
Vacation rentals in La Cinquantina
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Top-rated vacation rentals in La Cinquantina
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Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Podere il Pozzo_vacations in Tuscany_Cecina Marina
RELAXATION AND HOLIDAY AT THE IL POZZO FARM! Brand new and beautiful house in the Tuscan countryside with equipped garden and covered parking space, 5/10 minutes by bike from the sea and the nearest city center. The house, surrounded by nature, is on the ground floor and features a living room and kitchen overlooking the lawn, bathroom, utility room, and double bedroom for 2 guests. Accommodates up to 4 guests thanks to the sofa bed in the living room. Air conditioning in the living area and in the room.

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

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Podere La Castellina - No. 1 COTTAGE
Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Casa del Capitano | 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.

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Torre dei Belforti
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.

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.

Luxury Medieval Tower • Exclusive Chianti Stay
Welcome to one of the most exclusive residences in Chianti: a medieval tower transformed into a refined luxury retreat overlooking the Tuscan hills. Contemporary design, iconic furnishings, works of art and luxury comforts come together in a unique experience. An oasis of tranquility with a private garden, glass annex, Wi-Fi, and smart working area. Extra services: private chef, tastings in the cellar, wellness treatments and tours of the most beautiful villages in Tuscany.

Charming Country Tuscan House with Fantastic View
An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.
Popular amenities for La Cinquantina vacation rentals
Other great vacation rentals in La Cinquantina

AnticaVista, Luxury Apartment with Tower Views

Rosa: Tuscan Views & Pool, Walk to Town

Apartment in the center of Cecina

Elegant House in Rosignano: 2.5 km from the Sea

Beautiful vacation home with infinity pool

Modigliani apt in the wild Tuscany Hills~Le Fraine

The Cottage to relax and enjoy

Luxury Medieval Tower - Penthouse
Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia Di Sansone
- Del Chianti
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio





