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Holiday rentals in San Carlo

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Top-rated holiday rentals in San Carlo

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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
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
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home
5 out of 5 average rating, 98 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Top guest favourite
A serene outdoor garden area is featured, with lush green grass and vibrant flowers. Multiple lounge chairs provide comfortable seating under the sun, inviting relaxation. A tree offers shade, while a fenced border enhances privacy, ensuring a peaceful space for guests and their pets.
Home
5 out of 5 average rating, 9 reviews

[Relax] Modern suite with garden, A/C and Wi-Fi

Elegance and simplicity meet in this delightful apartment for two, nestled in a quiet area of San Vincenzo. Just 1.5 km from the beach, it offers every comfort: air conditioning, a reserved space in the garden for your moments of relaxation, and free parking on the property. Perfect for travelers from around the world looking for relaxation, a short distance from the sea and an ideal base for exploring villages, nature and local flavors. Experience the authentic magic of the Tuscan coast.

Superhost
Flat
5 out of 5 average rating, 3 reviews

Malvasia - welcoming accommodation in farmhouse

Bring the whole family to this fantastic accommodation with plenty of space! Malvasia is a 120 m2 3-bedroom apartment on the 2nd floor of a 1746 farmhouse in our wine farm. The kitchen and living room offer beautiful sea views; the bedrooms overlook the vineyards and hills. A bathroom with a hot tub and another bathroom with a walk-in shower complete the comfort. The apartment can accommodate up to 6 people in a double room, a twin room, and a double couch bed in the living room.

Top guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa
4.99 out of 5 average rating, 129 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

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
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 spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home
4.99 out of 5 average rating, 135 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Guest favourite
A serene garden area features two lounge chairs positioned on lush green grass, overlooking the sea in the distance. White lilies bloom in the foreground, complemented by a rustic shade structure nearby, providing a tranquil setting for relaxation.
Farm stay
4.95 out of 5 average rating, 151 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

Guest favourite
An outdoor dining area is set on a terrace with a sea view, featuring a wooden table surrounded by metallic chairs. Soft lighting from candles and lanterns creates a warm ambiance. The horizon is illuminated by the fading light of dusk, while palm trees and moored boats are visible in the background.
Flat
5 out of 5 average rating, 15 reviews

La Torre-Luxury attic - BEACH FRONT - Tuscany

La Torre è un appartamento unico, selezionato dalle riviste del settore travel in tutta Italia. Sulla Spiaggia ed in centro. Ha 2 camere (una matrimoniale ed una singola), un bagno, una cucina ed un soggiorno tutto vista mare. La terrazza è abitabile, con tavolo, sedie e zona relax con divanetti. La casa è situata al secondo ed ultimo piano, senza ascensore. A 2 minuti a piedi dalla casa c'è un box auto privato da prenotare, €12/notte.

Top guest favourite
A panoramic view depicts rolling green hills extending toward the coastline. The azure sky is adorned with scattered clouds, while the sea glistens in the distance. A sheer curtain is visible in the foreground, framing the serene landscape.
Home
5 out of 5 average rating, 52 reviews

Apartment in country house with panoramic view

Experience a holiday surrounded by the scents of nature, in this unique and relaxing space. Wide panoramic view of the coast and the islands of Giglio, Montecristo and Elba. You can enjoy a multitude of paths for walking, trekking and mountain biking. To reach the farmhouse from the Archaeo-mining park of San Silvestro, it is necessary to travel 1300 meters of white road, uphill with an uneven road surface.

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
4.91 out of 5 average rating, 243 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!

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
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.

Popular amenities for San Carlo holiday rentals

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  2. Italy
  3. Tuscany
  4. Livorno
  5. San Carlo