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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
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, 326 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 in Cecina
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 in Rio Marina
5 out of 5 average rating, 105 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 in Cecina
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
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat in San Miniato
4.99 out of 5 average rating, 165 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Guest favourite
A stone villa is showcased alongside a heated, private swimming pool with a safety cover. Lush green grass borders the pool area. Large glass windows of the villa reflect natural surroundings, while wooden fencing adds privacy to the outdoor space.
Farm stay in Monteverdi Marittimo
4.94 out of 5 average rating, 103 reviews

country villa with heated swimming pool

The villa built entirely of stone gives our guests a relaxing stay in complete privacy but also pleasant excursions in the surroundings and the sea. The pool water is heated IMPORTANT: it is heated in the mid-season periods 28° (May-June) (September-November) IMPORTANT: We are immersed in nature and in the woods so there are flying insects! There are mosquito nets in the house. MAX 2 PETS: €5 per day per pet to be paid on arrival.   RENT ONLY FROM SUNDAY TO SUNDAY

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 in San Gimignano
4.97 out of 5 average rating, 70 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 in Montecatini Val di Cecina
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 in Gambassi Terme
5 out of 5 average rating, 212 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 in Cecina
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 living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment in San Gimignano
5 out of 5 average rating, 45 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
A single-story structure is visible, surrounded by greenery and trees. A paved pathway leads to a patio area with a few outdoor plants. The house features a warm exterior with wooden window shutters and a tiled roof, under a clear blue sky.
Home in Cecina
4.86 out of 5 average rating, 146 reviews

Cottage in the Cecina countryside

In the Cecina countryside, along the road leading to the medieval village of Casale Marittimo, a private park with parking, the 30 sqm studio overlooks a veranda equipped for outdoor dining even with the use of the barbecue. Convenient to services (town and shopping center). The beautiful pine forest of Marina di Cecina and the sea can be reached by car or bicycle. Nearby are beautiful villages and very well-known locations. For additional fees, see the House Manual

Popular amenities for La Cinquantina holiday rentals

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