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Vacation home rentals in Casentino

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Casentino

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Top guest favorite
An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.
Vacation home in Poggibonsi
4.95 out of 5 average rating, 182 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Guest favorite
An aerial view captures the scenic landscape surrounding an ancient farm complex nestled within lush greenery. A swimming pool is visible at the center, surrounded by sun loungers, while rolling hills stretch into the distance under a soft evening light.
Vacation home in Sovicille
4.93 out of 5 average rating, 118 reviews

Podere La Castellina - N°2 LECCETO

Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al piano terra può ospitare comodamente 2 persone e comprende: - soggiorno con tv - cucina con forno e piastre elettriche - camera matrimoniale - bagno con ampia doccia - tavolo esterno privato A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Guest favorite
A modern kitchen space features a marble countertop with two wooden stools. Large windows showcase a scenic view of Florence's rooftops, including the iconic dome, while natural light fills the room. A fruit bowl and coffee maker are included on the counter.
Vacation home in Florence
4.95 out of 5 average rating, 443 reviews

Breathtaking view from romantic nest in citycenter

Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.

Guest favorite
A stone farmhouse is situated on a spacious grassy area, surrounded by trees and blooming flowers. The sky is partly cloudy, revealing blue skies. A sunshade is visible near the house, and a picturesque hillside can be seen in the background, enhancing the natural setting.
Vacation home in Chiaveretto
4.96 out of 5 average rating, 111 reviews

Alloro, grazioso monolocale a Val di Nima, Arezzo

A 12 km da Arezzo, delizioso monolocale arredato con cura al piano terra di un casale in pietra tipico toscano di inizio novecento. Circondato dal bosco e con vista su un borgo, il casale si trova in posizione collinare all'interno di un'ampia proprietà di 5 ettari. Attraverso un sentiero immerso nel bosco con una piacevole passeggiata si può raggiungere il torrente che scorre nella valle. Fino a fine luglio circa (a seconda degli anni) si può fare un bagno in una piccola pozza naturale.

Top guest favorite
A modern bedroom showcases vibrant artwork on the walls, contributing to its artistic ambiance. A spacious bed is complemented by a gray blanket and colorful decorative accents. Natural light illuminates the room from a nearby window, enhancing the creative atmosphere.
Vacation home in Florence
4.93 out of 5 average rating, 170 reviews

La Casa dell’Artista

Enjoy a real art experience at Casa dell'Artista, the perfect place for your holiday in Florence – a spacious and modern open space, bright and equipped with every comfort. Located in one of the most traditional districts of the old town, it’s the perfect choice for families, couples and friends (rooms are separated but not closed by doors). Here you will enjoy a unique stay, surrounded by the artworks of host and painter Annalisa and a few steps from Florence’s most popular attractions.

Top guest favorite
A cozy living area features exposed wooden beams and stone walls. A dining table is set near a window, with a vintage chandelier overhead. A small TV is placed on a wooden cabinet, and a fireplace is flanked by a red couch and a decorative rug.
Vacation home in Arezzo
4.95 out of 5 average rating, 172 reviews

Renovated apartment in historic barn Chianti zone

Enter in this compendium of history surrounded by nature. The atmosphere of this barn will warm your heart along a path that passes through the Tuscan style, the Italian design of the 70s and 80s and the use of natural materials such as wood, lime and glass You can relax, sipping a glass of wine and admiring the sunset reflected in the mirror of water of the swimming pool, sitting comfortably in an armchair in the garden behind the apartment. Stroll among the vineyards and olive trees.

Top guest favorite
The open-plan living area features a dining table with four chairs beside a modern kitchen equipped with essential appliances. A comfortable sofa faces a wall-mounted TV, while light pours in through two windows, enhancing the wooden ceiling and warm, neutral tones of the space.
Vacation home in Florence
4.95 out of 5 average rating, 167 reviews

(House in the heart of the city) - Florence

This apartment, on the third floor of a building near the Ponte Vecchio and the Arno River, in the land of Florence. It has an unparalleled view of the city center on the central shopping street and the Holy Trinity Square. It is less than a 10-meter walk to the Cathedral of Santa Maria dei Fiori, Piazza della Repubblica, Piazza della Signoria and the Uffizi Museum. The apartment is located in ZTL but is only a 10-minute walk from the S. Maria Novella train station.

Guest favorite
A stone archway leads into a historic entrance, flanked by rugged walls covered with greenery. The pathway, lined with a metal railing, guides visitors through a tranquil setting enhanced by the natural surroundings.
Vacation home in Cortona
4.94 out of 5 average rating, 283 reviews

La casina sulle Mura with garden

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Guest favorite
The rustic stone facade of the house features abundant greenery and wisteria blooms cascading from the upper balcony. The entrance is accessible via a stone pathway, and wooden beams frame the windows, enhancing the traditional Tuscan architecture.
Vacation home in San Martino Sopr'Arno
4.94 out of 5 average rating, 119 reviews

Casa Manu

CARATTERISTICA CASA TOSCANA in pietra immersa nelle colline della provincia di Arezzo. Vicino a Siena, Firenze, Cortona, Perugia, Sansepolcro e alle Foreste Casentinesi. Ideale per trekking, turismo enogastronomico (a pochi km si trovano alcune tra le migliori cantine della Toscana), per appassionati di arte e cultura. A disposizione esclusivamente per gli ospiti un grande terrazzo panoramico, molto riservato. Vi accoglieremo con un presente di benvenuto.

Guest favorite
An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.
Vacation home in Chiusi della Verna
4.97 out of 5 average rating, 144 reviews

Experience rustic off-grid life in the wilderness

This ancient farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves and the bumpy road offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

Guest favorite
The rustic kitchen area features exposed stone walls and a warm, earthy tone. A small wooden table with two chairs sits adjacent to a red cabinet. A sink with a vintage faucet and decorative items can be seen, complemented by soft lighting from an overhead fixture.
Vacation home in Figline e Incisa Valdarno
4.93 out of 5 average rating, 376 reviews

Romantico in bioagriturismo Firenze

Escape the crowd of Firenze and be ready for an authentic rural Tuscan lifestyle experience ... The deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

Guest favorite
An outdoor area is presented, featuring a stone-paved patio with several potted plants. The entrance to the house is framed by arched doors, which open to a cozy seating arrangement. Views of the surrounding landscape are visible in the background.
Vacation home in Faella
4.93 out of 5 average rating, 126 reviews

Appartamento storico Il Prato a Castelfranco

Il Prato è una casa colonica storica toscana alle porte di Castelfranco di Sopra, finemente restaurata e circondata da olivi, frutteti e boschi. Ha un bellissimo giardino dove poter rilassarsi e mangiare. Equidistante dalle grandi città d'arte di Siena, Firenze e Arezzo.

Popular amenities for Casentino vacation home rentals

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