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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
A spacious living area features a modern television mounted on the wall, surrounded by tasteful décor. Two soft armchairs and a minimalist dining table with chairs provide seating options. Natural light highlights the elegant herringbone flooring and the stylish staircase leading to the upper level.
Condo in Florence
5 out of 5 average rating, 142 reviews

"Milune" Duomo

Prestigious apartment for 4 people, strategically located in the historic center of Florence 200 m from the Duomo. It is enveloping and comfortable, tastefully furnished, and can host up to 4 people. It's on the second floor with an elevator. It has just been renovated and consists of: two double bedrooms with a walk-in closet and ensuite bathroom complete with shower, in one it is possible to have single beds, a large living room with 3rd bathroom, an equipped kitchen and an outdoor courtyard furnished for eating.

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, 309 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.

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 ...

Guest favorite
A bright living area is presented with exposed brick walls and natural wooden flooring. A round dining table with white chairs sits at the center, while a light fixture overhead adds illumination. A comfortable sofa is positioned nearby, with a modern television mounted on the wall.
Condo in Florence
4.92 out of 5 average rating, 113 reviews

Duomo View • In the Heart of Florence

This exclusive apartment in the heart of Florence offers a breathtaking view of Brunelleschi’s Dome and is just a short walk from the Duomo, Piazza della Signoria, the Uffizi Gallery, and Ponte Vecchio. Renovated with premium materials, it features air conditioning, a fully equipped kitchen, a dishwasher, and a washing machine. The bright living area and the charming loft bedroom make it perfect for a comfortable and unforgettable stay in Italy’s most enchanting city.

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, 164 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.

Guest favorite
A charming outdoor terrace is adorned with vibrant flower boxes filled with colorful blooms. The space features a large umbrella for shade and provides views of the surrounding landscape, enhancing the serene ambiance of the area.
Condo in Panzano
4.83 out of 5 average rating, 197 reviews

Gorgeous apartment with terrace in a castle

Located at the top of the village of Panzano in Chianti, this beautiful castle offers breathtaking views over world-renown vineyards and olive groves, and is located just a few minutes walk from top restaurants, local gourmet shops and wine bars. It’s a perfect location for your Tuscan holiday, enabling you to feel like you're immersed in the countryside, yet in a non-isolated setting, as it’s located on the edge of the village close to all the town's amenities.

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 charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 138 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Guest favorite
A spacious living area features a striking green accent wall and beamed ceiling. Comfortable seating is arranged around a central coffee table. Antique furniture, including a wooden side table and decorative paintings, enhance the inviting ambiance. Warm light is provided by two table lamps.
Condo in Florence
4.94 out of 5 average rating, 154 reviews

Pitti Residence near Ponte Vecchio

Feel and live like a real Florentine in this beautiful and luxurious spacious apartment wonderfully restored with unique finishes and characteristics: antique parquet floors, original coffered ceiling, period furniture, and a marvelous kitchen that is a real delight! The apartment enjoys a special location in the beautiful Oltrarno district, in the heart of Florence, between Piazza Santo Spirito and Piazza Pitti, near the Ponte Vecchio and the Uffizi.

Guest favorite
Condo in Florence
4.91 out of 5 average rating, 790 reviews

Renaissance Residence: Cotto, Beams, AC, WiFi

Tuscan Retreat: Design meets Tradition ⚜️ Experience authenticity in this bright apartment featuring exposed beams and original terracotta. Relax in the spacious living room or the finely detailed master bedroom. Unique Comforts: • Dual Bathrooms: Modern black marble + rustic with bathtub. • Amenities: Full kitchen, AC, and ultra-fast Wi-Fi. A peaceful oasis in the heart of Florence, perfect for your stay. Book your Florentine experience now!

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.

Popular amenities for Casentino condo rentals

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