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Vacation rentals in Montecapri

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Top-rated vacation rentals in Montecapri

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, 114 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.

Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Guest favorite
Aerial view of a rural property surrounded by lush olive groves and vineyards, showcasing a charming building with terracotta roofs and a well-maintained garden. The landscape features rolling hills typical of the Chianti region, offering a serene backdrop.
Farm stay in San Casciano In Val di Pesa
4.92 out of 5 average rating, 97 reviews

COUNTRY HOUSE NEXT TO FLORENCE IN THE CHIANTI

We are a rural reality in Chianti a few km from Florence and Siena. The apartment located inside the rural structure of the Podere is equipped with every comfort to ensure a pleasant stay. The accommodation has its own private furnished terrace. A large kitchen with washing machine and oven, in addition to the bedroom another sitting area to retreat. The Wifi guarantees agile work with great serenity in nature and discovering Tuscany. Welcome the faithful friends of our guests such as dogs and cats.

Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 339 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

Guest favorite
A dining table is set under the shade of lush trees, featuring a bottle of wine and glasses. The surrounding garden is filled with tall cypress trees and vibrant greenery, creating a serene atmosphere for outdoor dining.
Farm stay in San Casciano In Val di Pesa
4.77 out of 5 average rating, 173 reviews

Sperone: two floors apartment with pool

Just a few km from Florence and surrounded by vineyards and olive groves of the Principe Corsini estate, this is the ideal place for a classic Tuscan-style holiday in the heart of Chianti Classico. The private garden, which also provides access to the pool at Villa Le Corti, is ideal for relaxing and peaceful al fresco dining. The pool, open from June to September, has a breathtaking view of Tuscan rolling hills. The property includes a parking area reached from the entrance gate.

Guest favorite
A rustic villa constructed with stone features a welcoming facade, accentuated by green, shuttered windows. A wooden door is centered, flanked by two potted plants. The surrounding area includes terracotta pavement and greenery, providing a warm entryway to the property.
Home in Impruneta
4.97 out of 5 average rating, 145 reviews

Podere Solatio - Tuscany Hills next to Florence

CIN: IT048022C2I7T2RD2G - Large and bright Villa just 10 km from the center of Florence, recently renovated, equipped with heating and air conditioning. With its 5 double bedrooms, it can comfortably accommodate 9/10 people. The villa, surrounded by a large olive grove, has a cool loggia where you can dine while enjoying the view. It is located at the gates of Impruneta, a town famous for its beautiful square with a 16th-century loggia. An ideal base for visiting Florence and Tuscany.

Top guest favorite
Apartment in San Casciano In Val di Pesa
4.89 out of 5 average rating, 199 reviews

Timeless Beauty in Chianti | 20 min da Firenze AC

Experience the Tuscan dream in this restored Casa Colonica. Surrounded by a private olive grove with panoramic views of San Casciano, you’re just 20 min from Florence. The Space: Bright 2BR apartment with silent AC, fast Wi-Fi, and a full kitchen. Ideal for families or remote work. Outdoor Living: Relax under our grape pergola or explore the olive trees. Logistics: Includes secure gated parking (perfect for rentals) and easy bus/car access to Florence, Siena, and Chianti.

Top guest favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa
4.95 out of 5 average rating, 202 reviews

Il Vichiaccio: Florence Villa with Jacuzzi

Cozy Chianti Villa near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano in Val di Pesa
4.97 out of 5 average rating, 119 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Top guest favorite
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, 431 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.

Guest favorite
The villa is set within a lush garden filled with greenery and flowering plants. A decorative fountain is visible in the foreground, surrounded by elegant outdoor seating. The villa's white exterior and green shutters complement the tranquil, nature-filled environment.
Villa in San Casciano In Val di Pesa
5.0 out of 5 average rating, 10 reviews

Ancient Villa with Tower

A historic villa built in the 16th century, elegant and finely furnished, it is strategically located for your stay in Tuscany. The beautiful garden and park surrounding it make it a place of great peace and relax. It can be rented whole, with the large living room, eat-in kitchen, dining room and 4 double rooms with en suite bathrooms, or individual rooms, with use of the kitchen upstairs next to the rooms (Room the Cedar, Suite, of the Flowers, Deco).

Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5.0 out of 5 average rating, 189 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

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