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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, 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.

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 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, 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

Superhost
The outdoor area features a swimming pool framed by a spacious lawn and lounge chairs. Sun umbrellas provide shade, while the farmhouse is visible in the background, surrounded by lush greenery, creating a serene environment for relaxation.
Farm stay in Borgo San Lorenzo
4.87 out of 5 average rating, 23 reviews

Palazzo Vecchio

Beautiful farmhouse of about 180sqm. within a farm. On the ground floor: living / dining room with satellite TV and open kitchen with four burner stove, oven, fridge, freezer, microwave, coffee maker, dishwasher; living room; 1 triple bedroom with 1 double bed and 1 single bed; 1 bathroom with shower (toilet / bidet) suitable for disabled people. On the first floor: 2 double bedrooms; 2 bedrooms with two single beds each; 1 bathroom with shower (toilet / bidet); 1 bathroom with shower and ...

Top guest favorite
A historical villa exterior presents a spacious patio adorned with potted plants and seating. Olive trees and greenery offer a natural setting, while vibrant flowers add color. The villa features classic architecture with green shutters and an inviting entrance.
Apartment in Sesto Fiorentino
5.0 out of 5 average rating, 92 reviews

Villa Maria - in the hills above Florence

Dreaming about your next holidays? We got you covered: A beautiful historical villa, surrounded by a vast garden and our olive tree fields, with a pool and unique outside spaces to dine, drink or relax. The villa is located only 15 mins by car or bus from the citycenter of Florence, ideal to plan daily visit to Florence and Tuscany or to simply relax in the scenic countryside. Bring your friends or family and spend your holidays welcomed in a family and cordial atmosphere .

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, 226 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, 55 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.

Guest favorite
An outdoor area features a stone cottage with wooden accents and a covered porch. Flower boxes adorn the space, showcasing vibrant blooms. A grassy area with white daisies is visible, creating a serene setting for relaxation, while a tree provides shade nearby.
Home in Vicchio
4.94 out of 5 average rating, 135 reviews

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.

AmenitiesHospitality

Top guest favorite
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 favorite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 510 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure 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 The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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, 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.

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, 318 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.

Popular amenities for Rupecanina vacation rentals