
Vacation rentals in San Polo in Chianti
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Top-rated vacation rentals in San Polo in Chianti
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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.
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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
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FAETOLE typical Tuscan country house near FLORENCE
My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!
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Il Conventino Amazing 19th Cent. Tuscan Farmhouse
Amazing 19th cent. tuscan farmhouse in the Chianti Classico Area. Private house with a separate access and a living area with kitchen, dining table and one sofa bed. One tuscan style master bedroom with cozy atmosphere and a large wardrobe. Fully equipment kitchenette with fridge, stove and coffee machine. Private bathroom with shower. A cozy private terrace & garden with dining table and stone bbq are available. The large and quiet garden of the main villa surrounds the house.
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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.
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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.
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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.
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Bio-agritourism in the hills of Florence
Ready for an authentic rural Tuscan lifestyle experience? We are 40 min away from Florence (consider driving the last 3 km on a narrow beautiful winding countryside road ) . Here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the olive grove; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .
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Countryhouse 9 kms to Florence-3+2,free park, wine
We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)
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Agriturismo Podere Scaluccia Chianti, Florence
The farmhouse is located 15 minutes (8 km) from the center of Florence, a city rich in art and culture, and is surrounded by beautiful panoramic views of the hills, at the entrance to Chianti. The house is old: traditional materials such as stone, wood and terracotta are the main features. The outdoor garden is available to everyone! To learn more, search for Podere Scaluccia
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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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Tuscany .Countryhouse on the Florence's hills
Recently renovated house in 19th century Tuscan farmhouse surrounded by hills, vineyards and olive groves located in the Chianti area and 1 km from the village (Antella) and 20 minutes by car from Florence center. The property is equipped with cooling for the summer months, although the very thick stone walls ensure a pleasant temperature even in summer.
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Popular amenities for San Polo in Chianti vacation rentals
Other great vacation rentals in San Polo in Chianti

Country Rentals - La Canonica
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Podere Vergianoni nestled in Chianti with a pool
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Il Castello di Ferrano - Castle in Tuscany
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Il Fienile, Cottage in the country with Jacuzzi
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Villa with pool in the heart of Chianti | Florence
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Historic residence 30 minutes from Florence
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Beautiful villa in Chianti, panoramic garden
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Casa Spiano
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Autodromo Enzo e Dino Ferrari
- Porta Elisa





