Holiday rentals in Rupecanina

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Location · Family · Condition

Detached cottage surrounded by greenery with a park.

The farmhouse offers the privilege of getting back in touch with a way of life from times gone by. In fact, it is an old country house; it is not an agritourism property. No wi-fi. No heating, only fireplaces and pellet stove. No air conditioning, just fans. Pets allowed. Ability to meet wild animals, especially at night, such as deer, rates, wild boars, foxes, shrimp, and squirrels. Accommodation tax not included, the Municipalities of Mugello have not entered into any agreements with Airbnb.

Value · Location · Check-in

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Family · Value · Heating

Villa Carla – Florence View, Tennis & Hot Tub

Escape to a peaceful private Tuscan estate 20 minutes by car from Piazza del Duomo, in the heart of Florence. Villa Carla offers countryside tranquillity with panoramic views over the city. The property includes a main villa and a separate dependance, providing privacy and comfort for families and groups. Relax in the spa pool, play tennis, or dine under the gazebo as Florence lights up at sunset. A quiet retreat in nature, ideal for guests seeking privacy and space close to the city centre.

Family · Location · Comfort

La Forra

Beautiful and characteristic stone farmhouse of about 380mq. On the ground floor: large equipped loggia for outdoor dining; living room with satellite TV; large kitchen equipped with four burners, oven, microwave, refrigerator, freezer, dishwasher; laundry room; 1 bathroom with shower (toilet / bidet). On the first floor: 2 double rooms; 1 double room with French bed (120cm.); 3 bedrooms with two single beds each; 2 bathrooms with shower (toilet / bidet); 1 bathroom with bath (toilet / ...

Value · Location · Checkout

​Villa Fonticina: Private Pool & Secluded Woods

Cozy and chic, late 19th-century stone villa, originally built as a farmhouse with an adjoining stable and barn. It has since been expertly renovated to create a single space, respecting the original layout and Tuscan tradition, while preserving original elements such as the attached wood-burning oven. Nestled in a large fully fenced garden in the Chianti hills of Tuscany, it is surrounded by olive trees and woodland with an exclusive-use pool, just 15 km from Florence.

Location · Family · View

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Value · Family · TV

Apartment in Villa with park and private spa

On the second floor of a late 19th-century villa. Private entrance, large garden with exclusive courtyard, sun loungers, chairs, deck chairs, umbrellas, table tennis. Barbecue. Small pool in the garden. Wellness room with heated Jacuzzi whirlpool, shower stall with steam bath for the exclusive use of guests. Free parking in the park. Ideal for a relaxing vacation with family or friends. Free WiFi internet throughout the apartment. A 35-minute drive from Florence.

Family · Location · Condition

Cuddle in Relax "Romantic" apartment

Small apartment with independent entrance in a panoramic position, in a very small village in the Tuscan countryside, consisting of a living room, kitchen, bathroom with shower and a bedroom with double bed. An intimate terrace overlooking the valley with table, chairs, deckchair and practical barbecue; ample outdoor parking spaces, suitable for two or three people. It is about 6 km from Vicchio and 40 km from Florence. It is not served by public transportation.

Value · Family · Quiet

Tuscan Villa 15 min from Florence, Parking, Garden

Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.

Family · Location · Cleanliness

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Family · Location · Outdoor spaces

Tower Penthouse in small castle near Florence

900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Location · Value · Back garden