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Vacation rentals in Casentino

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Top-rated vacation rentals in Casentino

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Guest favorite
An expansive outdoor deck offers a serene view of rolling hills under a clear sky. An infinity pool transitions seamlessly into the landscape, with two soft seating cushions placed nearby, inviting relaxation and contemplation of the stunning panoramic scenery.
Home in Casale

Infinity view

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

4.88 out of 5 average rating, 204 reviews
Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

4.99 out of 5 average rating, 535 reviews
Top guest favorite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi

Villa Podere Cerretino

Podere Cerretino è il luogo perfetto dove ritrovare e scoprire la propria tranquillità e relax. Un angolo di paradiso circondato dalle suggestive colline della toscana in un contesto paesaggistico da incanto, situato in una posizione centrale e strategica per visitare i luoghi di maggiore interesse della Toscana, come Firenze, Siena, Arezzo. La Villa è composta da 4 appartamenti completamente indipendenti ed un elegante veranda panoramica dove potersi riunire e concedersi una vacanza unica.

5.0 out of 5 average rating, 67 reviews
Guest favorite
A spacious outdoor area features a clear swimming pool surrounded by lounge chairs. The stone house is positioned on a green hillside, offering views of the surrounding landscape. Shrubs and potted plants enhance the natural setting, contributing to a serene atmosphere.
Apartment in Subbiano

Appartamento Ginepro, vista panoramica con piscina

Appartamento all'interno di una grande casa in collina, con piscina panoramica. Immerso nel verde delle colline casentinesi, Il Rifugio del Moro è situato su una collina ed è il luogo ideale per chi cerca la natura e senza rinunciare alla comodità. L'appartamento "Ginepro" è composto da 3 stanze: cucina/soggiorno con divano letto matrimoniale e 2 camere matrimoniali, oltre al bagno e un patio privato. L'appartamento è disposto interamente a piano terra, con accesso indipendente.

4.9 out of 5 average rating, 30 reviews
Superhost
Villa in Bibbiena

Tuscan Villa 300m² · 6 Bed 5 Bath · Cool Summers

Managed by Evora Homes — Superhost, 4.96★ across all our homes. A 300 m² villa in the heart of the Casentino, the green Tuscany almost nobody knows. 6 bedrooms and 5 bathrooms: ten people sleep comfortably and nobody queues in the morning. Fenced garden with fruit trees, two balconies over the valley, private parking for 3 cars. Cool air even in August — you sleep with the windows open. Bibbiena 5 min · Casentinesi Forests, La Verna and Camaldoli a few km · Arezzo 40 min.

5.0 out of 5 average rating, 3 reviews
Top guest favorite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

4.99 out of 5 average rating, 227 reviews
Top guest favorite
The image features a serene outdoor area with a spacious swimming pool surrounded by lounge chairs. Lush greenery and flowering plants line the poolside, while a stone wall and distant hills provide a peaceful backdrop under a clear sky.
Villa in Pieve a Socana

Villa Montanina - relax in esclusiva in Toscana

A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.

4.99 out of 5 average rating, 86 reviews
Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

4.99 out of 5 average rating, 481 reviews
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

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.

4.97 out of 5 average rating, 159 reviews
Guest favorite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay in Anghiari

Agriturismo Mafuccio - "Casa di Rigo"

Casa di Rigo è l'appartamento più piccolo dell'Agriturismo Mafuccio, un casolare immerso nella natura incontaminata nella Valle del Sovara, a due passi dalla riserva naturale dei Monti Rognosi e incastonato ai piedi del Monte Castello. Un luogo tranquillo e silenzioso come i ruscelli che attraversano la valle, dove è possibile trovare la pace, e vivere a pieno, per davvero, la natura... in compagnia dei Ragazzi della Valle!

4.94 out of 5 average rating, 126 reviews
Top guest favorite
A historic tower is visible amidst lush greenery in the garden area. Surrounding plants, including trees and shrubs, create a serene atmosphere. A stone seating area is positioned at the center, providing an inviting spot for relaxation in this tranquil outdoor space.
Apartment in Poppi

Country chill in the heart of a medieval village

Historic structure from the 1600s, located in the center of the medieval village of Poppi, with a large garden available. The apartment offers three double bedrooms, a living room, a kitchen, and a bathroom. We can add one small single bed in one of the bedrooms if necessary. The apartment is part of a larger property that extends in the heart of the town's historic center, yet it is completely surrounded by greenery.

4.97 out of 5 average rating, 32 reviews
Top guest favorite
A two-story villa is nestled among greenery, featuring a spacious gravel parking area in front. The building showcases a light-colored facade with dark windows and a balcony, while a covered terrace with seating is visible beside the entrance.
Villa in Chitignano

Villa Bruna, casa intera a Chitignano

Incastonata nelle verdi foreste casentinesi, Villa Bruna è un’oasi di tranquillità in cui concedersi un momento di ristoro a contatto con la natura. Costruita negli anni ‘70 dal padre dei proprietari per essere la casa in cui riunire la famiglia durante le vacanze, oggi i due fratelli Bennati hanno deciso di aprire le sue porte al mondo. Codice Identificativo Struttura CIR: 051014LTN0009 CIN: IT051014C2CW2RCQFF

4.94 out of 5 average rating, 80 reviews

Popular amenities for Casentino vacation rentals