
Holiday home rentals in Casentino
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Top-rated holiday home rentals in Casentino
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Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

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.

Tuscan stone farmhouse studio with private terrace
A 12 km da Arezzo, delizioso monolocale arredato con cura al piano terra di un casale in pietra tipico toscano di inizio novecento. Circondato dal bosco e con vista su un borgo, il casale si trova in posizione collinare all'interno di un'ampia proprietà di 5 ettari. Attraverso un sentiero immerso nel bosco con una piacevole passeggiata si può raggiungere il torrente che scorre nella valle. Fino a fine luglio circa (a seconda degli anni) si può fare un bagno in una piccola pozza naturale.

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

Barrel Suite Tuscany • Hot Tub • Vineyard View
Wooden barrel suite in Tuscany, nestled in an olive grove in Reggello: breathtaking views over hills and vineyards, total peace. One of the largest barrels in the world (3.5 m x 8 m) with a private bathroom, kitchenette, veranda and small courtyard. All barrels have a hot tub pool for your relaxation. Strategic location: Florence ~40 min, Siena and Arezzo for day trips. Private parking on the property and a welcome Tuscan cold cuts and cheese board. Close to The Mall Luxury Outlet.

Renovated apartment in historic barn Chianti zone
Enter in this compendium of history surrounded by nature. The atmosphere of this barn will warm your heart along a path that passes through the Tuscan style, the Italian design of the 70s and 80s and the use of natural materials such as wood, lime and glass You can relax, sipping a glass of wine and admiring the sunset reflected in the mirror of water of the swimming pool, sitting comfortably in an armchair in the garden behind the apartment. Stroll among the vineyards and olive trees.

GREEN like hope in Florence
This is a a cozy one-bedroom apartment on a single level, ideal for families. It has a living room with a double sofa bed, a small kitchen with a high chair for children, a bedroom with a double bed, and an additional armchair bed. It features a unique bathroom with a shower and a private courtyard. In shades of green, with soft furnishings and natural fabrics, in respect of its historicity, the ancient wooden coffered ceiling from the 1700s has been preserved in the living room.

House of Poggio al Vico
Portion of a cosy farmhouse, 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 bus no. 25 or AT, which is very well connected. Strategic location to stay in a quiet place in the countryside but close to Florence and Mugello, safe.

Casa Manu
CHARACTERISTIC TUSCAN HOUSE in stone nestled in the hills of the province of Arezzo. Close to Siena, Florence, Cortona, Perugia, Sansepolcro and the Casentino Forests. Ideal for trekking, food and wine tourism (some of the best wineries in Tuscany are just a few kilometers away), for art and culture enthusiasts. A large, very private panoramic terrace is available exclusively for guests. We will welcome you with a welcome gift.

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.
Casa Ferruccio - Painter's house in Ponte Vecchio
This spacious flat will allow you to enjoy your time in Florence thanks to its unique position very close to Ponte Vecchio and Palazzo Pitti, in a quite street with lots of good restaurants and coffe bars. It also has an incredible history as it was the house of a Florentine painter Mr.Ferruccio Ciampi who lived in this Medival tower blown up with the whole street during the Second World War.

Romantic stay at a bio-agritourism in Florence
Escape the crowd of Firenze and be ready for an authentic rural Tuscan lifestyle experience ... 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 olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .
Popular amenities for holiday home rentals in Casentino
Family-friendly holiday home rentals

Borgo Bottaia "L'Arrampicata" 5 pax

Charming home Crete Senesi

IL Covo-Apartment in the vineyards / Olive Trees

Free Parking & Large Terrace | Wi-Fi + A/C

The Three Sources

Relax in the woods-Pian di Lazzaro

Duomo Charme – A few steps from the Duomo

Toscana Tour 2026 week rental
Holiday home rentals with a patio

Sangiovese house with mini-pool in the center of Greve

Florence! Entire Villa in the hills, sleeps 7, 4 bathrooms

Canapino - Rifugium

Apartment at the BnB La Vendemmia

Podere di Montecchio – Guardiana

[History & Design] Garden & Viewpool Apartment

City Centre Patio - 10 mins to Duomo

Tuscany Country House, Central Chianti, Pano Views
Holiday home rentals with a washing machine and dryer

Apartment in historic Villa in Siena_"LE CONTRADE"

Melarancio Residence

[Florence Hills] Borgo Le Palaie

Podere Vittoria Apartment: Heart of Chianti

Casa Monte

The Cricket's Cage <Anna Maria> (A-04)

TOSCANELLA APT. AMBRA

The Piccola Villa of Borgo Argenina
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- Holiday home rentals Arezzo
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Mercato Centrale
- Eremo Di Camaldoli
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Riminiterme
- Parco delle Cascine
- Palacongressi Della Riviera Di Rimini
- Mugello Circuit
- Palazzo Vecchio




