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Vacation Rentals in Certaldo, Italy

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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Certaldo, Province of Florence
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Washer
    • Terrace
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    • x
    • Smoking allowed
    • x
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 22
    2 Bedrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • Terrace
    • Washer
    • Shared Garden
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
    Location Information
    Certaldo, Province of Florence
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    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Shared Garden
    • Grill
    • Terrace
    • Washer
    • Balcony
    • Shared Outdoor Pool...
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
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    Certaldo, Province of Florence
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Washer
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 31
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    50052, Certaldo, Province of Florence
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Washer
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    • Shared Outdoor Pool...
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    • Shared Garden
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Private Garden
    • Washer
    • Shared Outdoor Pool...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Shared Garden
    • Secure Parking
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa della Torre is a large, historic estate halfway between Florence and Siena (22 miles each), perched on a hilltop amidst a lush green countryside. This location is outstanding: From the garden you can enjoy stunning views of the gentle rolling hills, vineyards, olive trees leading to the... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
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    • Shared Outdoor Pool...
    • Grill
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The elegant farmstead Villa Olivo is located in the most coveted region of central Tuscany. Strategically positioned in the middle of the Golden Triangle - Florence, Siena and Pisa - it sits on top of a hill looking out onto the panoramic valley to south-west. Surrounded by vast groves of olive... View all property information
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    Certaldo, Province of Florence
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
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    Certaldo, Province of Florence
    1 / 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 15
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • ?
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    • ?
    About this property
    Collinella is a beautiful house located halfway between Florence and Siena, in the heart of the Chianti. The house is accessed from the main road connecting the villages of Fiano and Marcialla, and it has amazing views of the valley and the surrounding hills of the Val d`Elsa. This is one of the... View all property information
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    Certaldo, Province of Florence
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    1 / 37
    6 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • x
    About this property
    16% OFF on weekly rental stays. Contact us for an offer ! Tuscan villa for large family or group of friends. Ideal place to discover the?Chianti region and enjoy a great vacation and holiday in this part of? this beautiful countryside.Words can?t express the value and beauty of this Tuscan... View all property information
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    50002, Certaldo, Province of Florence
    1 / 22
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
    • Central Heating
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    • Pet-friendly
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    50052, Certaldo, Province of Florence
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Children's Pool
    • Central Heating
    • Outdoor Dining Area
    • Terrace
    • Balcony
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and cultural attractions. Florence (50... View all property information
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    50052, Certaldo, Province of Florence
    1 / 34
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • Shared Outdoor Pool...
    • Balcony
    • Mountain Views
    • Terrace
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Panoramic Villa in the Chianti between Florence and Siena with a pool sourrounded of olive grove . Ideal for a relaxing holiday and as starting point for visiting the Tuscan important cities. The bright and tastfully furnidhed 2 rooms apartment is at the first floor of the villa; with a large... View all property information
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    50052, Certaldo, Province of Florence
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
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    50052, Certaldo, Province of Florence
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
    • Terrace
    • Washer
    • Children's Pool
    • Central Heating
    • Private Garden
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and cultural attractions. Florence (50... View all property information
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    50052, Certaldo, Province of Florence
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Pet-friendly
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    50052, Certaldo, Province of Florence
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    50052, Certaldo, Province of Florence
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Shared Garden
    • Central Heating
    • Washer
    • Secure Parking
    • Wi-Fi
    • Children's Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The elegance of a Resort and the family atmosphere of a Holiday Farm. Nestled away in the splendid Tuscan countryside, surrounded by olive groves and vineyards, the La Canonica Holiday Farm is located in an ideal position for reaching Tuscany's major historic and cultural attractions. Florence (50... View all property information
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    50052, Certaldo, Province of Florence
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming country cottage was recently converted from a traditional Tuscan barn. It is surrounded by a garden set in 5 hectares of olive grove and has a sun terrace and private pool affording breathtaking views over the Elsa valley, with San Gimignano in the distance. The owners produce their... View all property information
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    50052, Certaldo, Province of Florence
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 51
    8 Bedrooms, Sleeps 16 | Quick View
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    • x
    • ?
