Condo vacation 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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Aerial view of the agriturismo surrounded by lush green hills and fields. The property includes a swimming pool, framed by rows of tall cypress trees that create a natural boundary. The rural landscape extends into the distance, illustrating the serene environment.

Condo in Asciano

4.92 out of 5 average rating, 169 reviews

Loggiato 3 apartment in Tuscany near Siena

The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

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, 278 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, 389 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!

Superhost

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

4.81 out of 5 average rating, 115 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 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, 267 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 living area features terracotta tile flooring and high wooden beam ceilings. Natural light fills the room through two large windows with shutters. A simple dining table and chair are positioned nearby, while a console table showcases decorative items and plants.

Condo in Florence

4.98 out of 5 average rating, 294 reviews

Santa Cruz Air - Historic Apartment

📍 Nel cuore del centro di Firenze, nel cuore di uno dei quartieri più autentici: Sant'Ambrogio. Accanto alla maestosa Basilica di Santa Croce, al cui interno riposano Galileo Galilei e Michelangelo, potrete alloggiare in questo spazioso appartamento. Un appartamento di famiglia da 4 generazioni, finemente ristrutturato. Abbiamo conservato le travi in legno e le pareti in pietra della struttura originale. È un piccolo museo che donerà bellezza anche quando la giornata è finita

Guest favorite

The exterior of the villa features a warm yellow facade surrounded by greenery. Potted plants, including vibrant red flowers, decorate the stone pathway leading to the entrance. An arched trellis covered with foliage provides shade over a seating area, enhancing the inviting atmosphere.

Condo in Florence

4.92 out of 5 average rating, 170 reviews

VILLA LE PERGOLE - Florence

The Villa le Pergole Suite consists of a bedroom with a double bed and a double bed in the loft. Between the two bedrooms there is a living room for guests. In a corner of the suite, in the second bedroom, there is a microwave oven and an induction hob, a toaster, a kettle and a coffee machine. There is free parking and a swimming pool from May to November. Additional cleaning on request with change of sheets and towels is subject to a fee for a total of €40.

Top guest favorite

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Condo in Asciano

4.97 out of 5 average rating, 310 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

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

4.87 out of 5 average rating, 197 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 favorite

The loft showcases a spacious open-plan design with exposed brick arches, creating a warm ambiance. A comfortable white sofa is positioned near a wooden dining table. A kitchen with modern appliances is visible, along with a lofted area featuring accessible sleeping accommodations.

Condo in Arezzo

4.95 out of 5 average rating, 215 reviews

Beautiful Loft "La Volta su Arezzo"

Charming home in the old stables of a 13th-century building located in the heart of Arezzo's historic center. Furnished in typical Tuscan style, it has a kitchen complete with all appliances with an island and snack area, sofa, SmartTV and loft with two double beds. Free WiFi. A stone's throw from the main tourist attractions and all the most renowned shops, restaurants and clubs in the city. Also perfect for enjoying the renowned Antiques Fair.

Top guest favorite

A table is set outdoors on the private rooftop terrace, adorned with a vibrant bouquet of flowers. A bottle of sparkling wine and two elegant glasses are positioned next to a cork, with terracotta planters featuring succulents visible in the background against a clear sky.

Condo in Florence

5 out of 5 average rating, 110 reviews

[Blue Nest Signoria] Penthouse Duomo view Uffizi

Charming penthouse sits atop a historic building in the heart of the city, featuring a private rooftop terrace with breathtaking views of the Duomo and Piazza della Signoria. Inside, you’ll discover an elegant bedroom, a modern bathroom, a fully equipped kitchen a spacious living room and dedicated workspace. The perfect retreat to experience authentic city living with modern comfort, wrapped in timeless Florentine charm.

Top guest favorite

A cozy room features an open window with a view of a lush tree outside. A small wooden table and a green chair provide seating. The room is illuminated by natural light, highlighting the tiled floor and wooden ceiling beams.

Condo in Artimino

4.9 out of 5 average rating, 209 reviews

Two-room apartment Artimino Tuscan countryside

Entire accommodation in the village of Artimino, bright, perfect for 2 people. View of the splendid Medici Villa La Ferdinanda. Tuscan hiking network with trekking routes in the surrounding area. An ideal place from which to visit all of Tuscany, being in a central position and close to the major cities of art: Florence, Pisa, Lucca, Siena. CAR VISIT IS RECOMMENDED SINCE PUBLIC CONNECTIONS. NO MINIMARKET IN THE TOWN.