Vacation rentals in Monteloro

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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.

Beautiful apartment with a view in the historic center

"LA MANTELLATE DWELLING" It is a very large and well-kept apartment, very quiet, in a Florentine style, finely renovated and furnished. It is located in the historic center on the third floor (with an elevator) of a large historic building from the late 1800s. It has large spaces (200 square meters) and is very bright. Close to transportation services and the cathedral. 5 bedrooms, 4 bathrooms, full kitchen, large living room and a beautiful rooftop terrace, air conditioning; Hosts offer a wide range of amenities

Casa Laura

Characteristic newly renovated accommodation located in a rural complex in the typical Tuscan hills, surrounded by the vineyards of the Antinori winery, and located a few kilometers from Florence and Fiesole. 7 km away, you can find all the services and the train station to get to Florence in 15 min. Located in the countryside but well connected to the road network, possible excursions on foot and by bicycle. Also a convenient starting point for visits to the beautiful areas of Mugello and Val di Sieve

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

Large group house + breackfast + parking Florence

A historic Florentine home, recently renovated, ideal for families and groups. Located in a quiet, green residential neighborhood just outside the historic center,it overlooks the large riverside park, with the Florentine hills in background. Its convenient location near the historic center, ample parking, and the many traditional restaurants/pastry shops nearby will let you experience most authentic side of Florence ✓ Parking ✓ Breakfast ✓ Private en-suite rooms ✓ Air conditioning ✓ Fast Wi-Fi

Villa Carla – Florence View, Tennis & Hot Tub

Escape to a peaceful private Tuscan estate 20 minutes by car from Piazza del Duomo, in the heart of Florence. Villa Carla offers countryside tranquillity with panoramic views over the city. The property includes a main villa and a separate dependance, providing privacy and comfort for families and groups. Relax in the spa pool, play tennis, or dine under the gazebo as Florence lights up at sunset. A quiet retreat in nature, ideal for guests seeking privacy and space close to the city centre.

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.

Farmhouse on the hill of Florence

Detached stone house on two floors, large living room with kitchen, 2 sofas, 4 bedrooms, 4 bathrooms. One of the rooms located on the ground floor has independent access and an extra kitchenette. Large 5-hectare garden with meadows, woods, olive grove, pasture with horses. Spaces equipped for outdoor dining in the courtyard, on the panoramic terrace and next to the pool. We are located in the hills at an altitude of 400 m, 13 km from Florence and 9 km from Fiesole.

Tuscan Villa 15 min from Florence, Parking, Garden

Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.

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.

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.