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

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.

LocationValueCleanliness

4.92 out of 5 average rating, 131 reviews

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

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.

LocationWalkabilityOutdoor spaces

5.0 out of 5 average rating, 27 reviews

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

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.

LocationFamilyWi-Fi

4.87 out of 5 average rating, 122 reviews

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

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

LocationValueWalkability

4.96 out of 5 average rating, 51 reviews

Top Guest favourite

Farm stay in Greve in Chianti

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.

FamilyLocationWalkability

4.99 out of 5 average rating, 510 reviews

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

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.

ValueFamilyLayout

4.99 out of 5 average rating, 83 reviews

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

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.

FamilyLocationView

5.0 out of 5 average rating, 66 reviews

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

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.

LocationFamilyAccess

4.88 out of 5 average rating, 26 reviews

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

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.

LocationValuePets

4.97 out of 5 average rating, 157 reviews

Guest favourite

Tiny home in Bibbiena

Glamping Pandaland - Sisley

This cozy 18-square-meter wooden mini house offers a perfect retreat for those seeking relaxation and simplicity. Inside you will find everything you need for a comfortable stay: bed, equipped kitchenette and private bathroom. Outside, surrounded by trees, a heated hot tub, ideal for relaxing under the stars or after a day outdoors. A peaceful corner where you can rediscover silence and contact with nature, without sacrificing essential comforts.

LocationWalkabilityOutdoor spaces

5.0 out of 5 average rating, 18 reviews

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

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

FamilyValueLaundry

4.94 out of 5 average rating, 80 reviews

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

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.

FamilyLocationAir conditioning

4.97 out of 5 average rating, 32 reviews