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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
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 312 reviews

Podere Vergianoni immerso nelChianti con piscina

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 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 Florence
4.93 out of 5 average rating, 117 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.

Top 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, 397 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!

Top 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
4.84 out of 5 average rating, 276 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 ...

Top guest favorite
A spacious sleeping area is highlighted by a king-size bed adorned with crisp white linens. Soft, neutral walls complement the elegant headboard design. Two wooden nightstands with minimalist lamps are positioned on either side. Light enters through a large window dressed in sheer curtains, enhancing the ambiance.
Condo in Florence
4.98 out of 5 average rating, 183 reviews

Seggiole Boutique Apartment Iris

Seggiole Boutiques Apartments is a project born in 2023 with the idea of offering a new quality level of hospitality. Thanks to the collaboration of the architect Giulia Marroni, who completed her studies at the University of Florence, the apartments have been finely restored with a careful search for materials and finishes, combining characteristic elements of the Florentine reality with design furniture and technology, aiming to offer a stay with maximum comfort for our guests.

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
4.88 out of 5 average rating, 165 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 favorite
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
4.98 out of 5 average rating, 199 reviews

Chicca: Cortona's historic center

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 favorite
A scenic view captures a rustic stone house set amid rolling hills and olive trees. The expansive landscape features golden fields and lush green foliage, with a winding path leading to the home. The sky is clear, enhancing the serene countryside atmosphere.
Condo in Asciano
4.96 out of 5 average rating, 396 reviews

Romantic Yellow apartment in Crete Senesi

Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

Top guest favorite
A small terrace is depicted, featuring a table and two chairs beneath soft natural light. The rooftops of the neighborhood are visible in the background, with the Basilica di Santa Croce and Brunelleschi’s Duomo creating a charming skyline.
Condo in Florence
4.99 out of 5 average rating, 231 reviews

Casa degli Allegri

Open the large glass doors to let the scent of Tuscan herbs in; step onto the terrace and uncork a Sangiovese wine to soak in the stunning views of the Duomo. Nestled on the roofs of the authentic Santa Croce and Sant'Ambrogio neighborhoods, this romantic rooftop flat features brand-new appliances, antique and handcrafted furniture, two bathrooms, and all the amenities you need for the perfect base to explore Firenze.

Guest favorite
An exclusive outdoor area features a small wooden pool surrounded by a sun deck. Two colorful lounge chairs in red and blue are positioned nearby, complemented by lush greenery and olive trees, creating a serene natural setting.
Condo in Figline e Incisa Valdarno
4.92 out of 5 average rating, 501 reviews

Casa Rebecca with a small private pool

The property is a small open space with a double bed, private bathroom and kitchenette inside an old barn located in a farmhouse complex. Surrounded by olive groves and chestnut woods, it has a beautiful view of the valley. The property is independent, and the swimming pool and outdoor space where you can eat are for exclusive use and fenced. Parking inside the property shared with me and other guests.

Top guest favorite
A panoramic view reveals terracotta rooftops and historical buildings, with the dome of a prominent cathedral silhouetted against a sky filled with clouds. Soft evening light casts a warm glow over the landscape, enhancing the beauty of the scenic backdrop.
Condo in Florence
4.96 out of 5 average rating, 141 reviews

Riverfront Terrace

L’appartamento si trova nella splendida zona di Santa Croce, nel cuore del centro storico di Firenze, a pochi passi dai principali musei e palazzi, fra cui la Galleria degli Uffizi, il Ponte Vecchio, la Galleria dell'Accademia etc. Santa Croce è uno dei quartieri tradizionali più vivaci, costellato da moltissimi ristoranti di ogni tipo di caratteristica, alimentari e mercati (fra cui "Sant'Ambrogio").

Guest favorite
A terrace is visible featuring a small round table set with glassware and crockery. Rustic tiles and a portion of classic rooftops surround the space, with the iconic dome of Florence's cathedral prominently showcased in the background against a clear sky.
Condo in Florence
4.84 out of 5 average rating, 643 reviews

Lovenest with terrace Duomo view

A Terrace with a Breathtaking View. An Unforgettable Experience. The panorama from the terrace is simply magical.The apartment is a peaceful oasis in the vibrant heart of Florence, just steps away from Piazza del Duomo. A perfect stay for those seeking beauty, relaxation, and authenticity. The apartment features bedroom air conditioning, fast Wi-Fi, and a washer/dryer – a rare find in the city.

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