
Holiday houses in San Gusmè
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Top-rated holiday rentals in San Gusmè
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La Casaccia Guelfi
Our apartment is in the farm La Casaccia, where we grow grapes and olives, near the middle age village of San Gusmè. The apartments we rent are located within the nineteenth-century manor house recently renovated. Here we offer you CASA ADAMO. It is an apartment located on the second floor of the villa, it has a private entrance and it is about 100 square meters big. Casa Adamo consists in two double bedrooms, two spacious bathrooms with shower and window, a living room extremely impressive thanks to the amazing view that you can enjoy from its 3 windows; the living room has a fireplace. The kitchen is separate and fully equipped with fridge, freezer, dishwasher, oven and kitchen. The apartment has satellite TV, free Wi Fi. The furnishings are antiques, the structure with exposed beams, exposed stone, Tuscany cotto floor. We do not offer food service but kitchens that guests have at their disposal are fully equipped.
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Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
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Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
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Villa di Geggiano – Guesthouse
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. 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 idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
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Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
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At Vasco's house - Chianti
Renovated apartment with fine finishes, located in the characteristic village of Villa a Sesta, in the Chianti Classico area. The accommodation is located on the ground floor and is about 100 square meters. The entrance is independent. It consists of a large open space living room with kitchenette (equipped kitchen, with dishwasher and microwave), a study, two double bedrooms and two large bathrooms with shower. In the study, there is a double sofa bed. Fireplace and wine cellar available.
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange 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.
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The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
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Casa Nataly Chianti - Jeky Stay
Typical Tuscan apartment in the heart of Chianti, part of Jeky's Stay. Ideal for bike rides, visits to towns such as Siena, Pienza, San Gimignano, Montalcino, and Florence, and for getting to the Rapolano spas. There is the possibility of tastings in local wineries or on site with a sommelier, as well as cooking classes. Private outdoor area, garden with a view, and a children's playground nearby. There are 3 restaurants and a wine bar just a short walk away.
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At Paola's in Chianti
My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).
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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.
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Casa Guardiavigna | Chianti Hills Vineyard Retreat
The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.
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Popular amenities for San Gusmè holiday rentals
Other great holiday rentals in San Gusmè

Colle ai Lecci: Design Apartment in Tuscany
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La Loggia. House with pool and stunning view
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Tuscany jem: The Chianti Farmer's House
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AnticaVista, Luxury Apartment with Tower Views
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Cipressini 1 - Swimming pool and stunning view
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Luxury Penthouse with a View of Piazza del Campo
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Breathtaking Views in Our Chianti Country House
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CASA MARIA
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Mount Amiata
- Medici Chapel
- Stadio Artemio Franchi
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine





