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House holiday rentals in Casentino

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Top-rated house rentals in Casentino

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4.83 out of 5 average rating, 88 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

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4.98 out of 5 average rating, 128 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment, there might still be availability. Turquoise: https://www.airbnb.com/rooms/plus/9430389

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4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

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4.95 out of 5 average rating, 127 reviews

LA CASA DE LETIZIA

The house is centrally located and 50 meters from a free park. Equipped with heating, air conditioning, Wi-Fi, 2 TVs, dishwasher, microwave, fridge, washing machine. Linen for home. 80 sqm on two floors over ground floor. With 2 bedrooms, 2 bathrooms, living room and kitchen. There is a baby cot available. Small pets allowed, no smoking. Cortona, historical town, near ArezzoPienza, Montalcino, Montepulciano .. and art cities of Florence, Rome, Perugia, Assisi. At 3 km FS station.

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4.88 out of 5 average rating, 115 reviews

La Meridiana in Montefioralle

In the village of Montefioralle, Meridiana is the charm of historic homes. In front of one of the castle's ancient gates, the house is part of the medieval castle. On the ground floor you will find the kitchen, the dining room with a large fireplace, a sitting area and the old vaulted cellar, on the first floor the two double bedrooms, the bathroom , a living/study and the garden with table and chairs where you can spend pleasant evenings. Free high-speed wifi is available.

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4.87 out of 5 average rating, 140 reviews

Stone Cottage in Tuscan Countryside

Old stonehouse, recently restored with all comforts. Immersed in the green of Valdarno hills. Surrounded by a forest with walking path, the house i equipped with modern heating but you will find also a fireplace and an old-time log stove. Perfect as a base for visting the Chianti area. 30 minutes from Florence, Arezzo, Siena. 1h30 from Rapolano Terme Price includes italian breakfast and all the essential (from towels to soap, to shampoo, and so on) WiFi on 4G + Pocket Modem

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4.96 out of 5 average rating, 126 reviews

[Villa with Park] Free Parking and Wi-Fi

Beautiful villa, nestled in the green hills covered with beautiful olive trees. If your dream is to stay in the beautiful Tuscan hills and wake up in the morning with the singing of birds, thanks to this superlative villa you can do it. It can accommodate up to 7 guests. Its very central yet quiet location, just 10 minutes' drive from the historic center of Siena, and from supermarkets, bars and historic sites, makes it the ideal location for a relaxing stay in Siena.

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4.98 out of 5 average rating, 104 reviews

StageROOM03 -Chianti Idillic Country living

This beautiful country house is located in the Borgo di Tuopina, a hamlet overlooking the Chianti hills, only 10 mins drive from Siena and Castellina in Chianti. This original Tuscan country house has been completely renovated in 2019 and boasts 2 bedrooms, 2 bathrooms, TV, a fully equipped kitchen with a dishwasher, two fridges and a washing machine. The outdoor marble hot-tub allows you to fully relax while enjoying the amazing views of the surroundings.

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4.94 out of 5 average rating, 101 reviews

Casa Manu

CARATTERISTICA CASA TOSCANA in pietra immersa nelle colline della provincia di Arezzo. Vicino a Siena, Firenze, Cortona, Perugia, il santuario della Verna con la storia di San Francesco di Assisi, Sansepolcro e i dipinti di Piero Della Francesca. Ideale per trekking, turismo enogastronomico (a pochi km si trovano alcune tra le migliori cantine della Toscana), per appassionati di arte e cultura. Vi accoglieremo con un presente di benvenuto.

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4.96 out of 5 average rating, 129 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.

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4.87 out of 5 average rating, 60 reviews

Paluffo Tower House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Popular amenities for house rentals in Casentino

Free parking on premises

Air conditioning

House rentals with a pool

Home in Civitella in Val di Chiana

4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

Home in Montespertoli

4.84 out of 5 average rating, 69 reviews

Holiday immersed in the Tuscan countryside 'Canaiolo'

Home in Firenze

5 out of 5 average rating, 8 reviews

La Torretta Luxury Private Pool

Home in Poppi

4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Home in Reggello

5 out of 5 average rating, 42 reviews

Villa in Tuscany - Reggello, with pool and WiFi.

Home in Cipressino

5 out of 5 average rating, 7 reviews

Countryside house with private pool and garden

Home in Firenze

4.78 out of 5 average rating, 64 reviews

Little Italy Planet : sweet house with Jacuzzi

Home in Montagnano

4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Weekly house rentals

Guest favourite

Home

4.91 out of 5 average rating, 44 reviews

CAMPOPINETA MELOGRANO

Guest favourite

Home

4.95 out of 5 average rating, 256 reviews

Luxury villa in Florence

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Home

4.96 out of 5 average rating, 82 reviews

Villa close to Florence amazing view private pool

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Home

4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

Guest favourite

Home

4.87 out of 5 average rating, 15 reviews

Colombaio di Montebenichi

Guest favourite

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4.89 out of 5 average rating, 109 reviews

Charming ex. heybarn

Guest favourite

Home

4.85 out of 5 average rating, 206 reviews

Gaiole in Chianti Poggio Casabianca

Home

4.84 out of 5 average rating, 68 reviews

Independent house with private pool and garden

Private house rentals

Home

4.82 out of 5 average rating, 193 reviews

In Tuscany between Siena Arezzo, near Chianti

Home

4.67 out of 5 average rating, 158 reviews

Casa Claudia countryhouse in greve

Home

4.83 out of 5 average rating, 23 reviews

Ambrogetta by Interhome

Guest favourite

Home

4.95 out of 5 average rating, 203 reviews

Casa Bada - Barn

Home

5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

Home

5 out of 5 average rating, 4 reviews

Sotto by Interhome Hut

Home

4.86 out of 5 average rating, 7 reviews

casa palme

Guest favourite

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4.87 out of 5 average rating, 15 reviews

Lucia by Interhome

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