
Vacation rentals in Cerreto Guidi
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Top-rated vacation rentals in Cerreto Guidi
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Tuscany Country House Villa Claudia
Experience the charm of our Country House: a prestigious ancient Tuscan farmhouse, finely restored, with breathtaking views of the village of Canneto (785 AD). Surrounded by the greenery of San Miniato and equipped with every modern luxury, the villa is an exclusive retreat to regenerate. Choose between total relaxation in the Jacuzzi in the garden, excellent food and wine tours, or visits to the nearby Tuscan cities of art. An unforgettable sensory experience between history and nature. Book your dream in Tuscany!
4.94 out of 5 average rating, 134 reviews
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.
5.0 out of 5 average rating, 352 reviews
Apartment - Fattoria del Turricchio
80 m² second-floor apartment in the Fattoria del Turricchio, nestled in the hills. The rustic Tuscan-style accommodation consists of a living room with dining area, satellite TV and single sofa bed, two air-conditioned rooms, equipped kitchen and bathroom with shower, toilet and bidet. The property offers ample outdoor spaces and gardens with sun loungers, tables, and barbecue. Wi-Fi, parking, and panic views included. Heating upon request (extra). An escape in the green, not far from the Tuscan treasures.
4.83 out of 5 average rating, 211 reviews
Live Tuscany with Casa Clara
🌾 Want to experience Tuscany? Casa Clara welcomes you to Cerreto Guidi, in the heart of a region rich in history, art, and tradition. 🏛 Just a short walk away is the Villa Medicea (UNESCO World Heritage), and nearby is Vinci, the birthplace of Leonardo da Vinci. 📍 Thanks to its strategic location, the house is an ideal base to visit Florence, Pisa, and Lucca 🏡 The spacious and bright accommodation offers comfort and tranquility Suitable for couples, families, small groups, and business stays
4.89 out of 5 average rating, 218 reviews
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
4.88 out of 5 average rating, 342 reviewsLe Maggioline Your Tuscany country house
Nestled among serene olive groves, this charming, fully renovated Italian home combines rustic elegance with modern amenities, making it the perfect retreat. The house features four en-suite bedrooms with stunning panoramic views, a spacious terrace with a covered veranda for al fresco dining, a BBQ, and a newly updated saltwater pool (2023), open mid-April to October. Guests rave about evenings at the long table, savoring local wines while watching breathtaking sunsets. A true Tuscan escape!
4.98 out of 5 average rating, 142 reviews
Church of the Vaioni
An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.
4.98 out of 5 average rating, 87 reviews
Leonardo's Cottage
Experience the magic of the Tuscan countryside just a stone's throw from Vinci, Leonardo's hometown. Surrounded by greenery and the sounds of nature, our cozy two-room apartment is a carefully renovated old barn. Here you will find peace, authenticity and comfort: a true oasis for those seeking relaxation, silence and beauty. Perfect for couples, smart workers, or curious travelers, it is the ideal starting point to explore Florence, Pisa, and the Chianti hills. Get inspired by Leonardo
4.94 out of 5 average rating, 100 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
4.98 out of 5 average rating, 127 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
5.0 out of 5 average rating, 233 reviews
Villa la Moresca: Your Tuscan Dream Panorama
A historic residence built by Pietro Grocco, renowned physician and pioneer of Montecatini’s thermal therapies, the villa once welcomed his close friend, Maestro Giuseppe Verdi. Captivated by the light, the colors, and the beauty of the land, Verdi famously declared: “Here are the most splendid panoramas I have ever seen”. This enchanting 800-square-meter villa offers sweeping views over the valley below and invites guests into a world of quiet luxury and Tuscan elegance.
5.0 out of 5 average rating, 14 reviews
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.
4.98 out of 5 average rating, 107 reviewsPopular amenities for Cerreto Guidi vacation rentals
Other great vacation rentals in Cerreto Guidi

OttoPini Beautiful villa, Montecatini Terme
5.0 out of 5 average rating, 23 reviews
Pistoia Hill, charming stone farmhouse
4.94 out of 5 average rating, 50 reviews
Villa Lina, Luxury Farmhouse with Pool and Amazing
4.94 out of 5 average rating, 32 reviews
Villa delle Ortensie
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Redolina House in the Hills with pool 6/8p.
5.0 out of 5 average rating, 27 reviews
Farmhouse near Florence and Pisa
4.83 out of 5 average rating, 23 reviews
Aureva Tuscany, modern villa with private pool
5.0 out of 5 average rating, 4 reviews
Il Palagio
5.0 out of 5 average rating, 38 reviewsDestinations 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
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco dell'Orecchiella
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden





