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Holiday rentals in Montefioralle

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Top-rated holiday rentals in Montefioralle

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Top guest favourite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Apartment in Noce
5 out of 5 average rating, 184 reviews

Ancient 17th-century farm in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 145 reviews

Villa di Geggiano – Guesthouse

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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 220 reviews

The Chianti Classico Sunset

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Guest favourite
A wooden dining table is set with plates and glassware, complemented by a red table runner. A framed artwork hangs on the wall, and a rustic fireplace is visible, adding character to the cozy dining area. The adjacent kitchen is partially seen in the background.
Home in Greve in Chianti
4.87 out of 5 average rating, 123 reviews

The Sundial in Montefioralle

In the village of Montefioralle, the Meridiana, the charm of historic homes. In front of one of the ancient castle gates, the house is part of the medieval castle. On the ground floor you will find the kitchen, the dining room with a large fireplace, a sitting area and the ancient vaulted cellar, on the first floor the two double bedrooms, the bathroom, a living room/study and the garden with table and chairs where you can spend pleasant evenings. Free high-speed Wi-Fi is available.

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 204 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 450 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 163 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Top guest favourite
A welcoming living area is featured with an orange sofa complemented by two decorative cushions. A large piece of artwork hangs above the couch, while a stone wall adds texture. A potted plant and a wooden console table enhance the room's natural elements.
Apartment in Greve in Chianti
4.98 out of 5 average rating, 178 reviews

The Nest in Chianti

We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.

Top guest favourite
Apartment in Panzano
4.96 out of 5 average rating, 263 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

Top guest favourite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 318 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Guest favourite
Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.
Flat in Greve in Chianti
4.83 out of 5 average rating, 115 reviews

Beautiful medieval tower in Chianti

This is a lovely flat in an ancient farm, restored, in the heart of Chianti Classico , with an amazing panoramic view on the hills, surrounded by our vineyards as well as olive trees, where you will have an unforgettable holiday discovering Tuscany. CINIT048021B5LTBDVFE3

Top guest favourite
A sparkling swimming pool is framed by a well-maintained garden, equipped with lounge chairs and umbrellas. The stone building rises above the pool area, displaying balconies and surrounded by lush greenery. Clear blue skies are visible overhead.
Holiday home in San Donato In Poggio
4.97 out of 5 average rating, 158 reviews

Chianti Penthouse with panoramic View & Pool

Panoramic penthouse with a sleeping area (double bed), an equipped kitchen, a sofa in the lounge area with satellite TV. It also has two private panoramic terraces with tables and chairs as well as large communal garden with swimming pool.

Popular amenities for Montefioralle holiday rentals