Vacation rentals in San Benedetto in Alpe

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.

Value · Location · TV

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

Family · Location · Quiet

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.

Family · Location · Air conditioning

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.

Family · Location · Comfort

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.

Family · Value · Check-in

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.

Family · Location · Indoor spaces

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.

Value · Location · Decor

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.

Value · Location · Sleep quality

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.

Value · Family · Sleep quality

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.

Location · Family · Nearby

La Clombera 1 Luminous Historic Apt & Pool

The apartment is part of a cozy country house located on the border between Romagna and Tuscany. The house is surrounded for three-quarters by about nine thousand square meters of land and it’s spread on four stories. On the second one two apartments are located and have been recently renovated. Both the apartments are fully furnished in order to provide our guests with a great comfort!

Family · Location · Bathroom

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.

Family · Location · Getting around