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Condo holiday rentals in Casentino

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Top-rated condo rentals in Casentino

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in Noce
5 out of 5 average rating, 330 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest favourite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti
4.95 out of 5 average rating, 407 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

Guest favourite
An aerial view showcases a historic monastery perched on a hillside, surrounded by dense greenery. Lush trees cover the landscape, complementing the rugged terrain, while the silhouette of the monastery stands out against the natural backdrop, hinting at its cultural significance.
Condo in Rimbocchi
4.83 out of 5 average rating, 126 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.

Guest favourite
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.85 out of 5 average rating, 287 reviews

House between Firenze, Arezzo, chianti e Siena

The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

Guest favourite
A terracotta terrace is shown, featuring a round dining table surrounded by iron chairs. Potted flowers add color, with a scenic view of vineyards and rolling hills visible in the background. Natural light enhances the outdoor dining space's peaceful ambiance.
Condo in Montefioralle
4.92 out of 5 average rating, 101 reviews

Peaceful hideaway in a 11th century Tuscan village

Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Top Guest favourite
A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.
Condo in Cavriglia
4.89 out of 5 average rating, 174 reviews

Chianti La Pruneta, Michelangelo apartment.

This apartment built of characteristic Tuscan stone is a renovated ancient barn attached to the larger farmhouse. A fully equipped private apartment with a living area, double bedroom and two shower rooms, air conditioning, beautiful Venetian lamps, marble floors and furnished with vintage furniture. Swimming pool and large private terrace, with private BBQ and gazebo. The property is located on hills overlooking the stunning Arno Valley in the heart of Tuscany.

Top Guest favourite
A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.
Condo in Cortona
4.99 out of 5 average rating, 209 reviews

Chicca: Cortona's historic centre

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Top Guest favourite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Condo in Florence
5 out of 5 average rating, 147 reviews

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Superhost
An open space studio with a dining area is visible, featuring a table set for a meal. Above, a loft area houses a spacious bed, while wooden stairs lead to it. Natural light enters through windows, highlighting the rustic decor and inviting ambiance.
Condo in Fiesole
4.86 out of 5 average rating, 206 reviews

Poggiolieto Studio - on hills 10' from city center

Poggiolieto is on the hills just 10 minutes far by car from the Historical center of Florence. The property is a tipical Tuscan country house surrounded by olive trees. The Studio is a two levels open space apartment; swimming pool in spring and summer time; private parking. The house is in a strategic location to be close enough for visiting Firenze's artistic city centre, but be in the peace of the countryside at home with garden and swimming pool.

Guest favourite
A classic Tuscan farmhouse is presented with a warm yellow facade and stone details. The building features a tiled roof and arched entries, surrounded by well-kept greenery. Outdoor seating options are visible on a terrace, inviting guests to enjoy the serene landscape.
Condo in Figline e Incisa Valdarno
4.9 out of 5 average rating, 502 reviews

Bio-agritourism in the hills of Florence

Ready for an authentic rural Tuscan lifestyle experience? We are 40 min away from Florence (consider driving the last 3 km on a narrow beautiful winding countryside road ) . Here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

Top Guest favourite
A rooftop terrace is illuminated by soft lighting, featuring comfortable seating on woven furniture surrounded by greenery. In the background, a panoramic view of Florence is visible, showcasing historic buildings and the silhouette of the city at dusk.
Condo in Florence
4.99 out of 5 average rating, 307 reviews

The View of Sangiorgio

In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

Top Guest favourite
Condo in Florence
4.99 out of 5 average rating, 201 reviews

The roof terrace

The roof terrace is located on the third and top floor, without a lift (where the brave dare) of a small building in the lively Sant'Ambrogio neighborhood, just steps from all the city's major attractions. From the terrace, you can enjoy views of the city's rooftops, including Brunelleschi's dome and the synagogue's dome. The apartment was completely renovated in the summer of 2022 to offer you the best possible accommodation.

Popular amenities for Casentino condo rentals

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