Vacation rentals in Chianciano

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Top-rated vacation rentals in Chianciano

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Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 122 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Guest favorite

Villa in Montepulciano

4.96 out of 5 average rating, 166 reviews

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

Guest favorite

Rental unit in Montepulciano

5 out of 5 average rating, 103 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

Guest favorite

Rental unit in Montepulciano

4.97 out of 5 average rating, 364 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest favorite

Farm stay in Seggiano

4.99 out of 5 average rating, 225 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Guest favorite

Rental unit in Montepulciano

4.95 out of 5 average rating, 132 reviews

The Tramonti di Eramo , downtown Montepulciano.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

Guest favorite

Rental unit in Montepulciano

4.99 out of 5 average rating, 239 reviews

Montepulciano Downtown Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Guest favorite

Rental unit in Chianciano Terme

4.86 out of 5 average rating, 734 reviews

Enne's Home

Cosy functional and comfortable apartment, equipped with large elevator and private garage, located a few steps from the Historical Center and the Terme di Chianciano. Comfortable to visit the Val d 'Orcia and its wonderful villages and thermal baths. Ideal for a relaxing holiday, nature, good food and good wine. The cleaning of the apartment is carried out with products recommended by Airbnb for the prevention and sanitation against Covid-19.

Guest favorite

Farm stay in Montepulciano

4.97 out of 5 average rating, 117 reviews

Stabbiano-Bilocale gorgeous view

Two-room apartment with beautiful views ranging from Montepulciano to Cortona and to the Sibillini mountains, and to the lakes of Chiusi, Montepulciano and Trasimeno. We are a few kilometers from ValD'Orcia. The apartment can accommodate up to 2 people, it consists of a bedroom with a double bed, a bathroom with a shower and a living room with an equipped kitchenette.

Guest favorite

Farm stay in Campiglia D'orcia

4.93 out of 5 average rating, 337 reviews

Poggio Bicchieri Farm - Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.