Holiday houses in Tregole

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Top-rated holiday rentals in Tregole

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Guest favourite

Home in Panzano In Chianti

4.98 out of 5 average rating, 392 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Guest favourite

Holiday home in Poggibonsi

4.94 out of 5 average rating, 133 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Guest favourite

Condo in Noce

5 out of 5 average rating, 180 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to 1600 located in the beautiful hills of Chianti in Tuscany. The apartment is furnished in the perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and thoughtful and handcrafted furnishings that will make you enjoy a unique stay. In the large outdoor courtyard you will find at your disposal a large pool on a panoramic terrace with wonderful views of the hills and vineyards with unique sunsets.

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 118 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Guest favourite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 132 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favourite

Cottage in Monteriggioni

4.97 out of 5 average rating, 207 reviews

Monteriggioni Castello, holiday house in Tuscany

Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Guest favourite

Rental unit in Poggibonsi

4.99 out of 5 average rating, 219 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze is the ideal solution for those looking for peace and tranquility in the Chianti countryside. The apartment, halfway between Florence and Siena, is in a strategic position to quickly reach Florence, Siena, San Gimignano, Volterra, as well as the wonderful hills of Chianti. The apartment has large private parking, two bedrooms, equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Guest favourite

Rental unit in Castellina in Chianti

4.82 out of 5 average rating, 279 reviews

Relax Chianti. Apartment with pool and garden

Apartment nestled in the Chianti Classico hills, in the Borgo di Tregole, 5 km from Castellina in Chianti. Casa Cinzia is a private apartment inside a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature full of relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen is included in the price. Children are welcome

Guest favourite

Tower in Fiesole

4.94 out of 5 average rating, 179 reviews

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.

Guest favourite

Farm stay in Simignano

4.87 out of 5 average rating, 143 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to have an authentic experience in our farm “Casa al Gianni” located 20 min from Siena. Our brand is the simple life in close contact with nature and animals on our farm. Immersed in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 341 reviews

Old hayloft on the Chianti hills

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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favourite

Rental unit in Castellina in Chianti

4.89 out of 5 average rating, 108 reviews

Casa Tatini your house in Chianti

Casa Tatini is located in the heart of Chianti just 500 metres from Castellina in Chianti amidst the vines and nature, to relax in the countryside. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.