
Vacation rentals in Lago di San Cipriano
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Top-rated vacation rentals in Lago di San Cipriano
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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!
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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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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 incomparable sunsets.
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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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Villa La Poggerina, private pool and amazing view
Live the Tuscan dream at Villa La Poggerina, a stunning 350 sqm farmhouse with 500 sqm of outdoor space. Nestled between Greve in Chianti and Florence, this private villa offers panoramic views, a private pool, and modern amenities, blending Tuscan charm with comfort. Enjoy nearby restaurants and wineries, explore iconic destinations like Florence, Siena, and San Gimignano. With total privacy and breathtaking views, it’s the perfect retreat for an unforgettable Tuscan escape. Private parking.
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Beautiful villa in Chianti, panoramic garden
"BADIA A PASSIGNANO DWELLING" You will have a wonderful and restorative stay in the heart of the Chianti Classico area. You will stay in a fully restored old stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation was carried out with great care, taking into account every little aesthetic detail to allow you to experience the ancient Tuscan tradition mixed with comfortable modernity.
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3 Bedrooms • 8 Guests • Parking 3 Cars
Elegant and relaxing apartment with private parking for up to 3 cars 🚗 Located just 40 minutes from Florence, near the Chianti hills, perfect for families and groups of up to 8 guests. It features 3 spacious double bedrooms, fast Wi-Fi, air conditioning, Smart TVs, a fully equipped kitchen, and a private garden. Strategic location to explore Florence and all of Tuscany. ✨ Ideal for families, groups, and remote work, offering generous space and maximum comfort for a stress-free stay.
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Villa Rosa in Chianti with Pool and Jacuzzi
An elegant 3-storey villa in typical Tuscan style, the villa, located on the top of the hill, is completely enclosed and has a large panoramic garden. The loggia and pergola are equipped with a wood-burning oven and barbecue, furnished for lunches and dinners in company. ✔ Pet Friendly ✔ 5Km motorway, 5min railway station, 20Km Florence. ✔ 3 double rooms + depandance all equipped with smart TV and air conditioning ✔ Swimming pool, fireplace, oven and barbecue ✔ Finnish sauna ✔ Wifi
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Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure 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 The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the 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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Private Country House with swimming pool -Chianti
In the heart of Tuscany, at the gateway to Chianti Classico, Amoliv is a private retreat with 5 bedrooms, each featuring en-suite bathrooms and separate entrances. A professional kitchen and living room open onto a panoramic terrace with stunning views of Valdarno and Pratomagno. Surrounded by olive groves and woodlands, the property offers a private pool and BBQ area, ideal for families and groups seeking Tuscany's beauty.
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Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!
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Popular amenities for Lago di San Cipriano vacation rentals
Other great vacation rentals in Lago di San Cipriano

Cetinale Apartments
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Tuscany jem: The Chianti Farmer's House
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romignano wine farm
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Apartment Comfort | Quiet Escape in Tuscany
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XIII Century Tower with Private Panoramic Pool
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[Beatrice's Dream] Luxury & Design Penthouse 5*
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Villa Piandarca - Tuscany - WIFI - private pool
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Very cosy cottage with beautiful views
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Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Stadio Artemio Franchi
- Basilica of Santa Croce
- Medici Chapel





