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Holiday rentals in La Cinquantina

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Top-rated holiday rentals in La Cinquantina

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home
4.98 out of 5 average rating, 182 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dinners. A memorable getaway awaits you in this little slice of paradise!

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
5 out of 5 average rating, 341 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Top guest favourite
A modern bedroom features a spacious bed with crisp white linens, complemented by a neutral-colored blanket. A large wardrobe is present against the wall, with light streaming in through sheer curtains. A minimalist side table holds a decorative item, enhancing the room's clean lines.
Holiday home
4.98 out of 5 average rating, 50 reviews

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.

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
4.92 out of 5 average rating, 26 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, 111 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
Home
4.96 out of 5 average rating, 129 reviews

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

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, 223 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
4.93 out of 5 average rating, 42 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
5 out of 5 average rating, 59 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.”

Top guest favourite
Home
5 out of 5 average rating, 76 reviews

Happy Stay in a Tuscany Escape in a Country Home

An amazing experience between nature, flavor 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 vineyards and olive groves with an samazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a peaceful and relaxing holiday.

Guest favourite
A living area features a blue sofa accompanied by decorative cushions. A low coffee table sits on a patterned rug, while a bookshelf displays assorted items. Artwork adorns the walls, adding a touch of color to the light-filled space.
Flat
4.94 out of 5 average rating, 106 reviews

The house of light

Bright and airy apartment on two floors, living room with sofa bed, large kitchen and bathroom on the ground floor; on the first floor a double bedroom, a bedroom with two single beds, bathroom with shower. 30 sqm of paved garden where you can have lunch, dinner, enjoy the beautiful sunsets and the silence of the countryside on summer evenings. Private parking space in front of the house for a medium-sized car, otherwise in the private access road

Superhost
A spacious bedroom features a canopy bed draped in rich red curtains, complemented by intricately designed wooden ceilings. Traditional furnishings include a vintage writing desk and a wooden wardrobe, while natural light enters through a small window adorned with a decorative grill.
Castle
4.93 out of 5 average rating, 54 reviews

Medieval Tower in the Tuscan Countryside

On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region

Popular amenities for La Cinquantina holiday rentals

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