
Holiday rentals in Cerreto Guidi
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Top-rated holiday rentals in Cerreto Guidi
Guests agree: these stays are highly rated for location, cleanliness and more.

Tuscany Country House Villa Claudia
Experience the enchantment of our Country House: a prestigious, finely restored ancient Tuscan farmhouse 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 for regeneration. 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!
FamilyValueGetting around
4.94 out of 5 average rating, 134 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.
ValueLocationPets
4.83 out of 5 average rating, 212 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
FamilyValueParking
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
LocationFamilyGrill
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!
LocationFamilyCondition
4.98 out of 5 average rating, 142 reviews
San Miniato - Panoramic terrace in the historic center
Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.
LocationFamilyKitchen
4.99 out of 5 average rating, 175 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
LocationValueHeating
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
LocationFamilyKitchen
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.
ValueFamilyGrill
5.0 out of 5 average rating, 233 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.
ValueLocationBreakfast
4.98 out of 5 average rating, 107 reviews
[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.
ValueLocationCleanliness
5.0 out of 5 average rating, 158 reviews
Renaissance Residence In San Miniato with a view
Kick back and relax in this calm, stylish space. In the historic center of San Miniato First-floor apartment in an old 15th-century building. With a large balcony overlooking the valley. Large living room, kitchen, two bedrooms and two bathrooms. Breathtaking views. Quiet.
LocationFamilyLong stay
4.93 out of 5 average rating, 189 reviewsPopular amenities for Cerreto Guidi holiday rentals
Other great holiday rentals in Cerreto Guidi

Podere Vergianoni nestled in Chianti with a pool
LocationFamilyPets
5.0 out of 5 average rating, 352 reviews
Regina's Home
ValueLocationCleanliness
4.89 out of 5 average rating, 44 reviews
Church of the Vaioni
FamilyLocationGetting around
4.98 out of 5 average rating, 87 reviews
Il Palagio
LocationValuePool
5.0 out of 5 average rating, 38 reviews
OttoPini Beautiful villa, Montecatini Terme.
FamilyLocationKitchen
5.0 out of 5 average rating, 23 reviews
Cantina-The Olive Grove Tuscany
ValueLocationCheck-in
5.0 out of 5 average rating, 32 reviews
Peaceful and Relaxing Tuscan Retreat with Views
LocationValueKitchen
5.0 out of 5 average rating, 90 reviews
Redolina House in the Hills with pool 6/8p.
LocationFamilyParking
5.0 out of 5 average rating, 27 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





