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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.

Top Guest favourite
A dining area features a round wooden table surrounded by modern chairs. Two large woven pendant lights hang above, illuminating the space. Sunlight filters through a window adorned with wooden shutters, creating a bright and airy atmosphere. A doorway leads to another room.
Apartment in Poppi
5.0 out of 5 average rating, 27 reviews

Historic Apartment in Poppi in Casentino

In the medieval village of Poppi, in a historic building, Casa Fresia was born: a refuge in the heart of the Casentino for those who love Tuscany and want to spend a vacation between history and nature. A short walk from Casa Fresia, you can visit the Castle of Conti Guidi dating back to 1191 and still perfectly preserved. From Poppi you can set off on cultural itineraries, visiting castles, parish churches and sanctuaries, or on nature itineraries, discovering the Casentino Forests.

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.

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, 122 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.

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

Guest favourite
A serene outdoor area features two wooden lounge chairs positioned beside a modern infinity pool. The pool reflects the landscape of rolling hills and distant historic structures, with lush greenery surrounding the space, creating a tranquil setting for relaxation.
Home in Poppi
4.95 out of 5 average rating, 19 reviews

Casentino Villa Antonella

Elegant villa located in the heart of Tuscany. Ideal for couples and families. It has a swimming pool for exclusive use, a panoramic terrace and a garden with breathtaking views of the Casentino valley and the historic Castello di Poppi. Climate comfort inside the Villa is guaranteed by a modern ceiling radiant system that guarantees cooling and heating. Two covered parking spaces in the internal courtyard and a modern charging station for electric vehicles.

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, 83 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.

Top Guest favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 430 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property 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 This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

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.

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
4.88 out of 5 average rating, 25 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.

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.

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

Popular amenities for Casentino holiday rentals