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Holiday houses in Casentino

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Top-rated holiday rentals in Casentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.99 out of 5 average rating, 510 reviews

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.

Top Guest favourite
Tiny home in Bibbiena
5 out of 5 average rating, 16 reviews

Glamping Pandaland- Sisley

Questa accogliente mini casa in legno di 18 mq offre un rifugio perfetto per chi cerca relax e semplicità. All’interno troverai tutto il necessario per un soggiorno confortevole: letto, angolo cottura attrezzato e bagno privato.All’esterno, circondata dagli alberi, una vasca idromassaggio riscaldata, ideale per rilassarsi sotto le stelle o dopo una giornata all’aria aperta. Un angolo di pace dove riscoprire il silenzio e il contatto con la natura, senza rinunciare alle comodità essenziali.

Top Guest favourite
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
4.99 out of 5 average rating, 222 reviews

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.

Top Guest favourite
A private terrace is seen, featuring a large umbrella shading a small table and two chairs. Stone steps lead to the entrance of the apartment, surrounded by plants and stone walls characteristic of the historic architecture.
Home in Poppi
4.98 out of 5 average rating, 51 reviews

historical townhome in Poppi

Newly renovated apartment in the center of the charming historical town of Poppi. Enjoy the italian life at its best, while staying here. The apartment has 2 double bedrooms, each with a 1,60cm mattress, 1 bathroom with shower, fully equipped kitchen with dishwasher, oven and induction stove, large living room with TV. The apartment is located in the historical city center, right at the exit gate "Porta Porrena", which exit with a beautiful view of the valely.

Guest favourite
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.
Holiday home in San Martino Sopr'Arno
4.94 out of 5 average rating, 125 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.

Top Guest favourite
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
4.99 out of 5 average rating, 475 reviews

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.

Top Guest favourite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 136 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Top Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 312 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Guest favourite
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
4.95 out of 5 average rating, 121 reviews

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!

Top Guest favourite
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
4.96 out of 5 average rating, 28 reviews

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.

Top Guest favourite
The stone cottage is set amidst lush greenery, featuring a sloped roof and a large glass door that opens onto a sunlit terrace. Sun loungers are positioned nearby, surrounded by flowering plants, with olive trees visible in the background against a clear blue sky.
Farm stay in Cavriglia
4.92 out of 5 average rating, 368 reviews

Chianti La Pruneta, Raffaello Apartment

Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

Top Guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 214 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Popular amenities for Casentino holiday rentals

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. Casentino