
Holiday houses in San Benedetto in Alpe
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Top-rated holiday rentals in San Benedetto in Alpe
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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.

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

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.

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.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option 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 unique sunsets.

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.

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.

Villa Podere Cerretino
Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.

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.

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.

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.

Rural Tuscany | Independent farmhouse with tennis
Podere Capitignano is a charming estate in the Tuscan hills, offering scenic views over the Mugello Valley. Surrounded by olive groves and vineyards, it’s a peaceful escape just a short drive from Florence. The property includes a swimming pool, tennis court, and 8 restored farmhouses that provide comfortable accommodations and authentic Tuscan character.
Popular amenities for San Benedetto in Alpe holiday rentals
Other great holiday rentals in San Benedetto in Alpe

Apartment in Villa with park and private spa

Villa-Benini swimming pool tennis nature countryside

Podere Bocci residence in Casentino - Entire Villa

Palazzo Vecchio

Barn

Beautiful hilltop farmhouse with swimming pool

Villa Carla – Florence View, Tennis & Hot Tub

Casa Bada - Barn
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Bologna Center Town
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Bologna Fiere
- Stazione Santa Maria Novella
- Mugello Circuit
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Stadio Renato Dall'Ara
- Piazza della Repubblica
- Piazza Maggiore
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Palacongressi Della Riviera Di Rimini





