Some info has been automatically translated. Show original language

Condo holiday rentals in Casentino

Find and book unique condos on Airbnb

Top-rated condo rentals in Casentino

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

1 of 1 pages1 / 1
Top Guest favourite
A rooftop terrace offers panoramic views of Florence's skyline, featuring historic domes and architectural details. A table displays a bottle of wine, two glasses, fresh strawberries, and an open book, creating a tranquil setting for relaxation and enjoyment.
Condo in Florence
4.97 out of 5 average rating, 351 reviews

Florence sky and light

Welcome to my apartment, created in a historic building and with designer furnishings embellished with unique pieces by Florentine artisans and Made in Italy design. What’s unique about it? The 360° panoramic terrace for exclusive use where you can enjoy breakfasts and sunset aperitifs, overlooking the entire Florentine city center! You will be one step away from Santa Maria Novella, the Basilica of San Lorenzo and the Medici Chapels: two steps away from all the wonderful city attractions. I look forward to seeing you!

Top Guest favourite
Condo in Panzano in Chianti
4.96 out of 5 average rating, 280 reviews

Apt.Panzanello-Panzano in Chianti

Welcome to a corner of authentic Tuscany, where time seems to stand still among vineyards and centuries-old olive trees. Nestled in the tranquillity 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 your private terrace, you'll enjoy a breathtaking view of the hills—the perfect spot to unwind with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Top Guest favourite
Condo in Centro
5.0 out of 5 average rating, 121 reviews

Renaissance & Baroque Apartment with Duomo Views!

Feel like royalty! Inspired by the most fascinating artistic era—the Renaissance—I have created homes that pay tribute to its elegance, harmony, and craftsmanship. Step inside and be transported to another age, where you can experience the timeless grace of the 15th and 16th centuries. My aim is to make every guest feel like royalty—truly cared for and appreciated. Nothing brings me greater joy than knowing my guests have felt this special atmosphere, and their feedback means the world to me.

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
4.84 out of 5 average rating, 299 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 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, 132 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 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, 418 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
A covered terrace features a comfortable seating area and a dining space with simple wooden chairs. Light filters through the woven roof, creating a serene ambiance. Scenic views of greenery and surrounding architecture enhance the outdoor experience.
Condo in Florence
4.92 out of 5 average rating, 280 reviews

My Private Terrace in San Frediano ~ quiet journey

Charming penthouse in the heart of San Frediano, described by Lonely Planet as one of the coolest neighborhoods in the world. Just a few minutes' walk from the historic center, it’s ideal for up to two guests seeking style and authenticity. Surrounded by artisan workshops, traditional trattorias, creative venues, and a lively atmosphere, you’ll experience the most authentic side of Florence, in the neighborhood most loved by those who want to feel like a true part of the city.

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, 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.

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
4.85 out of 5 average rating, 213 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.

Top Guest favourite
Condo in Centro
4.96 out of 5 average rating, 257 reviews

[Signoria] Prestigious apartment with a view

Make your stay unique and treat yourself to an experience that you will carry within you for a lifetime. Located in the heart of Florence, this awesome attic is the ideal solution for those looking for an exclusive and prestigious site to combine with a central location, which is perfect for easily visiting the main sites of interest. The apartment enjoys exclusive views of all the main monuments of Florence, with a terrace with breathtaking views

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
4.9 out of 5 average rating, 185 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 favourite
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, 327 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

Popular amenities for Casentino condo rentals