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Vacation rentals in Rupecanina

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Top-rated vacation rentals in Rupecanina

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

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Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 110 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.

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, 65 reviews

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.

Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 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

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 / ...

Top guest favorite
Villa in Pistoia
5.0 out of 5 average rating, 85 reviews

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.

Top guest favorite
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, 224 reviews

Il Castello di 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 favorite
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, 54 reviews

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.

Top guest favorite
A spacious living area is adorned with intricate frescoes and elegant decor, featuring a comfortable cream-colored sofa and a wooden coffee table. Light filters through large windows, illuminating the room’s artistic details. In the background, a cozy sleeping area with a canopy bed is visible.
Condo in Florence
5.0 out of 5 average rating, 155 reviews

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

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.

Top guest favorite
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, 137 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.

Guest favorite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 316 reviews

"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.

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, 65 reviews

Entire villa in Tuscany: spa, swimming pool and cinema

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 vacation rentals