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Vacation rentals in San Benedetto in Alpe

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Top-rated vacation rentals in San Benedetto in Alpe

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Top guest favorite
Home in Greve in Chianti

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.

4.99 out of 5 average rating, 113 reviews
Guest favorite
Townhouse in Scandicci

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

4.88 out of 5 average rating, 338 reviews
Top guest favorite
Villa in Bertinoro

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

4.98 out of 5 average rating, 82 reviews
Guest favorite
An outdoor terrace features a wooden roof supported by pillars, offering a view of lush green mountains and vibrant trees. A sun lounger is positioned on the stone flooring, which complements the natural setting. The clear blue sky enhances the tranquil atmosphere.
Barn in San Godenzo

Agriturismo La Castellina, Il fienile - San Godenzo

Welcome to the La Castellina agriturismo, a peaceful retreat in the hamlet of Castagno d'Andrea, in the municipality of San Godenzo. Located at the foot of the Foreste Casentinesi, Monte Falterona and Campigna National Park, Il Fienile combines comfort and tranquility. It offers 4 beds, a fully equipped kitchen and a large outdoor garden with pergola and furniture. Ideal for excursions, the main paths of the Upper Mugello and CAI trails start from here. Perfect for adventures or relaxation.

4.95 out of 5 average rating, 20 reviews
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

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 .

5.0 out of 5 average rating, 92 reviews
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

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.

4.99 out of 5 average rating, 226 reviews
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

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.

4.98 out of 5 average rating, 105 reviews
Top guest favorite
Farm stay in Greve in Chianti

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.

4.99 out of 5 average rating, 510 reviews
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

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.

4.96 out of 5 average rating, 138 reviews
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

"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.

4.99 out of 5 average rating, 317 reviews
Guest favorite
Apartment in Premilcuore

House on the screaming caves Ponte Nuovo Premilcuore

Apartment located above the Grotte Urlanti in the charming town of Giumella - Premilcuore, a place surrounded by nature in the Foreste Casentinesi Park. Fulling mill from the 1500s/1600s, renovated in 2025 Great starting point for trekking, info on-site A closed and secure place for your bicycles is available. A camping cot with high sides is available for young children. Parking is about 300 meters from the property.

4.93 out of 5 average rating, 15 reviews
Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

4.95 out of 5 average rating, 219 reviews

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