
Holiday houses in Rupecanina
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Top-rated holiday rentals in Rupecanina
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Poggelleri the postcard on Poppi and Tuscan hills
Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.

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.

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

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 / ...

Church of the Vaioni
An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.

Detached cottage surrounded by greenery with a park.
The farmhouse grants the privilege of getting back in touch with an ancient life. In fact, it is an Old Countryside House, it is not a farm. No wi-fi. No heating, only fireplaces and pellet stove. No air conditioning, only blades and 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.

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.

Apartment in Villa with park and private spa
On the first floor of a late 19th-century villa. Private entrance, large garden with exclusive courtyard, sun loungers, chairs, deckchairs, umbrellas, table tennis. Barbecue. Small swimming pool in the garden. Wellness room with heated Jacuzzi, shower cubicle with Turkish bath for the exclusive use of guests. Free parking in the park. Ideal for a relaxing holiday with family or friends. Free Wi-Fi internet throughout the apartment. A 35-minute drive from Florence.

Luxury Medieval Tower • Exclusive Chianti Stay
Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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.

"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
Popular amenities for Rupecanina holiday rentals
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Pinarella Di Cervia
- Bologna Center Town
- Ponte Vecchio
- Mirabilandia
- Basilica of Santa Maria Novella
- Bologna Fiere
- Mugello Circuit
- Stadio Renato Dall'Ara
- 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
- Piazza Maggiore
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio