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    About this property
    This property was constructed with a tasteful combination of contemporary and classic. Valuable pieces of art and a careful attention paid to each detail makes this house very unique. The main villa is divided into three levels: Ground Floor 1 Living Room offers a large fireplace and the library... View all property information
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    Certaldo, Province of Florence
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Surrounded by the breathtaking Tuscan countryside, this country house offers an unforgettable holiday in the heart of Tuscany, only 12 Km from San Gimignano, 35km from Volterra, 45 km from Florence and Siena. The amazing medieval town of Certaldo (Boccaccio’s hometown) is only 2,6 km away. It’s... View all property information
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    50050, Certaldo, Province of Florence
    1 / 88
    12 Bedrooms, 12 Bathrooms, Sleeps 24 | Quick View
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    • ?
    • ?
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    • ?
    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... View all property information
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    50052, Certaldo, Province of Florence
    1 / 18
    5 of 5 stars (3) Excellent
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
    • Smoking allowed
    • x
    About this property
    Albicocca is a luxury apartment on the first floor of a classic Tuscan manor house in an old park among vineyard and olive groves. Guests have at disposal spacious and bright rooms, furnished with antique Tuscan furniture, creating a romantic atmosphere. Building artistic restoration with high... View all property information
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    50052, Certaldo, Province of Florence
    1 / 95
    12 Bedrooms, 13 Bathrooms, Sleeps 28 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home—and more? This estate features four private villas for rent in Tuscany, two swimming pools, sprawling grounds and all the amenities indoors. How is this possible? One of the owners of this accommodation in Tuscany—with... View all property information
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    50052, Certaldo, Province of Florence
    1 / 31
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    La Certaldina Holiday Villa overlooking vineyards is on the top of a hill in the Chianti country side, with private gardens and a swimming - pool. The Villa is situated in the heart of Tuscany, the position is perfect for visiting the most important Tuscan cities like, Florence, Siena, Pisa,... View all property information
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    50052, Certaldo, Province of Florence
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Looking to explore the Chianti region of Tuscany with all the comforts of home and more? This newly refurbished accommodation (all on one level!) in a Tuscany villa has it all! The owner, who lives on the estate in the family villa, is American and she's furnished the villa in Tuscany to American... View all property information
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    Certaldo, Province of Florence
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    About this property
    Within the Chianti region of Tuscany, this beautifully restored farmhouse near the charming town of Certaldo has characteristic wood-beamed ceilings, a spacious garden and a private pool overlooking the surrounding hills. It is easy to explore nearby San Gimignano and Siena from this convenient... View all property information
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    Certaldo, Province of Florence
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    50052, Certaldo, Province of Florence
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool...
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Surrounded by the breathtaking Tuscan countryside, this country house offers an unforgettable holiday in the heart of Tuscany, only 12 Km from San Gimignano, 35km from Volterra, 45 km from Florence and Siena. The amazing medieval town of Certaldo (Boccaccio’s hometown) is only 2,6 km away. It’s... View all property information
    Location Information
    50050, Certaldo, Province of Florence
    1 / 58
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Central Heating
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 61
    1 Bedroom, Sleeps 4 | Quick View
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    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Parking
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Surrounded by the breathtaking Tuscan countryside, this country house offers an unforgettable holiday in the heart of Tuscany, only 12 Km from San Gimignano, 35km from Volterra, 45 km from Florence and Siena. The amazing medieval town of Certaldo (Boccaccio’s hometown) is only 2,6 km away. It’s... View all property information
    Location Information
    50050, Certaldo, Province of Florence
    1 / 12
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
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    Amenities & Details
    • Balcony
    • Grill
    • Parking
    • Satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    50052, Certaldo, Province of Florence
    1 / 60
    2 Bedrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 60
    5 of 5 stars (1) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 50
    6 Bedrooms, 10 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Parking
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 61
    4.5 of 5 stars (2) Very good
    2 Bedrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence
    1 / 56
    5 of 5 stars (1) Excellent
    2 Bedrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Casale Elsa is a perfect starting point to explore Tuscany: situated in the heart of Chianti, the major attractions of the region can easily be reached. It is only a 15 minutes' drive to the jewel of San Gimignano, and within an hour you can reach both Florence and Siena. Closer are some... View all property information
    Location Information
    Certaldo, Province of Florence