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Holiday rentals in Cimbano

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Top-rated holiday rentals in Cimbano

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

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Guest favourite
Villa in Cetona
4.92 out of 5 average rating, 12 reviews

Villa a Cetona - private pool and hot tub

The villa is one of a kind with its large living room and its huge park with swimming pool, located within a farm estate full of woods, vineyards and olive groves. The house has 5 bedrooms, all with air conditioning and TV, 7 bathrooms, a 120 m² living room, a kitchen renovated in 2022 and equipped with all amenities, and plenty of outdoor space, as well as a swimming pool and a gazebo full of games, with seating areas, a BBQ and a brazier. tourist tax to be paid on site €2/day/person CIN IT052008B52IXHME98

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house in Macciano
4.97 out of 5 average rating, 244 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favourite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona
4.99 out of 5 average rating, 177 reviews

Casa Dolce Toscana | Panoramic Suites & Views

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Top guest favourite
An outdoor seating area is presented under a large umbrella, featuring a circular table surrounded by four cushioned chairs. The space overlooks a tranquil pool, bordered by flowering plants and terracotta pots, with expansive views of the surrounding landscape.
Villa in Paciano
4.95 out of 5 average rating, 21 reviews

Luxurious Villa near village, 10 persons

A very luxurious 10p Villa/ farm house, renovated in 2024, is a 5-minute walk from the beautiful medieval village of Paciano. The Villa is completely secluded (20,000 m2) and has an irrigated green garden and an olive grove, with an unprecedented view of Tuscany and Lake Trasimeno. With its large heated swimming pool and its many romantic terraces and outdoor kitchen, it is a unique location. Each room has its own bathroom and air conditioning. and that in the heart of Umbria and Tuscany

Top guest favourite
Aerial view of the farmhouse complex surrounded by lush fields and vineyards. The property includes a swimming pool and is framed by olive and cypress trees, with rolling hills and the countryside visible in the distance.
Flat in Cantagallina Alta
4.99 out of 5 average rating, 89 reviews

Il Gelsomino, apartment between Tuscany and Umbria

Between Umbria and Tuscany, near the lakes Trasimeno and Chiusi, lies this beautiful farmhouse. The complex consists of three cottages dating back to the end of last century, carefully restored and cared for in the external and internal finishes. Today 5 apartments are available for rent to guests. Il Gelsomino is an apartment on the ground floor with air conditioning, it has a living room with sofa bed, kitchen, two double rooms, bathroom with shower, porch with access to the garden.

Guest favourite
A large dining area features a long table surrounded by white chairs, positioned before expansive glass windows. The view reveals a scenic landscape with a swimming pool and rolling hills extending into the distance, framed by wooden beams overhead.
Farm stay in San Fatucchio
4.9 out of 5 average rating, 258 reviews

2 room apartments in farmhouse whit pool

We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom. The single bedroom is in the attic and has no door it overlooks the living room), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

Guest favourite
A shaded gazebo features a wooden seating area with white cushions, positioned on a stone patio. The scene captures a serene sunset over the property, with distant views of a saltwater pool and rolling hills, creating a tranquil outdoor setting.
Home in Castiglione del Lago
5.0 out of 5 average rating, 6 reviews

Spectacular Poolside Sunsets of Tuscan Hill Towns

Enchanting villa with spectacular poolside views of Lago di Chiusi and nearby Tuscan hill towns (Chiusi, Montepulciano). Fall in love with rustic Italy, explore nearby medieval towns, interact with locals, relax by the saltwater pool, enjoy a glass of wine under the gazebo, and listen as the sound of birds and church bells punctuate the peaceful quiet. Experience a “picnicco” at nearby Madrevite winery, offering a fun family-friendly evening of food, wine, & music with locals.

Guest favourite
The pool area features a rectangular swimming pool surrounded by meticulously landscaped gardens. Olive trees, rosemary, and rose bushes complement the scenic views of rolling hills and distant mountains under a clear blue sky.
Villa in Pozzuolo
4.91 out of 5 average rating, 58 reviews

Fabulous Farmhouse with Pool & 360 Panoramic View

In the very centre of Italy, straddling the border of Umbria and Tuscany, this carefully restored farmhouse makes a great base for a memorable Italian holiday. Situated in an idyllic hillside position overlooking Montepulciano, ‘La Colomba’ is blessed with 360-degree views of iconic Italian landscape and fully equipped with all child amenities. Within easy reach of many of the world’s most important historical and cultural attractions, this house really is The Italian Dream.

Top guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 157 reviews

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Top guest favourite
The image depicts a serene pool area surrounded by lush Mediterranean greenery. A bright orange umbrella provides shade, while a well-maintained stone pathway leads to the entrance of a charming stone farmhouse in the background.
Home in Casalini
4.99 out of 5 average rating, 110 reviews

Cottage surrounded by nature

"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.

Superhost
A private swimming pool is surrounded by green lawn and well-maintained landscaping. Adjustable loungers sit beside the water, while a shaded umbrella provides relief from the sun. The villa, partially hidden by trees, offers a tranquil backdrop to the serene outdoor space.
Villa in Chiusi Scalo
4.9 out of 5 average rating, 30 reviews

Private Villa with swimming Pool and Garden exclus

Private Villa with swimming Pool and Garden exclusive use. Event Planning The property is available for private events, including birthdays, weddings, and other celebrations. Additional fees may apply, depending on the type of event, number of guests, and services requested. Please contact the property for further information and a personalized quote.

Guest favourite
A rustic stone villa is surrounded by lush greenery and tall cypress trees under a clear blue sky. The spacious exterior features multiple arched windows and a welcoming porch, with outdoor seating visible in the front garden.
Villa in Ranciano
4.9 out of 5 average rating, 40 reviews

Villa A Chiaraluna (Agritourism)

The large stone house that rises among the vineyards and cypress trees, its panoramic swimming pool, colorful fabrics and canopy beds, will transport you to a picturesque atmosphere between Tuscany and Umbria. Just 5 km from Lake Trasimeno, enjoy the large spaces that Villa A Chiaraluna puts at your disposal with family or friends.

Popular amenities for Cimbano holiday rentals