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Cottage vacation rentals in Casentino

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Top-rated cottage rentals in Casentino

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

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Guest favorite
Cottage in San Bartolomeo a Quarate
4.92 out of 5 average rating, 153 reviews

FAETOLE typical Tuscan country house near FLORENCE

My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!

Top guest favorite
Cottage in Geggiano
4.99 out of 5 average rating, 151 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 206 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

Guest favorite
The swimming pool features clear blue water, inviting for relaxation. A shaded gazebo is positioned nearby with lounge chairs arranged for comfort. Rolling hills with greenery surround the area, offering a peaceful backdrop against a partly cloudy sky.
Cottage in Castellina in Chianti
4.96 out of 5 average rating, 104 reviews

Vittoria Cottage - Masseto In Chianti

MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Top guest favorite
Cottage in Monteriggioni
4.95 out of 5 average rating, 283 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Top guest favorite
Cottage in Sovicille
4.94 out of 5 average rating, 236 reviews

From Simone, podere santi Lucia and Pietro

Recently inaugurated, the property is a portion of a Tuscan farmhouse with an independent entrance immersed in the Sienese countryside just 10 minutes from the historic center of Siena. The apartment consists of two double bedrooms, a bathroom with shower and bathtub, a living room, and a kitchen. A 60*120 cm crib with safety rails is available upon request. Outside there is a common farmyard. The price is for the entire apartment. Accommodation tax €1.5/person

Guest favorite
The country cottage is surrounded by tall trees and lush greenery, softly illuminated at dusk. The rustic stone exterior features warm light emanating from the windows, highlighting the tranquil setting in the Tuscan countryside. A wooden fence outlines the property, enhancing its privacy.
Cottage in Ponte Feccia
4.94 out of 5 average rating, 192 reviews

Country cottage C&M surrounded by greenery, love Tuscany

Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Top guest favorite
The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.
Cottage in San Casciano In Val di Pesa
4.96 out of 5 average rating, 180 reviews

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

Superhost
Cottage in Sovicille
4.89 out of 5 average rating, 153 reviews

Lovely apartment with garden and views near Siena

At just 18km from Siena, the apartment is part of a traditional Tuscan farmhouse, Santa Barbara, tucked away in the scenic rolling hills of Tuscany. The uniquely positioned grounds dominate the valley, allowing for stunning views with the most enchanting sunsets, or sunrises for those early birds! The apartment allows for a relaxing and recharging break, as well as being in the perfect location to go out and explore.

Guest favorite
Cottage in Montespertoli
4.78 out of 5 average rating, 268 reviews

Chianti Barn with Pool and Vineyard View

🌿 DESCRIZIONE Fienile ristrutturato nel cuore del Chianti, immerso tra vigne e silenzio. A 20 min da Firenze, 45 da Siena, 50 da Pisa, comodo anche per Arezzo, Certaldo, San Gimignano e Vinci. Grandi finestre panoramiche, terrazza per barbecue, piccolo giardino privato e piscina condivisa. Ideale per chi cerca relax, natura e una base strategica per esplorare la Toscana.

Guest favorite
An archway adorned with greenery frames a clear view of a spacious pool, surrounded by manicured grass. A variety of lounge chairs are positioned nearby, inviting relaxation under the bright blue sky with scattered clouds.
Cottage in Montagnano
4.93 out of 5 average rating, 135 reviews

Charming cottage in Tuscany

Charming cottage located on a hill with 360-degree views. An oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ Area Inside there is a bedroom with a French bed, a living room with a sofa bed, a bathroom, a kitchenette and an indoor and outdoor dining area. Ideal for couples and families with one/two children. Crib available

Top guest favorite
A charming stone cottage is surrounded by lush greenery and flowering plants. The building features a red-tiled roof and distinctive chimney caps, with a welcoming wooden door framed by a gravel pathway. Natural light reflects on the rustic stone exterior.
Cottage in San Casciano In Val di Pesa
4.83 out of 5 average rating, 173 reviews

Chianti Independent barn

The agriturismo was obtained from a characteristic 70-square-meter stone barn, completely renovated and furnished with antique furniture. Panoramic view of the Chianti hills with breathtaking sunsets. From March 1 to December 31, guests will be charged a tourist tax of €2 per person per day. Children up to 14 years old do not pay.

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