House holiday rentals in Casentino

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Top-rated house rentals in Casentino

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Guest favourite

Home in Cortona

4.9 out of 5 average rating, 80 reviews

Cortona historical centre. Great views and WiFi

Charming apartment on the top floor of a Tuscan mansion house with traditional floor and exposed timber beams. The apartment is located in the heart of Cortona and it has triple exposure, so it is flooded with light and it boasts a stunning view over the valley and the Trasimene lake. Self check-in available. PARKING on the street is available. NO AIR CONDITIONING! This is an environmentally friendly choice. I welcome guests of all backgrounds, faiths, genders, ages and sexual orientations

Superhost

Home in Pratolino

5 out of 5 average rating, 5 reviews

casa nat 20mins from Florence

Casa di Nat offers a unique experience immersed in nature but a few minutes from the center of Florence, a unique vacation for those who want to relax and have fun with friends and family, suitable for adults and children, with its outdoor space it will be possible to involve everyone in lunches or dinners, with barbecues and deck chairs, the covered porch will allow you to eat outdoors even in the colder months, to facilitate travel there is free parking on the street and bus stop nearby.

Superhost

Home in San Casciano in Val di pesa

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.

Superhost

Home in Cortona

4.92 out of 5 average rating, 12 reviews

Casa delle Rose

Charming Independent House with stunning balcony in the Heart of Cortona; Stunning Balcony View: Enjoy your morning coffee or unwind with a glass of wine as you soak in the enchanting sights of the city. 2 Double Bedrooms: Experience comfort and tranquility in a beautifully appointed master bedroom. 2 Bathrooms: Enjoy the convenience of well-equipped bathrooms, designed for your utmost comfort. Wi-Fi: Stay connected with high-speed internet access, ensuring you can effortlessly share

Guest favourite

Home in Prato

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

Guest favourite

Home in Lecchi in Chianti

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.

Guest favourite

Home in Greve in Chianti

4.88 out of 5 average rating, 115 reviews

La Meridiana in Montefioralle

In the village of Montefioralle, the Meridiana is the charm of historic homes. In front of one of the old gates of the castle, 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 Wi-Fi is available.

Guest favourite

Home in Siena

4.96 out of 5 average rating, 127 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.

Guest favourite

Home in Castellina in Chianti

4.98 out of 5 average rating, 105 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.

Guest favourite

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Orto & Garden

In the center of a small historic village, surrounded by nature and hills. From here, right in front of our houses, the peasants once passed by singing the May song, thus welcoming the arrival of spring. Our vegetable garden is located just above the ancient village, here every season works its magic, we grow the plants and vegetables that we use to prepare the dishes for our cooking classes. Welcome, warmth and comfort are the ingredients of our hospitality.

Guest favourite

Home in San Martino Sopr'arno

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.

Guest favourite

Home in Certaldo (Fi)

4.87 out of 5 average rating, 60 reviews

Paluffo Torre 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.