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Holiday rentals in Simonti

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Top-rated holiday rentals in Simonti

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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.
Apartment
5 out of 5 average rating, 303 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
The rustic farmhouse is set against a clear blue sky, featuring a textured stone façade with wooden window shutters. A gravel courtyard is visible, adorned with potted plants and outdoor seating, offering a welcoming entrance to the tranquil countryside surroundings.
Farm stay
4.97 out of 5 average rating, 176 reviews

Stone farmhouse, exclusive private pool

Podere Montebono is located on the hills of Reggello just 30 km from Florence. Ideal for reaching cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, olive trees, a garden and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 double bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 5 people) We do not rent single rooms. Barbecue area. Total privacy.

Top guest favourite
A dining table is set on a balcony, featuring decorative plates, a coffee pot, and colorful mugs. Potted plants adorn the railing, complemented by a view of the lush countryside and distant hills under a clear sky.
Flat
4.96 out of 5 average rating, 100 reviews

[Tuscany Home] Garden Retreat w/ Parking & BBQ

Enchanting apartment in the heart of the Tuscan countryside, strategically located between Chianti, Florence and Arezzo. ✔ Up to 6 guests ✔ Welcome Book with professional tips and recommendations ✔ Private parking on site ✔ Just 5 min by car to Figline Valdarno train station · 35 min to Florence ✔ 2 double bedrooms + 1 bedroom with bunk beds · Spacious living room ✔ 50" UltraHD 4K Smart TV, fast Wi-Fi, air conditioning and heating ✔ Brick barbecue for unforgettable outdoor meals

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle
4.99 out of 5 average rating, 210 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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
4.99 out of 5 average rating, 446 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
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
An outdoor area is shown with lounge chairs and umbrellas situated in a grassy space. The house's orange exterior is seen in the background, with dining furniture placed on a patio, surrounded by lush greenery and olive trees.
Home
4.94 out of 5 average rating, 143 reviews

Cozy independent panoramic portion Rossella'house

Large and bright rooms,kitchen with view, panoramic loggia.Large fenced garden. At 25 km from Florence, 7 km from S.Ellero railway station,you are in Florence in half an hour. At 12 km from THE MALL (Leccio) for fashion lovers. We are at 508 meters above see level and higher up the green forest of Vallombrosa. Indipendent entrance. You need a car to reach us.The road is paved.We live next door.The cost of heating is not included in the price.

Guest favourite
The historic tower apartment, part of a small castle, is surrounded by lush greenery and trees. The building features multiple windows, showcasing traditional architectural elements. A picturesque garden with low shrubs and budding flowers provides a tranquil atmosphere, inviting exploration of the outdoor space.
Castle
4.92 out of 5 average rating, 559 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Guest favourite
Farm stay
4.88 out of 5 average rating, 309 reviews

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

Top guest favourite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle
4.88 out of 5 average rating, 119 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Guest favourite
An outdoor area is presented, featuring a stone-paved patio with several potted plants. The entrance to the house is framed by arched doors, which open to a cozy seating arrangement. Views of the surrounding landscape are visible in the background.
Holiday home
4.93 out of 5 average rating, 126 reviews

Historic apartment Il Prato in Castelfranco

Il Prato is a historic Tuscan farmhouse on the outskirts of Castelfranco di Sopra, finely restored and surrounded by olive trees, orchards and woods. It has a beautiful garden where you can relax and eat. Equidistant from the great cities of art of Siena, Florence and Arezzo.

Top guest favourite
The charming stone exterior of the house is framed by lush greenery, with orange shutters accenting the windows. A small staircase leads to the entrance, while the surrounding area features gentle hills and trees, creating a serene environment.
Barn
4.91 out of 5 average rating, 146 reviews

The Casetta in Biccheri's forest

The Casetta was a sheepfold that was part of the farm unit already at our purchase in 1972. It is nestled between the landings of our olive grove and the woods, and can be reached via a dirt road and a small ford from the main house of Borgo Mocale, about 800 meters.

Popular amenities for Simonti holiday rentals

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  2. Italy
  3. Tuscany
  4. Arezzo
  5. Simonti