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Condo vacation rentals in Casentino

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Top-rated condo rentals in Casentino

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Top guest favorite
Condo in Panzano in Chianti
4.96 out of 5 average rating, 275 reviews

Apt. Panzanello-Panzano in Chianti

Welcome to a corner of authentic Tuscany, where time seems to have stood still among vineyards and centuries-old olive trees. Nestled in the tranquility of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From the private terrace, you can enjoy a breathtaking view of the hills—the perfect place to relax with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Guest favorite
A terrace is shown with a table set for dining, featuring a bottle of wine and glasses. Green plants line the edges, and rooftops are visible in the background under a clear blue sky, highlighting the surrounding architecture and creating a serene setting.
Condo in Santo Spirito
4.93 out of 5 average rating, 132 reviews

A lovely terrace in Santo Spirito with elevator

Beautiful, finely furnished apartment with a wonderful terrace overlooking the Arno river. Consisting of a spacious bedroom with air conditioning, a bathroom, a kitchen and a comfortable living room with the large terrace, equipped with green plants and a table and chairs to fully enjoy them. The house features furnishings of notable taste, with ancient and other modern elements. We are located in the Santo Spirito district, best neighborhood in the city center and close to all the attractions.

Guest favorite
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, 296 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 favorite
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, 411 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 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, 130 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.

Top guest favorite
A bright living area features a combination of warm wooden elements and soft yellow accent chairs. A cozy couch is complemented by decorative cushions. Natural light floods in from a large window, which opens to a view of the adjacent building. A bookshelf displays a selection of books.
Condo in Centro
4.97 out of 5 average rating, 301 reviews

The Gerani at the Ponte Vecchio 🏵🏵🏵🏵🏵

Beautiful and spacious apartment (130 sqm) located in the beautiful Piazza di Santo Stefano with a view of Ponte Vecchio. The house is on the third floor and is equipped with an elevator. There are three bedrooms (two double and one with two single beds), two bathrooms with window, a large kitchen with dining room and a separate living room, and two balconies. Bathroom and kitchen essentials, sheets, towels, kettle, microwave, toaster, WiFi, smart TV, washing machine, dryer, A/C.

Guest favorite
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, 104 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 favorite
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
5.0 out of 5 average rating, 154 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.

Top guest favorite
A modern suite features a spacious bed with neatly arranged bedding and towels. A glass partition separates the sleeping area from the stylish bathroom, which includes a circular mirror and contemporary fixtures. Natural light brightens the space, enhancing the serene atmosphere.
Condo in Centro
4.98 out of 5 average rating, 146 reviews

[Alma San Pier Maggiore] Soul of Renaissance 5*

A prestigious historic residence, meticulously renovated in 2023 to restore the history and essence of the former Church of San Pier Maggiore. ✔ Accommodates up to 6 PEOPLE ✔ Just 3 minutes walk from PIAZZA SANTA CROCE, 5 from the DUOMO, and 8 from PIAZZA DELLA SIGNORIA ✔ 3 Double bedrooms, 3 bathrooms ✔ Professional Welcome Book ✔ Rooms with original paintings ✔ 65'' TV, WI-FI, Air Conditioning, and Underfloor Radiant Heating ✔ 1st Floor with elevator

Top guest favorite
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, 180 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. 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 favorite
A terrace scene offers comfortable seating with plush chairs adorned with green tropical cushions. A coffee table sits at the center, accompanied by a lantern. In the background, a panoramic view of Florence's skyline, featuring historic landmarks and rolling hills, can be seen.
Condo in Florence
4.99 out of 5 average rating, 318 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 favorite
Condo in Arezzo
4.95 out of 5 average rating, 177 reviews

Chianti, elegant barn among vineyards and pool

Discover a unique sanctuary in Chianti, a historic barn where stone walls meet 80s vintage design. Fall in love with the canopy bedroom, cook in the modern kitchen, and enjoy vineyard views from the living area. Outside, private gazebos and an infinity pool await you in total silence. A perfect blend of Tuscan heritage, sophisticated style, and pure romance."

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