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Vacation rentals in Casentino

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Top-rated vacation rentals in Casentino

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Guest favorite
Villa in Poppi
5.0 out of 5 average rating, 5 reviews

Poggelleri the postcard on Poppi and Tuscan hills

Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.

Top guest favorite
The entrance of Villa Piandarca is framed by lush greenery and decorative pots. A rustic wooden door stands partially open, revealing a white curtain gently flowing in the breeze. The building's warm yellow exterior adds to the inviting atmosphere of the property.
Home in Terranuova Bracciolini
4.98 out of 5 average rating, 56 reviews

Villa Piandarca - Tuscany - WIFI - private pool

The Villa Piandarca is, situated in a panoramic place, immersed among the vineyards of the Tuscan countryside, and in a strategic position between Firenze, Siena and Arezzo. It consists of two apartments with separate entrance from the garden. The villa has a total capacity for 10 people and each apartment has a kitchenette with dish washer and air-conditioning in all rooms, wifi and veranda. The villa has also large outdoor areas and a beautiful salt water swimming pool where guests can relax.

Top guest favorite
An infinity pool sits on a green terrace, surrounded by lush greenery and olive groves. Several loungers are positioned on the lawn, offering views of the expansive valley and distant hills under a clear blue sky.
Villa in Loro Ciuffenna
4.97 out of 5 average rating, 71 reviews

The Lazy Oak

Perched on a hillside above the Valdarno area, between the cities of Florence, Arezzo and Siena, the Lazy Oak villa is surrounded by acres of olive groves. The main house on two level has been fitted with bedrooms, bathrooms and new kitchen whilst retaining its old terracotta floors and beamed ceilings. A dining loggia for al fresco meals enjoys a breathtaking view of the countryside. The infinity pool is set just a few steps from the house on a green terrace furnished with loungers.

Top guest favorite
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 favorite
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.

Superhost
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 favorite
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 - relax in esclusiva in Toscana

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 favorite
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, 429 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 favorite
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 favorite
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.
Vacation home in Chiusi della Verna
4.97 out of 5 average rating, 156 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 favorite
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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