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Certaldo Villas

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    Travellers to Certaldo are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    41 Matching Rentals in CertaldoView all 229 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Casa Vacanze Poggio ai Venti1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Private Garden
    • Air Conditioning
    • Porch
    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La casa vacanze 'Poggio ai Venti' dispone di due ampi monolocali di circa 40 mq. ciascuno, con ingresso indipendente, finemente arredati in stile toscano e dotati di ogni confort e comodità. Gli appartamenti (Girasole e Papavero), dispongono di una zona pranzo composta da una graziosa ma funzionale...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Belsole1 / 48
    (1)Very good
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
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    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2017
    Our family, 9 couples, celebrated my mother's birthday here. Absolutely wonderful stay. Negatives - needs outdoor umbrellas. Larger garbage bins when hiring to bigger groups
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    About this property
    Large and exclusive, classic Tuscan-style villa on three floors over a total of 630 sq.m., sleeping 18 in 9 double bedrooms and 9 bathrooms. The villa is on a hill enjoying a wonderful view and has a large garden with the same view, air conditioning, wi-fi Internet connection and private swimming...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    9 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • DVD Player
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-design mirrors, chandeliers and...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 19
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    6 Bedrooms, 10 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Tuscan countryside, Castello di Renai is a magnificent property just 30' away from Florence. Surrounded by a beautiful garden with a private pool (10 x 5 m), set on its own terrace, it can be reached from a flight of open stairs from the entrance courtyard, with an adjacent enclosed...
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    50051, Certaldo, Province of Florence
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 12
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    Studio, 12 Bathrooms, Sleeps 24 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Ideal for a large group, this villa and its remarkable outbuildings boast nine beautifully renovated and authentic Tuscan apartments. Ideal for couples or multiple families traveling together, each apartment has its own outdoor area while the estate offers a private pool and outdoor seating and...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 12 Bathrooms, Sleeps 24
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside The restored country estate 'L'Azalea' is in a panoramic position surrounded by its own vineyards and olive groves. Beautiful country house 'this property', renovated, surrounded by vineyards. 6 km from the centre of San Gimignano, in a quiet, sunny position on top of a...
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    53037, Certaldo, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside The country estate this property with 16 ha of vineyards, olive groves and fields is located in a quiet position 2 km away from the medieval castle complex Certaldo Alto cosy farmhouse 'this property', renovated, surrounded by meadows, fields and vineyards. 3 km from...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you require superior accommodation with an unmistakable touch of class, this fully refurbished, early 19th century, two-storey villa will not disappoint you. It is furnished with valuable antiques dating back to the 1700’s, complemented by elegant, Venetian-design mirrors, chandeliers and...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : This historic villa is a typical country house located in the countryside around Florence in the Chianti area and once belonged to the Pucci family. Completely renovated in 2000, it measures 600 square metres across three storeys. The property is on two...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: Outside Country house 'this propertyhouse', semi-detached. 5 km from the centre of Certaldo, 5 km from the centre of Barberino Val d'Elsa, 15 km from the centre of San Gimignano, in an elevated position on top of a hill, in the countryside. Private: garden 400 m2, swimming pool...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    VILLA AVANELLA  tuscany holiday with swimming pool1 / 72
    (2)Excellent
    9 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    • Housekeeping Included
    • Patio
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    What a magnificent experience Francesca provided for our large group at Villa Avanella!! We were 26 family and friends who travelled from all corners of the world (Australia, NZ...
    Reviewed 11 September 2016
    We've just arrived home from Villa Avanella after the most amazing week visiting Tuscany. We hired out the bottom apartment which was ideal for our family which includes 3...
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    About this property
    All'interno di una tenuta di 200 ha. di boschi, campi, vigneti e oliveti si trova l'antico complesso di Villa Avanella, comprendente la tradizionale villa signorile di campagna composta da due grandi appartamenti, il caratteristico Fienile e, a circa 100 mt ci sono altri n. 4 appartamenti. Tutto il...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 24
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside In a delightful hillside position, this property stands on the edge of a 10_hectare estate producing wine, oil and honey close to Certaldo (6km), the birthplace of the poet Boccaccio. The fine standstone house was completely renovated, skilfully preserving original...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Studio, 9 Bathrooms, Sleeps 18 Quick View
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    • Central Heating
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Tuscany villa near Certaldo is ideal for a large group traveling together. Each of the nine double bedrooms has its own ensuite facilities, providing everyone staying at this Tuscany vacation rental with privacy and personal space when they need it. Otherwise, it's likely that everyone will be...
