Some info has been automatically translated. Show original language

Holiday rentals in Rupecanina

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rupecanina

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 113 reviews

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.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 338 reviews

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

Top guest favourite
Home in Florence
5.0 out of 5 average rating, 14 reviews

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.

Superhost
An aerial view captures a fenced garden with a swimming pool surrounded by lush greenery. A shaded pergola is positioned nearby, providing a space for outdoor dining. The rustic farmhouse is visible in the background, blending harmoniously with the natural landscape.
Villa in Vicchio
4.5 out of 5 average rating, 6 reviews

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 / ...

Superhost
A traditional stone house is framed by a lush green lawn, featuring charming outdoor seating arrangements. The house has multiple windows with brown shutters, and potted plants are visible around the entrance. A clear blue sky with scattered clouds provides a serene backdrop.
Cottage in Vicchio
4.77 out of 5 average rating, 66 reviews

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 Country House; it is not an agritourism property. No wi-fi. No heating, only fireplaces and pellet stove. No air conditioning, only 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.

Top guest favourite
A grand villa from the late 19th century is framed by tall cypress and pine trees. A stone pathway leads to the entrance, flanked by greenery and flower pots. The structure features a classic design with inviting arched doorways.
Villa in Vicchio
5.0 out of 5 average rating, 55 reviews

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, parasols, table tennis. Barbecue. Small swimming pool in the garden. Wellness room with heated Jacuzzi whirlpool and 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. 35 minutes by car from Florence.

Top guest favourite
A spacious terrace is furnished with a large, comfortable sofa and a stylish dining table surrounded by six chairs. Various plants add greenery to the setting. The view over the cityscape, with rooftops and distant landmarks, creates an inviting outdoor living space.
Apartment in Centro
4.99 out of 5 average rating, 118 reviews

Acciaiuoli Penthouse Florence Terrace View

In the heart of Florence’s historic centre, a luxury penthouse with a private terrace offering stunning views of the Duomo, Palazzo Vecchio and the entire cityscape. Perfect for families and friends, this flat has been fully renovated with high-quality finishes. Located on the fifth and top floor without a lift, you need to climb 106 easy steps to reach paradise (the host will help you carry your suitcases). All the windows offer beautiful views of the historic centre.

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 225 reviews

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.

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 105 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top guest favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 429 reviews

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.

Top guest favourite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 138 reviews

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.

Superhost
This historic stone house features a terracotta roof and large windows, providing expansive views of the surrounding Tuscan countryside. Lush greenery and olive trees are visible in the foreground, enhancing the serene landscape under a clear blue sky.
Villa in Vicchio
4.89 out of 5 average rating, 66 reviews

Farmhouse in Tuscany with pool

A charming Tuscan farmhouse immersed in nature, perfect for relaxing stays with a panoramic pool, spa and private cinema. The setting is authentic and rustic, surrounded by greenery and silence. The property is reached via a scenic unpaved road, adding to its secluded and peaceful atmosphere. Features include a sauna, a wood-heated outdoor Jacuzzi (up to 8 guests) and a private cinema room with a 150-inch screen and surround sound.

Popular amenities for Rupecanina holiday rentals