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Vacation home rentals in Casentino

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Top-rated vacation home rentals in Casentino

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.
Vacation home in Simignano
4.92 out of 5 average rating, 228 reviews

Casa al Gianni - Oak

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Top guest favorite
An aerial view of a rustic complex surrounded by lush greenery. A swimming pool is visible at the center, accompanied by sun loungers. The surrounding landscape features rolling hills and fields, creating a serene atmosphere.
Vacation home in Sovicille
4.96 out of 5 average rating, 103 reviews

Podere La Castellina - No. 4 FICO

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 primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Top guest favorite
A warm bedroom features a cozy working fireplace made of stone. A spacious bed is dressed in neutral tones, complemented by soft lighting from a bedside lamp. An arched window allows natural light to enter, framed by wooden shutters.
Vacation home in Figline e Incisa Valdarno
4.94 out of 5 average rating, 391 reviews

Romantic stay at a bio-agritourism in Florence

Escape the crowd and hot of the towns. We are 40 min away from the centre of Florence (consider driving the last 3 km on a narrow winding beautiful countryside road). Be ready for an authentic rural Tuscan lifestyle experience, here 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 oliveyards; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

Guest favorite
Vacation home in Florence
4.94 out of 5 average rating, 192 reviews

Elegant apartment in Florence historic center

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.

Top guest favorite
A charming outdoor space is presented with light-colored walls and two large wooden windows flanked by grey shutters. A small glass table with two folding chairs is set with refreshments, inviting relaxation in the private courtyard.
Vacation home in Florence
4.95 out of 5 average rating, 103 reviews

SMN Luxury Secret Garden View

Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.

Guest favorite
A spacious outdoor area features a hot tub, illuminated with soft pink lighting. Lush greenery surrounds the setting, creating a tranquil atmosphere. A rustic wooden fence provides structure, while the soft glow of garden lights highlights the natural beauty of the surroundings.
Vacation home in Cortona
4.94 out of 5 average rating, 287 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
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, 152 reviews

Experience rustic off-grid life in the wilderness

This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal 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
Vacation home in Florence
4.96 out of 5 average rating, 281 reviews

Palazzo Della Nave – AP 09

The apartment, located in the historic center, is located in a private internal courtyard overlooking the dome of the Cathedral. You can use the outside tables and chairs to relax and enjoy a unique view. From the entrance you can enjoy an exclusive view of the Dome; It's a pleasure in summer to leave the door open and curl up on the couch to plan your trip itinerary. And what about the master bedroom with its large window overlooking the Duomo?

Guest favorite
Vacation home in Reggello
4.89 out of 5 average rating, 200 reviews

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

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, 123 reviews

Casa Manu

CHARACTERISTIC TUSCAN HOUSE in stone nestled in the hills of the province of Arezzo. Close to Siena, Florence, Cortona, Perugia, Sansepolcro and the Casentino Forests. Ideal for trekking, food and wine tourism (some of the best wineries in Tuscany are just a few kilometers away), for art and culture enthusiasts. A large, very private panoramic terrace is available exclusively for guests. We will welcome you with a welcome gift.

Top guest favorite
Vacation home in Vaglia
4.94 out of 5 average rating, 108 reviews

THE WINE CELLAR OF THE WISTERIA

The apartment is an annex of the main house – originally the winery of the nearby 19-century villa –composed of sitting room, kitchen, double bedroom with attached bathroom. In the living area there is a French-size sofa bed, only suitable for family or close friends (no independent access to the bathroom). Uncovered private parking. About 300 mt of dirt road from the main road. Tourist tax: 1,5 Euros per person per night.

Guest favorite
Vacation home in Dimezzano
4.89 out of 5 average rating, 312 reviews

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment

Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.

Popular amenities for Casentino vacation home rentals

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