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Certaldo Luxury Holiday Homes

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    AU$1,557 Average
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    Travellers to Certaldo are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    28 Matching Rentals in CertaldoView all 193 rentals
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    13 Bedrooms, 12 Bathrooms, Sleeps 26 Quick View
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    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Porch
    • Shared Garden
    • Outdoor Dining Area
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at 30 metres distance from a beautiful 19th tipycal Tuscan Villa Bacìo, this nice farm house surrounded by olive groves has been restored in the authentic Tuscan style. Downstairs there is a large living room with characteristic fire place used in the past by the old farmers, a sofa bed and...
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    50052, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    Castello di S. Maria Novella1 / 6
    (2)Excellent
    19 Bedrooms, 19 Bathrooms, Sleeps 40 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2015
    We just got home from visiting Castello di S. Maria Novella with a group of 18. We had never visited before but the couple who organized the trip has been there 3 previous...
    Reviewed 13 June 2014
    What an unforgettable experience. From our arrival at the castle to our departure our experience was unbelievable. The people at the castle (Fernando, Martha and the chef...
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    50052, Certaldo, Province of Florence
    Holiday Rental House - 19 Bedrooms, 19 Bathrooms, Sleeps 40
    9 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Patio
    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 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Grill
    • Mountain Views
    • DVD Player
    • Housekeeping Included
    • Balcony
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Luisa is a large estate in the heart of Chianti, surrounded buy wineries olive groves, the property is over 69 hectares of lands and offers to its guest amazing views of the Tuscan countryside, on one side is also possible to view the enchanting town of San Gimignano with its characteristics...
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    50050, Certaldo, Province of Florence
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 13 Bathrooms, Sleeps 18 Quick View
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    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50021, Marcialla, Certaldo
    Private Room - 7 Bedrooms, 13 Bathrooms, Sleeps 18
    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 19 October 2018
    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
    3 Bedrooms, 12 Bathrooms, Sleeps 30 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 26+4 people (13 bedrooms and 12 bathrooms): VILLA DELLA TORRE is the perfect location for group holiday: For large groups up to 30 people (26 people + 4 additional beds) all the apartments of the estate will be available. Guests will enjoy exclusive use of the grounds and the pool....
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    50052, Marcialla, Certaldo
    Condo/Apartment - 3 Bedrooms, 12 Bathrooms, Sleeps 30
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    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedrooms (4 doubles and 1 twin) and 5 bathrooms: Ground floor: 1 entrance 1 dining room 1 eat-in kitchen downstairs with access to the garden and outdoor dining area 1 air-conditioned double bedroom (reached by 3 steps) with en suite bathroom (shower) 1 external bathroom under the loggia (shower)...
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    50052, Marcialla, Certaldo
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally the residence of a noble Tuscan family, the villas interiors are spacious and beautifully furnished with antiques and family heirlooms. On the ground floor there are two large living rooms with fireplaces, comfortable settees and armchairs, a sumptuous dining room with fireplace and...
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    50051, Certaldo, Province of Florence
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Shared Garden
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely restored farm house with woodbeamed ceilings and tiled floors is situated in the garden of Villa Bacìo the main building. Although Casa Azalea shares the same big garden with other guests, the beautiful Azaleas give the opportunity for creating one's own secluded corner. The apartment is...
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    50052, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Terrace
    • Washer
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Pucci, originally the abode of the noble Florentine family, has been recently restored to its former splendour and is now a lovely private villa. It is surrounded by ancient cypress trees, olive groves and vineyards and below the house is a large swimming pool (18m x 4m) which enjoys a...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Studio, 12 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 12 Bathrooms, Sleeps 24
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • 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...
    View all property information
    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Studio, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • 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
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • 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
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • 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
    9 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Terrace
    • Shared Garden
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The prestigious period house surrounded by a garden with beautiful trees sits on top of a hill on a splendid scenic site. From there you can admire groups of cypress trees, vineyards, olive groves, wheat and sunflower fields, woodlands and, in the distance, even San Gimignano's towers. Downstairs...
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    Location Information
    50052, Certaldo, Province of Florence
    Condo/Apartment - 9 Bedrooms, 6 Bathrooms, Sleeps 18
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Grill
    • Porch
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This apartment with woodbeamed ceilings and terracotta floors is nicely furnished. It includes a living room with kitchen corner, 2 double bedrooms, 1 bathroom with shower. It comes with a baking oven under the outside porch. The apartment has independent heating. The swimming pool (16m x 6.50m)...
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    Location Information
    50052, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    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
    • Parking
    • 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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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Central Heating
    • Patio
    • Outdoor Dining Area
    • Shared Garden
    • Terrace
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely restored farm house with woodbeamed ceilings and tiled floors is situated in the garden of a beautiful 19th s century Tuscan Villa the main building. Although Casa Azalea shares the same big garden with other guests, the beautiful Azaleas give the opportunity for creating one's own...
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    Location Information
    52100, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    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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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 9 Bedrooms, 12 Bathrooms, Sleeps 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This nice farm house surrounded by olive groves has been restored in the authentic Tuscan style. Downstairs there is a large living room with characteristic fire place used in the past by the old farmers, a sofa bed and a dining-room corner. From the kitchen there is access to a paved garden. It...
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    Location Information
    50052, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Patio
    • Central Heating
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is a complex of 350 square meters built in the 18th century , surrounded by the hills of Tuscany, which offers a breathtaking view that can be enjoyed from each side of the villa, free on four sides. The villa, renovated in January 2014 (Tuscan style), combines a love for the old Tuscan...
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    Location Information
    55052, Certaldo, Province of Florence
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Garden
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Patio
    • Balcony
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very close to The Cascinale, sharing the same big garden of the beautiful 19th century Villa Bacìo, this apartment with woodbeamed ceilings and terracotta floors is nicely furnished. It includes a living room with kitchen corner, 2 double bedrooms, 1 bathroom with shower. It comes with a baking...
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    Location Information
    50052, Certaldo, Province of Florence
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    6 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Garden
    • Pool
    • Air Conditioning
    • Grill
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. This beautiful, spacious, traditional Italian vacation villa is set in a wonderfully quiet position halfway between Florence and Siena in the heart of the Chianti district. It is...
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    Location Information
    50052, Certaldo, Province of Florence
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 9
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