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    Location Information
    Certaldo, Province of Florence
    Holiday Rental House - 9 Bathrooms, Sleeps 18
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    7 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: “this property” is an ancient Tuscan villa on the Chianti hills, surrounded by vineyards and olive trees, enjoying a wonderful view of the typical countryside. This accommodation is part of a small group of houses with a bell tower and small church. Restoration works have kept...
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    50028, Marcialla, Certaldo
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 13
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Brief description Type of property: property composed of main house and outbuilding Number of persons: 6 Floor space: 135 m² Room/s: 4 Bedroom/s: 3 Pool (available): private use Boat (not available): Pet (available): Pet allowed Sauna (not available): Next...
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    53037, Certaldo, Province of Florence
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Parking
    • Terrace
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Large and exclusive, classic Tuscan-style villa on three floors over a total of 630 sq.m., sleeping 18 in 9 double bedrooms and 9 bathrooms. The villa is on a hill enjoying a wonderful view and has a large garden with the same view, air conditioning, wi-fi Internet connection...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    7 Bedrooms, 8 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: chateau is a lovely villa situated in the Chianti area between the provinces of Florence and Siena. The location, in the heart of Tuscany, is rich in history with many Renaissance cities and towns nearby, including Florence, Siena, San Gimignano, and Volterra. Many activities...
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    50028, Marcialla, Certaldo
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 13
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : The country estate Il Vallone with 16 ha of vineyards, olive groves and fields is located in a quiet position 2 km away from the medieval castle complex Certaldo Alto cosy farmhouse 'Il Vallone', renovated, surrounded by meadows, fields and vineyards. 3 km...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Terrace
    • Grill
    • Central Heating
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : The restored country estate 'L'Azalea' is in a panoramic position surrounded by its own vineyards and olive groves. Beautiful country house 'L´Azalea', renovated, surrounded by vineyards. 6 km from the centre of San Gimignano, in a quiet, sunny position on...
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    53037, Certaldo, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Washer
    • Central Heating
    • Balcony
    • Grill
    • Patio
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    9 Bedrooms, 12 Bathrooms, Sleeps 15 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Patio
    • Wi-Fi
    • Secure Parking
    • Outdoor Dining Area
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beatiful 19th century Villa origianlly was a monastery. For five generations it has belonged to the Cascino family who restored it and started to host events like weddings, painting, theatre, tango courses and cooking classes. MINIMUM RESERVE FOR 8 PERSONS The luxuriant garden surrounding...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 12 Bathrooms, Sleeps 15
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Washer
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    Pet friendly
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    Smoking allowed
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa il Sole is a villa in Tuscany with swimming pool, located in one of the hills that characterize the landscape, a few steps from Certaldo, an ancient town located halfway between Siena and Florence, suitable to spend holidays in Tuscany for groups. Beautiful and unique, it is perfect for give...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Nine Bedroom Independent Villa Chianti Villathis property is a splendid 19th Century independent villa with private swimming pool, surrounded by gardens. The villa is in a perfect position enjoying fabulous unspoilt views of the unique rolling countryside of the famous Chianti...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Patio
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo. The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Welcoming independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside...
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    50052, Marcialla, Certaldo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Welcoming independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside...
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    50052, Marcialla, Certaldo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa has been recently restored and provides...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Patio
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Mountain Views
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Terrace
    • Balcony
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in Certaldo, in the centre of Tuscany, a beautiful region of vineyards, olive groves and medieval towns. This is the place where you will find a true taste of Tuscany in an authentic XIVth century setting. The villa has six private rooms with can all be rented individually for 60...
    View all property information
    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo. The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa has been recently restored and provides...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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