
Holiday Homes in Casentino
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Top-rated Holiday Homes in Casentino
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Casa Manu
Characteristic Tuscan stone house immersed in the hills of the province of Arezzo, Tuscany, just restructured, equipped with every comfort. Solarium with outdoor shower. Barbecue grill. Wi-fi. Bed linen, bathroom, kitchen, solarium. Shops at 2 km. Within 70/100 km you can reach the most important sites of interest such as Siena, Florence, Cortona, Perugia, the sanctuary of Verna with the story of St. Francis of Assisi, Sansepolcro and paintings by Piero Della Francesca. Ideal for trekking, for food and wine tourism (in a few kms some of the best wineries in Tuscany can be found), for art and culture enthusiasts.
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[Florence hills] Tuscan house with parking space
Our B&B offers a peaceful and quiet corner, quick and easy to reach, in a characteristic renovated Tuscan house just 7 km (25 minutes) from the parking lot in the historic centre of Florence. At Borgo Le Palaie, you can immerse yourself in the landscape of the Florentine hills among cypresses and olive trees, enjoy the view and visit important vineyards and wineries a short distance away. You can easily get there by car (including a reserved parking space for guests) or by bus, which is 300 metres away.
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Tuscan stone farmhouse studio with private terrace
12 km from Arezzo, a delightful studio apartment furnished with care on the ground floor of a typical Tuscan stone farmhouse from the early twentieth century. Surrounded by woods and overlooking a village, the farmhouse is located in a hilly position within a large property of 5 hectares. Through a path immersed in the woods with a pleasant walk you can reach the stream that flows in the valley. Until the end of July approximately (depending on the year) you can take a bath in a small natural pool.
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House of Poggio al Vico
Portion of a farmhouse, cozy, renovated in Tuscan country chic style on the hills of Pratolino, calm and quiet with private parking. Two double bedrooms, kitchen, living room with fireplace and garden. Perfect for 4 people. The apartment is located 20 minutes from the centre of Florence and can also be reached by a very well-connected bus. Strategic, quiet but close to Florence, safe. In summer, you can dine in the garden and sleep in a cool environment, thanks in part to the air conditioning.
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Romantic stay at a bio-agritourism in Florence
Escape the crowd and hot of the towns. We are 40 min away from the centre of Florence (consider driving the last 3 km on a narrow winding beautiful countryside road). Be ready for an authentic rural Tuscan lifestyle experience, here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the oliveyards; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .
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Tuscan Country house with panoramic pool
Old stone Country House located on the top of an uncontaminated hill in a secluded atmosphere, with stunning 360° panoramas over the hills and the Arno river. Surrounded by private olives grooves, the accommodation offers an ideal mix between peaceful relaxation and opportunities for outdoor activities. With easy access to Florence (18 km) and major arts sites of Tuscan region such as Siena, San Gimignano, Pisa, Lucca, the wine Chianti area and many others landscaping or trekking attractions.
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Breathtaking view from romantic nest in citycenter
Unique and charming attic in the middle of historic center with amazing breathtaking view on the city center. Perfect for a romantic stay in the heart of Florence. Fully windowed on 3/4 walls. Completely renewed with modern design furniture. Powerful A/C, fast wi-fi, fully equipped kitchen. Going downstairs you will immediately be absorbed in the most beautiful area of city center. Attention! Only for young-soul people: 5th FLOOR, NO LIFT, last 2 flights of stairs in a narrow spiral stair.
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Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area
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SMN Luxury Secret Garden View
Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.
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Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
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La Loggia. House with pool and stunning view
LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranquility and peace of these uncontaminated places immersed in nature. The apartment is characterized by a huge window overlooking the valley where you can enjoy one of the most spectacular views in the region. The view that can be admired from LA LOGGIA spans more than 60 km on the Chianti and the Crete Senesi.
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[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.
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Popular amenities for Casentino holiday homes
Family-Friendly holiday homes

Casa al Gianni - Oak
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Vittoria Chianti Vacations 🍇🍷
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Charming home Crete Senesi
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L'orchidea Vacation Home
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"Loggiato" (Porch) 2/4p, terrace, pool, garden
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Ancient stone farmhouse with park and pool
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Tuscany Country House, Central Chianti, Pano Views
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Apartment in Anghiari
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Holiday home rentals with a patio

I Rosai apartment on the Florentine hills
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City Centre Patio - 10 mins to Duomo
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Il Toscano - New with terrace in downtown Greve
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House in the heart of Tuscany
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Sangiovese house with mini-pool in the center of Greve
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La Chiocciola Tuscany Apartment
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Nice cottage with beautiful garden and covered terrace - 3p.
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2BR • Luxury Florence Penthouse • 360° Panorama
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Holiday home rentals with a washing machine and dryer

Duomo Charme – A few steps from the Duomo
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Historic Center | Duomo • Ponte Vecchio
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Melarancio Residence
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TOSCANELLA QUARTZ STUDIO
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Verde, space and relax in historic Florence
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The Borgo Pass
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The Piccola Villa of Borgo Argenina
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Apartment in historic Villa in Siena_"LE CONTRADE"
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Destinations to explore
- Pet-friendly rentals Casentino
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- Family-friendly rentals Casentino
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- Rentals with pools Casentino
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- Rentals with breakfast Casentino
- Rentals with a hot tub Casentino
- Rentals with a sauna Casentino
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- Apartment rentals Casentino
- Holiday home rentals Arezzo
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Pinarella Di Cervia
- Ponte Vecchio
- Mirabilandia
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fiera Di Rimini
- Misano World Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Palazzo Vecchio





