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Vacation rentals in Ponsano

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Top-rated vacation rentals in Ponsano

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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.
Condo in Noce
5 out of 5 average rating, 315 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.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 119 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Guest favourite
The stone farmhouse is surrounded by lush greenery and tall cypress trees, with a gentle slope leading to the entrance. A shaded terrace is visible in front, offering a place to relax and enjoy the outdoor setting. The sky is partly cloudy, enhancing the tranquil ambiance.
Farm stay in Montespertoli
4.91 out of 5 average rating, 117 reviews

Piccionaia apartment with garden for 2 people

In Montespertoli, among the rolling hills of Chianti, there is Podere Paglieri, a small family-run farm where wine and oil have been produced for generations. We are located halfway between Florence and Siena, in a perfect position to discover San Giminiano, Volterra, Siena, Lucca, and the Tyrrhenian coast, which are just a few kilometers away. The farm is surrounded by vineyards, olive groves and woods where you can walk freely, has a large and well-kept garden and a beautiful shaded terrace.

Guest favourite
A renovated 19th-century stone farmhouse is surrounded by lush greenery and vibrant flowers. The façade exhibits classic architecture with arched windows and a terracotta roof, enhancing the scenic countryside setting. A gravel driveway leads to a welcoming entrance, bordered by manicured plants.
Apartment in San Gimignano
4.93 out of 5 average rating, 76 reviews

Tuscan Farmhouse Just Outside San Gimignano

Set in the Tuscan countryside just a 3.8 mi drive (12 minutes) from San Gimignano, Casa Giustini is in a renovated 19th-century stone farmhouse, called "Podere Il Caggio". Property has garden with swimming pool, free parking, picnic area w/ table / chairs, & BBQ grills. New kitchen & appliances, new beds & linen, closets & dressers in bedrooms. Washing machine. Kitchen has what you would need to cook great meals. Coffee grinder stocked with medium / strong roast (help yourself, just crank it).

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, 149 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, 222 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.

Top guest favourite
A private swimming pool is surrounded by a spacious stone patio, featuring comfortable sun loungers and shaded seating areas. Potted plants are placed around the pool, enhancing the tranquil outdoor space that is framed by trees and the rustic charm of the stone house.
Villa in Volterra
5 out of 5 average rating, 36 reviews

Romantic Villa with private pool - "Il Pollaio"

"Il Pollaio" is a charming, traditional and well equipped stone country house that offers you peace, tranquility and comfort in a typical Tuscan setting. Enjoy air conditioning, a garden with a private pool and a dreamy playhouse for the little ones. It is conveniently located near amazing destinations, but also secluded and private. Multiple parking slots are available inside the property. ATTENTION: Read the details at the "show more" button beneath under "Other things to note".

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 lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 127 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 248 reviews

Casa al Gianni - Hut

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Guest favourite
A serene private pool is visible, with clear blue water reflecting the sunlight. Comfortable loungers are positioned nearby, overlooking the Tuscan hills. Lush greenery surrounds the area, enhancing the tranquil setting.
Villa in Volterra
4.98 out of 5 average rating, 42 reviews

Detached villa with private pool

Detached villa with stunning views of the Tuscan hills. Equipped with a private pool and large garden. It has a well-stocked kitchen, 3 bedrooms, two of which are double and one with two single beds, and 3 bathrooms. It also has a large living room with a sofa and satellite TV, and private parking. The entrance to the Villa is completely independent.

Top guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 203 reviews

Romantic Garden in Historic San Gimignano

Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.

Popular amenities for Ponsano vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Pisa
  5. Ponsano