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Holiday rentals in La Cinquantina

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Top-rated holiday rentals in La Cinquantina

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Top guest favourite
Apartment
5 out of 5 average rating, 318 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
A serene swimming pool surrounded by sun loungers and parasols, set against a clear blue sky. Lush greenery borders the area, enhancing the inviting space for relaxation and leisure.
Flat
4.95 out of 5 average rating, 19 reviews

Farmhouse, Tuscany Chic Flat

Charming apartment in the historic setting of the "Fattoria del Terriccio Basso" in Cecina. Large park that immerses guests in the ancient Tuscan farms, a 3-minute drive from the sea, 15 km from Bolgheri. The apartment is equipped with every comfort, renovated with fine finishes, a shared swimming pool, and a private courtyard with a gazebo. The house is well connected to Marina di Cecina and the center by bus and bike path at the end of the driveway. NB. The pool will open on 06/15 and close on 09/15

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, 102 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.

Guest favourite
A wrought iron gate stands open, revealing a pedestrian pathway lined with stone tiles. On either side, low greenery is visible, providing a touch of nature. The blue sky above enhances the inviting entrance to the property.
Apartment
4.92 out of 5 average rating, 26 reviews

Vacation rentals in Cecina

L’appartamento è in un quartiere tranquillo e il parcheggio è libero. Il lungomare è facilmente raggiungibile in macchina, in 5 minuti, in bicicletta o a piedi attraverso una ciclabile. La casa può ospitare fino a 4 persone, la cucina è completa di accessori; la zona giorno con TV e divano. L’appartamento include una camera matrimoniale e una camera più piccola con 1 o 2 letti singoli su richiesta; un bagno con doccia. All’Esterno una terrazza per una colazione o una cena in tranquillità.

Top guest favourite
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Holiday home
4.97 out of 5 average rating, 63 reviews

Peaceful tuscan house with pool in Tuscany

An oasis of peace located in the heart of Tuscany on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style - The warmth of the wood-burning fireplace - Heated whirlpool tub embraced by your own private garden.

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, 207 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.

Guest favourite
An outdoor area features a shaded dining table with wooden chairs, adjacent to a charcoal grill. Two white lounge chairs are positioned nearby, surrounded by well-kept plants and flowers, with the exterior of the house showcasing a traditional brick design under a bright blue sky.
Holiday home
4.92 out of 5 average rating, 39 reviews

Lovely place in Tuscany Countryside

Portion of a detached house immersed in the Tuscan countryside near the sea and all amenities. The house consists of a living room, kitchenette, bedroom, bathroom and large outdoor area that is completely fenced. Free parking on the premises. Very quiet area with little traffic, immersed in a relaxing environment in contact with nature. Nearby: Casale Marittimo (12km), Castiglioncello (13km), Bolgheri (20km), Populonia and Volterra (40km). The owners speak excellent French.

Top guest favourite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Flat
4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

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
4.92 out of 5 average rating, 255 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top guest favourite
Castle
5 out of 5 average rating, 14 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

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, 137 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.

Popular amenities for La Cinquantina holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. La Cinquantina