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Holiday Rentals near Castiglion del Bosco

Localita Castiglion del Bosco, 53024, Montalcino, Italy
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    Travellers to Montalcino are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 99 Rentals in Montalcino
    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    7.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Cozy Collection of Villas in Tuscany1 / 30
    (52)Excellent
    6.4 kilometres from Castiglion del Bosco
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
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    Fienile farmhouse in the  Borgo Castelrotto1 / 21
    (3)Excellent
    4.2 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    6.3 kilometres from Castiglion del Bosco
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality furniture and design. From the 30...
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    Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany country apartment for 41 / 20
    (2)Excellent
    7.7 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2015
    La Ripolina is set in a beautiful location with easy access to the local town of Buonconvento and surrounding areas of Montalcino and Montepulciano.Laura and her family could...
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    Buonconvento, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5.8 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa, located in Buonconvento, is ideal for 8 vacationers. It offers 4 bedrooms, a pool access, a furnished garden and a terrace. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take advantage...
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    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casanova farmhouse in the Borgo Castelrotto1 / 25
    (6)Excellent
    5.0 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2017
    This is a wonderful place, very private in the Tuscan countryside with fantastic views. We spent three nights here while attending our daughter's wedding nearby, and we loved...
    Reviewed 29 March 2017
    We all loved this Tuscan farmhouse and its proximity to the medieval towns such as Pienza, Siena and Montalcino makes all the difference. Yet, if you want to come back and spend...
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    About this property
    Are your looking for an ideal vacation spot to relax and enjoy the magnificently unspoilt Tuscan countryside in the Orcia valley while relaxing with a good book by the pool? Or do you prefer making cultural excursions to any of the numerous surrounding hill towns? well,, the Borgo Castelrotto at...
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    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fornello di Sopra, luxury villa with private pool1 / 57
    (3)Excellent
    7.0 kilometres from Castiglion del Bosco
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set within its own olive grove and surrounded by Brunello vineyards, our villa enjoys one of the best locations in Montalcino, with stunning views of the Val d'Orcia valley (UNESCO World Heritage Site) and within walking distance of the village. Fornello di Sopra is a an ancient stonehouse...
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    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Villa Spuntone1 / 22
    (2)Excellent
    6.3 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We’ve been to Tuscany before so looked long and hard to find a villa in Tuscany with a pool and in walking distance of a pretty town and Villa Spuntone exceeded our...
    Reviewed 24 June 2018
    The pictures of Villa Sputone are very accurate and we were most pleased with our one week stay (albeit time passed too quickly)! Sputone is everything you image when thinking...
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    About this property
    Beautiful stone-built villa rental accommodation (230 m2) situated approx. 500 m from the historical centre of Montalcino, ideal starting point for excursions to the spa resorts at Bagno Vignoni, the Orcia valley, Monte Amiata, the Maremma, Siena and the nearby wine producing estates for the...
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    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; linens; towels; electricity. Available for a fee, if desired:heating (when needed) EUR 50.00/week. Refundable security deposit paid cash upon arrival: EUR 150. Casa Prospero C is a welcoming two-story apartment surrounded...
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    Casal di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 90
    (1)Excellent
    7.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2016
    A lovely comfortable well cared for villa set in a glorious location with a great pool. We went as a family (all adults) and really enjoyed the place. Stunning views of the area...
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    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5.5 kilometres from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo Finocchieto, in Buoncovento, Tuscany, part of *****************, Tuscany Villas & Italy Villa Rentals An entire village in the province of Siena has become an ideal holiday destination for large groups of friends who want to experience something truly historic. Borgo Finocchieto is located on...
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    Buonconvento, Province of Siena
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
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    Fagianaia farmhouse at Borgo Castelrotto1 / 24
    (1)Excellent
    4.2 kilometres from Castiglion del Bosco
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Secure Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If your looking for an ideal vacation spot to relax and enjoy the magnificently unspoilt Tuscan countryside while relaxing with a good book by the pool, or if your prefer making cultural excursions to any of the numerous surrounding hilltowns, Castelnuovo Tancredi is the place for families with...
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    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    6.5 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    7.1 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Santilaria farmhouse is situated on the top of a small hill in the middle of a large farm in the Crete Senesi. The landscape surrounding the property is characterized by the gentle rolling hills that alternate between farmed fields and small wood groves. Absolute peace and quiet and in the...
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    Buonconvento, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was...
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    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6.2 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    • Cable/satellite TV
    • Washer
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor: 1 living kitchen with French windows onto front of house and the garden with pergola 1 family room with TV, comfortable sofas, table for games 1 double bedroom with en suite bathroom (bathtub) First floor: Loggia 1 large living room with fireplace 1 double bedroom with en suite...
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    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6.5 kilometres from Castiglion del Bosco
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Wi-Fi
    • Grill
    • Balcony
    • Washer
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This enchanting Tuscan villa enjoys a secluded setting near the town of Buonconvento, within easy reach of Montalcino and Siena. With lush gardens, olive groves, and panoramic views of the Sienese hills, the villa's estate invites you to savor the timeless pleasures of rustic Tuscany, while its...
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    Murlo, Province of Siena
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    Beautifully restored farmhouse in Pari, Tuscany, f1 / 24
    (1)Excellent
    6.7 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    • Grill
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    • Private Outdoor Pool (Unheated)
    • Washer
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Petriolo is a farmhouse carefully restored with great attention for the details and maintaining as much as possible the original characteristics of the building with tuscan cotto floors and wooden beamed ceilings. It is located on the hills on the border between Grosseto and Siena nestled in...
