
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.

House of Poggio al Vico
A portion of a farmhouse, cozy, renovated in Tuscan country chic style, in the hills of Pratolino, calm and quiet with private parking. Two double bedrooms, a kitchen, a living room with a fireplace, and a garden. Perfect for 4 people. The apartment is 20 minutes from the center of Florence and can also be reached by bus, with very good connections. Conveniently located, quiet, but close to Florence and safe. In the summer, you can dine in the garden and sleep in a cool environment, thanks in part to the air conditioning.

[Florence Hills] Tuscan house with parking space
Our B&B offers a peaceful and quiet corner, quick and easy to reach, in a renovated, characteristic Tuscan house just 7 km (25 minutes) from the parking lot in the historic center 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 just a short distance away. You can easily get there by car (including a reserved parking space for guests) or by bus, which is 300 meters away.

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 .

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.

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.

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

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.

Experience rustic off-grid life in the wilderness
This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal 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.

Duomo Charme – A few steps from the Duomo
Experience Florence like a local! Just 100 meters from the Duomo, in a charming 16th-century building, this romantic studio offers a double bed, sofa bed, mini kitchen and bathroom with shower. Typical restaurants, bars and museums are just below the house. A 3-minute walk away, the tram connects directly to the station and airport. Paid parking right in front of the house. Located on the 3rd floor without an elevator: authentic Florentine charm!

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.

[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.
Popular amenities for Casentino holiday homes
Family-Friendly holiday homes

Casa al Gianni - Oak

Podere La Castellina - No. 1 COTTAGE

Vittoria Chianti Vacations 🍇🍷

Charming home Crete Senesi

"Loggiato" (Porch) 2/4p, terrace, pool, garden

Ancient stone farmhouse with park and pool

Tuscany Country House, Central Chianti, Pano Views

La Loggia. House with pool and stunning view
Holiday home rentals with a patio

Tuscan stone farmhouse studio with private terrace

I Rosai apartment on the Florentine hills

Il Toscano - New with terrace in downtown Greve

City Centre Patio - 10 mins to Duomo

The Piccola Villa of Borgo Argenina

House in the heart of Tuscany

"Podere Carpognane" Tuscany Holiday House

Florence‼️ Entire villa in the hills, sleeps 6+1~
Holiday home rentals with a washing machine and dryer
Palazzo Della Nave - AP 09

Historic Center | Duomo • Ponte Vecchio

Melarancio Residence

TOSCANELLA APARTMENT

Verde, space and relax in historic Florence

The Borgo Pass

Large group house + breackfast + parking Florence

Apartment in historic Villa in Siena_"LE CONTRADE"
Destinations to explore
- Pet-friendly rentals Casentino
- Cottage rentals Casentino
- Rentals with lake access Casentino
- Bed and breakfasts Casentino
- Family-friendly rentals Casentino
- Condo rentals Casentino
- House rentals Casentino
- Fitness-friendly rentals Casentino
- Rentals with a fire pit Casentino
- Rentals with pools Casentino
- Villa rentals Casentino
- Smoking-friendly rentals Casentino
- Rentals with a hot tub Casentino
- Rentals with breakfast Casentino
- Rentals with a patio Casentino
- Rentals with an EV charger Casentino
- Rentals with a sauna Casentino
- Farmstay rentals Casentino
- Apartment rentals Casentino
- Rentals with a fireplace Casentino
- Holiday home rentals Arezzo
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Pinarella Di Cervia
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mirabilandia
- 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
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Pitti Palace
- Palacongressi Della Riviera Di Rimini
- Boboli's Garden





