lush greenery and flowering plants provide a natural backdrop, while a rustic stone building is visible in the distance, enhancing the serene atmosphere of the outdoor space.

4.93 out of 5 average rating, 107 reviews

Podere La Castellina - No. 2 LECCETO

Stone and brick apartment inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The apartment located on the ground floor can comfortably accommodate 2 people and includes: - living room with TV - kitchen with oven and electric stove - master bedroom - bathroom with large shower - private outdoor table Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Superhost

A charming storefront appears within a quaint village setting, showcasing a red awning over a small café. Black tables and chairs align outside, inviting patrons to enjoy the atmosphere. The light-colored building features green shutters, contributing to the traditional Tuscan feel.

4.7 out of 5 average rating, 96 reviews

Apartment in Val d'Orcia with private parking space

Our apartment is located in Torrenieri (SI) fraction of Montalcino, close to many tourist attractions such as: San Quirico d'Orcia, Terme di Bagno Vignoni, Montalcino, Buonconvento & San Giovanni d'Asso, it is also at the Via Francigena about 1,500 meters from the famous cypresses of S. Quirico d'Orcia. It is a comfortable, welcoming and well-organized apartment, located on the ground floor with a private parking space. Perfect for a holiday in Val d'Orcia! Ps: 2 Bicycles available upon request

4.97 out of 5 average rating, 118 reviews

Breathe in Tuscany: 180° view of the hills

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.

4.95 out of 5 average rating, 173 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

4.95 out of 5 average rating, 130 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 among other houses. it also has an excellent internet connection and Netflix. TOURIST TAX TO PAY IN CASH €0,80 per adult, per night of stay for up to 5 nights .

Superhost

A small outdoor wooden terrace is furnished with a black table and an accompanying chair. Lush greenery and flowering plants in shades of purple and white create a serene backdrop. A muted blue fence provides a subtle contrast to the vibrant flora, enhancing the sense of privacy.

4.89 out of 5 average rating, 228 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments (one of which is my home) each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm and relaxed place, an idyllic retreat away from the crowds.

An aerial view captures the historic castle surrounded by lush green hills and vineyards. The impressive structure features tall towers and ornate architecture, set amid manicured gardens and tree-lined pathways, reflecting the beauty of the Chianti landscape.

5 out of 5 average rating, 107 reviews

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

4.94 out of 5 average rating, 259 reviews

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

A scenic view of rolling hills under a pastel sky is presented, with gentle curves of the landscape fading into the distance. A well-maintained stone pathway runs along the edge, bordered by neatly trimmed trees, inviting peaceful walks in a tranquil setting.

4.85 out of 5 average rating, 26 reviews

House for the Osticcio (Panoramic View)

Located on the edge of Montalcino, just 100 meters from the fortress, this apartment offers a unique view over the Val d'Orcia and the hills of Siena. With two double bedrooms, a balcony ideal for sunset aperitifs, and a modern, fully equipped kitchen, it’s perfect for families and groups. Comfort, peace, and the charm of Tuscany come together to create an unforgettable stay in the heart of Brunello. Free street parking and breakfast included!

A narrow, cobbled street lined with rustic stone buildings, showcasing earthy tones. Flower pots add a splash of color to the entryways. Window shutters are slightly ajar, allowing soft light to spill into the alley, enhancing the historic charm of the Tuscan village.

4.97 out of 5 average rating, 105 reviews

In Tuscany Rooms

**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.

A refreshing pool area is surrounded by lush greenery. A wooden deck features lounge chairs, inviting relaxation. A shaded seating area is visible to the side, creating a tranquil outdoor space that complements the natural surroundings.