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Holiday houses in Casentino

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Top-rated holiday rentals in Casentino

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Guest favourite
The rustic stone facade of the house features abundant greenery and wisteria blooms cascading from the upper balcony. The entrance is accessible via a stone pathway, and wooden beams frame the windows, enhancing the traditional Tuscan architecture.
Holiday home in San Martino Sopr'Arno
4.92 out of 5 average rating, 131 reviews

Casa Manu

Characteristic Tuscan stone house immersed in the hills of the province of Arezzo, Tuscany, just restructured, equipped with every comfort. Solarium with outdoor shower. Barbecue grill. Wi-fi. Bed linen, bathroom, kitchen, solarium. Shops at 2 km. Within 70/100 km you can reach the most important sites of interest such as Siena, Florence, Cortona, Perugia, the sanctuary of Verna with the story of St. Francis of Assisi, Sansepolcro and paintings by Piero Della Francesca. Ideal for trekking, for food and wine tourism (in a few kms some of the best wineries in Tuscany can be found), for art and culture enthusiasts.

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Guest favourite
A view of the village square, framed by gently sloping mountains and lush greenery. The apartment building stands prominently with balconies overlooking the street. Several parked cars line the road, and trees provide a natural backdrop to the serene setting.
Condo in Rimbocchi
4.83 out of 5 average rating, 133 reviews

Cozy apartment in stunning National Park forest

This cosy apartment immersed in one of Italy's largest National Parks offers a breath of fresh air. Perfect for hikers - many paths begin direct from the door, ideal for those walking to La Verna. Just a 5min minute walk away are waterfalls and natural pools. In a unique area of the Casentino the tranquil village of Rimbocchi invites you to escape the chaos of urban life. Although remote, it's also a convenient base to visit many historic cultural towns all within an hour by car.

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Superhost
A private outdoor space features a Jacuzzi surrounded by stone paving, with the house visible in the background. The two-story structure has wooden windows and doors, creating a welcoming setting. Nearby shrubbery and a tree provide additional greenery and shade.
Home in Stia
4.87 out of 5 average rating, 124 reviews

Country house with view (NO Jacuzzi)

The house has a private garden of 100 square meters with a tub usable with a depth of 60 cm. Two squares usable for your relaxing and fun, from admire the view, and space for eat outside. WI-FI free. The interior is distributed over two floors: on the first large living room with fireplace, SmartTV, eat area, kitchen and room with pizza oven (there are 2 sofa/bed). On the second floor there are 3 bedrooms, 2 of which are doubles and 1 with a bunk bed and 1 bathroom.

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Guest favourite
A charming gazebo with white draped curtains is set on a stone patio, featuring a round table and four wrought iron chairs. Potted flowers add a touch of color, and lush greenery can be seen beyond the fenced area, creating a serene outdoor space.
Home in Strada
4.96 out of 5 average rating, 51 reviews

Typical Tuscan villa - immersed in nature

A classic and typical Tuscan residence, surrounded by nature and located at the end of an ancient medieval hamlet The front view allows you to see the beautiful castle of San Niccolò built in the twelfth century, and nearby visit the Castle of the Counts Guidi along with its magnificent village (ranked among the most beautiful in Italy) The house has a modest fenced garden, a large living room, an equipped kitchen and 3 bedrooms: double, single and a half square

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Top Guest favourite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 511 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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Top Guest favourite
The image features a serene outdoor area with a spacious swimming pool surrounded by lounge chairs. Lush greenery and flowering plants line the poolside, while a stone wall and distant hills provide a peaceful backdrop under a clear sky.
Villa in Pieve a Socana
4.99 out of 5 average rating, 84 reviews

Villa Montanina - exclusive relaxation in Tuscany

A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.

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Top Guest favourite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5.0 out of 5 average rating, 66 reviews

Villa Podere Cerretino

Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.

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Guest favourite
A spacious outdoor area features a clear swimming pool surrounded by lounge chairs. The stone house is positioned on a green hillside, offering views of the surrounding landscape. Shrubs and potted plants enhance the natural setting, contributing to a serene atmosphere.
Apartment in Subbiano
4.89 out of 5 average rating, 28 reviews

Ginepro apartment, panoramic view with swimming pool

Apartment inside a large house on a hill, with panoramic swimming pool. Nestled in the green hills of Casentino, Il Rifugio del Moro is located on a hill and is the ideal place for those seeking nature without sacrificing comfort. The 'Ginepro' apartment consists of 3 rooms: kitchen/living room with double sofa bed and 2 double bedrooms, as well as a bathroom and a private patio. The apartment is entirely on the ground floor, with independent access.

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Guest favourite
An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.
Holiday home in Chiusi della Verna
4.97 out of 5 average rating, 157 reviews

Experience rustic off-grid life in the wilderness

This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

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Top Guest favourite
A two-story villa is nestled among greenery, featuring a spacious gravel parking area in front. The building showcases a light-colored facade with dark windows and a balcony, while a covered terrace with seating is visible beside the entrance.
Villa in Chitignano
4.94 out of 5 average rating, 80 reviews

Villa Bruna, entire house in Chitignano

Nestled in the green forests of Casentino, Villa Bruna is an oasis of tranquility in which to enjoy a moment of refreshment in contact with nature. Built in the 1970s by the owners' father to be the home where the family would gather during the holidays, today the two Bennati brothers have decided to open its doors to the world. Structure Identification Code CIR: 051014LTN0009 National Identification Code (CIN): IT051014C2CW2RCQFF

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Top Guest favourite
A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.
Apartment in Poppi
4.97 out of 5 average rating, 32 reviews

Country chill in the heart of a medieval village

Historic structure from the 1600s, located in the center of the medieval village of Poppi, with a large garden available. The apartment offers three double bedrooms, a living room, a kitchen, and a bathroom. We can add one small single bed in one of the bedrooms if necessary. The apartment is part of a larger property that extends in the heart of the town's historic center, yet it is completely surrounded by greenery.

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Guest favourite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay in Anghiari
4.95 out of 5 average rating, 124 reviews

Mafuccio Farmhouse - "Casa di Rigo"

Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!

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Popular amenities for Casentino holiday rentals