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Holiday rentals in San Giovanni Valdarno

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Top-rated holiday rentals in San Giovanni Valdarno

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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 in Noce
5 out of 5 average rating, 308 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, 116 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.

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 serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Apartment in Castelfranco di Sopra
4.84 out of 5 average rating, 276 reviews

House between Firenze, Arezzo, chianti e Siena

The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

Top guest favourite
A charming country house is set against a backdrop of expansive blue sky and lush green hills. The exterior features a combination of stone and plaster, with large arched windows and a welcoming entrance. A pebbled path leads to the front, flanked by garden beds.
Home in Il Poggetto
4.92 out of 5 average rating, 139 reviews

The Loggia

Country house located in Radda, the heart of the Chianti, within walking distance from the historical center and other services such as; Coffee shops, Post Office,grocery stores and restaurants. The house is composed of a full equipped kitchen, living room with a sofa bed, bedroom, loggia and bathroom. The property is surrounded by a garden and there is a nice wooden table in the garden to eat in an open space and another lounge spot to enjoy the magnificent landscape.

Top guest favourite
A modern kitchen and dining area features a round wooden table surrounded by four green chairs. A sleek black kitchen unit is equipped with an oven and other appliances, complemented by a green accent wall and natural light streaming through the large window.
Apartment in San Giovanni Valdarno
5 out of 5 average rating, 27 reviews

"Casa ViVe" hospitality in the heart of Tuscany

Casa ViVe is located a short walk from the historic center of San Giovanni Valdarno, the birthplace of Masaccio, a town rich in history, culture and charm. The apartment, completely renovated in 2024, is perfect for those looking for a comfortable stay in a strategic location, ideal for discovering the cities of Florence, Arezzo and Siena and for exploring the beauties of Chianti and the Tuscan Apennines, among picturesque villages, vineyards and authentic flavors.

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.

Guest favourite
A table is set outdoors with two large wine glasses filled with red wine, accompanied by a bottle of Chianti. A plate of fresh salad and another plate featuring sliced meats are arranged nearby, with a scenic view of green hills in the background.
Home in San Giovanni Valdarno
4.98 out of 5 average rating, 113 reviews

FREM House between Chianti Arezzo and Florence

Bright ground floor apartment with garden and independent entrance is located in a quiet and quiet area of the city. It is a few minutes walk from the historic center, the train station and all the amenities. The apartment is very spacious and well furnished inside, it also has a nice outdoor space with exclusive loggia and equipped to spend pleasant breakfasts and outdoor lunches in front of the private garden.

Top guest favourite
A shaded outdoor patio is framed by greenery, providing a peaceful retreat. Comfortable seating is arranged around a small table, while sun loungers are positioned nearby. The surrounding landscape showcases hills and trees, enhancing the serene environment of the private garden.
Farm stay in Cavriglia
4.9 out of 5 average rating, 198 reviews

Chianti La Pruneta, Caravaggio apartment

A Jewel of an apartment in the heart of Tuscany. Stunning views over cypress and olive trees. Beamed ceilings, marble floors, all recently refurbished. The apartment includes an antique wooden bed and Venetian lights. You can relax and eat 'Al Fresco' in your own private garden where sun loungers a BBQ and a shaded eating area are all provided, enjoying the beautiful views.

Top guest favourite
The villa's rustic stone exterior is complemented by a sunlit pool area, featuring a beautifully crafted wooden pergola. Comfortable seating arrangements are provided under the pergola, surrounded by blooming flowers. A large umbrella offers shade beside the shimmering pool, enhancing the outdoor relaxation experience.
Villa in Cavriglia
4.99 out of 5 average rating, 149 reviews

Villa Poggio in Mandria in Chianti

Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.

Top guest favourite
Home in Terranuova Bracciolini
4.97 out of 5 average rating, 151 reviews

Villa Lolù with private heated swimming-pool

Charming villa with private heated pool, and outdoor hot tub. Very large 175 sqm house with kitchen, dining room, living room with fireplace, 3 double bedrooms, 1 bedroom with 2 single beds, 1 double sofa bed, 3 bathrooms, one of which is en suite. Starting this year, there is also a gym

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 in Faella
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.

Popular amenities for San Giovanni Valdarno holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
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  5. San Giovanni Valdarno