
Vacation rentals in San Giovanni Valdarno
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Top-rated vacation rentals in San Giovanni Valdarno
Guests agree: these stays are highly rated for location, cleanliness, and more.

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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San Giovanni Guest House
Your family will be close to everything when you stay at this centrally-located place. Located in San Giovanni Valdarno, its strong point is its location: just 35 km from Arezzo, 45 km from Florence, 50 km from Siena, it is a very convenient base for enjoying the Tuscan wonders and wandering around the villages of Chianti Classico such as Greve in Chianti, Montefioralle, Montepulciano, San Gimignano, Val d'Orcia. A wonderful window on the Chianti hills! Great for families, groups of friends or couples.
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Casa del Borgo: 80sqm Apartment 30' from Florence
Welcome to Casa del Borgo, a charming retreat in the historic center of San Giovanni Valdarno. Just a 2-minute walk from the station, it is the perfect base for visiting Florence, Arezzo and Siena. Ideal for families and long stays, the apartment combines Tuscan style and modern comforts: fast Wi-Fi, AC, 2 Smart TVs and a full kitchen with a dishwasher. You will find a spacious master bedroom and a modern bathroom with a large shower and washing machine. Comfort and authenticity for your Dolce Vita!
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"Casa ViVe" hospitality in the heart of Tuscany
Casa ViVe is located a short walk from the historic center of San Giovanni Valdarno, the birthplace of Masaccio, a town rich in history, culture and charm. The apartment, completely renovated in 2024, is perfect for those looking for a comfortable stay in a strategic location, ideal for discovering the cities of Florence, Arezzo and Siena and for exploring the beauties of Chianti and the Tuscan Apennines, among picturesque villages, vineyards and authentic flavors.
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Ground Zero
Enjoy a stylish vacation in this apartment in the heart of Tuscany. Conveniently located between Siena, Florence and Arezzo, it is the ideal starting point to explore the region in all its beauty. The city has a train station that allows you to reach Florence and Arezzo in less than an hour. In addition to its rich historical heritage, it offers numerous medieval sites that can be visited for free, perfect for immersing yourself in the atmosphere of the past.
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Apartment|Between Florence and Arezzo | Piano
Gorgeous 130 sq m apartment with a large, bright open space in the pedestrianized historic center of San Giovanni Valdarno, ideal for families and couples. Two bedrooms, a modern bathroom, a fully equipped kitchen, and an upright piano. The perfect base for exploring Florence (30 min by train), Arezzo, the Chianti villages, and The Mall outlet. Train station 5 minutes away. Ideal for romantic weekends, cultural excursions, and food and wine tours in 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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FREM House between Chianti Arezzo and Florence
Bright apartment on the ground floor with garden and independent entrance is located in a quiet and quiet area of the city. It is a few minutes walk from the historic center, the train station and all the comforts. The apartment is very spacious and well furnished internally, it also has a nice outdoor space with exclusive loggia and equipped to spend pleasant breakfasts and alfresco lunches in front of the private garden.
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Romantic Casa Sole Depàndance-Private garden&pool
Casa Sole is just a 5 minute walk from the centre of San Giovanni Valdarno and the railway station. The house, which is an annex to the main house, is completely detached from the main house and has its own privacy with a 7x4 metre swimming pool and a large garden, which is exclusively for your use when you are here. A patio with an original Tibetan bed, sofa and table will make your days here more enjoyable and relaxing
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MamiHouse
Charming rustic-style apartment with single entrance located on the first floor, eat-in kitchen, bathroom with shower, a double bedroom with wardrobe, large living room with sofa bed and a beautiful terrace with table and chairs. A short walk from the historic center of San Giovanni Valdarno and close to major Tuscan tourist attractions such as Florence, Chianti, Arezzo and Siena.
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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 San Giovanni Valdarno vacation rentals
Other great vacation rentals in San Giovanni Valdarno

[Beatrice's Dream] Luxury & Design Penthouse 5*
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Private Country House with swimming pool -Chianti
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3 Bedrooms • 8 Guests • Parking 3 Cars
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romignano wine farm
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Buzz House Vacation Apartment
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Villa Piandarca - Tuscany - WIFI - private pool
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Loft Tabaccaia 13
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Villa Rosa in Chianti with Pool and Jacuzzi
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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