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    Pari, Civitella Paganico
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    6.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Casale Montebendico is a gracious, recently restored property. The property is located on the border of Val d’Orcia, area renown for the “Crete Cenesi” and the “Maremma”, a land which extends from the splendid countryside to the Tyrrhenian sea. Situated only a few kilometres...
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    Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    B&B in centro storico Montalcino Val D'Orcia1 / 6
    (1)Excellent
    6.2 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2016
    The room is so clean with self service breakfast that Gigliola and her husband provided. They r so kind,recommended the best restaurant and places to visit.
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    About this property
    Per chi ama trascorrere il proprio tempo libero o le vacanze a Montalcino e godersi lo stupendo paesaggio della Val D'orcia, il Bed and Breakfat Il Sogno del Musicista è il luogo ideale dove fermarsi. Il b&b ha tre ampie camere,con bagno privato, tv e connessione wi fi gratuita. Si trova nel...
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    Montalcino, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    7.7 kilometres from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    • Housekeeping Included
    • Central Heating
    • Porch
    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Buonconvento, Province of Siena
    Private Room - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    5.3 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Typical farmhouse, 250 sq. m. with 4 double bedrooms, two of which include a double sofa bed, and 4 bathrooms, holding up to 10 persons. The property has a large garden with private swimming pool, and outdoor area perfect for meals, air conditioning, Wi-Fi and satellite TV. The property is ideal...
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    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palazzina Cesira is a beautiful 13th Century residence with a refined and tranquil ambience. An elegant home, located in the historic center of Montalcino. It is a place where you will experience the style and atmosphere of times gone by. Palazzina Cesira offers an inviting and relaxed environment....
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    Montalcino, Province of Siena
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Parking
    • Balcony
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Casale di Pari, Civitella Paganico
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Affittacamere Caliani1 / 15
    (1)Very good
    7.6 kilometres from Castiglion del Bosco
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Buonconvento, Province of Siena
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    4.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pari, Civitella Paganico
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    6.1 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7.9 kilometres from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa Arbia is a typical Tuscan hamlet (called “Borgo”), perched on top of a hill, near the village of Buonconvento, in the province of Siena. The Borgo - originally a farming village passed between wealthy Tuscan families for centuries – comprises 5 beautiful houses,...
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    Buonconvento, Province of Siena
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
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    4.9 kilometres from Castiglion del Bosco
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Balcony
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    Pet friendly
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    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa Di Montesoli1 / 32
    (1)Excellent
    6.0 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 17 August 2014
    Just spent a week there with 18 friends, it was amazing! The farm manager pietro and his team really looked after us and the place is huge, is well maintained and has amazing...
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    Make a romantic Tuscan getaway at Villa Di Montesoli. Though the spacious nine-bedroom property offers accommodations in both a main villa and guest house, its interiors feel traditional and intimate, and amenities like a spa area, jetted tub and billiards room are hotel-worthy perks. If you can...
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    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    6.6 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Murlo, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    La Giocosa1 / 50
    (1)Excellent
    6.2 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor: Entrance hall Large open-plan living room with original Tuscan terracotta tiled floors, oak beams, ceramic stove, splendid views; an arch leads to a second living area Dining area with a table for 10 Fully equipped kitchen The laundry room with washing machine Study room with Internet...
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    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Romantica camera con piscina1 / 14
    (1)Excellent
    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    We stayed at this wonderful property for a week, relaxing and enjoying the beautiful scenery! It is an amazing place, one of the best places for disconnecting from everyday life...
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    Buonconvento, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.7 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Poggio Rubino, la casa di Idolina1 / 21
    (1)Very good
    6.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Montalcino, Province of Siena
    Private Room - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    7.1 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Set in the heart of the Val d'Orcia, where the hill of Montalcino turns to the south-west facing the magnificent nature of the Maremma, is this splendid modern residence overlooking the valley, with a breathtaking view that stretches as far as the eye can see to the peaks of...
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    Tavernelle, Montalcino
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.3 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Shared Garden
    • Parking
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Casale di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 46
    (34)Very good
    6.3 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2014
    Outstanding location and home. It was great having a pool (even though it was above ground, fabric, four feet deep and had a manual cover you had to put back every time you...
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    About this property
    This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at...
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    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    6.1 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Washer
    • Central Heating
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:This property is a welcoming two-story apartment surrounded by the greenery. It sleeps five people. From this property you will have a pleasant view of the Tuscan hills and of the surrounding countryside. this property is 60 square meters (645 square feet). It features a shared...
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    Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6.7 kilometres from Castiglion del Bosco
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Private Garden
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montosoli is a sixteenth-century villa built on a design by famous Sienese architect Baldassare Peruzzi and is located near the town of Montalcino, in the countryside, among olive groves and vineyards. The place is steeped in history and art, architecture and even already present owners are...
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    Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5.9 kilometres from Castiglion del Bosco
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa accommodation for rent with 9...
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    Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    Borgo Castelrotto at Castelnuovo Tancredi Wine Estate-your perfect holiday1 / 21
    (1)Excellent
    5.1 kilometres from Castiglion del Bosco
    10 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2017
    This is a wonderful place, a very private compound in Tuscany consisting of three houses with room for 16 people and fantastic views over the surrounding countryside. We spent...
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    About this property
    Wonderful and exclusively yours-a restored and private hamlet, called a borgo in italian, immersed in the countryside of the Orcia Valley and dating back to the last century. Three spacious farmhouses that have been recently restored and lovingly maintained so that you can savour the real flavour...
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    Buonconvento, Province of Siena
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 18
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    5.9 kilometres from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it was has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa rented in various ways depending on the...
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    Buonconvento, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6.1 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Grill
    • Parking
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    5.9 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa accommodation for rent with 9...
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    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    4.5 kilometres from Castiglion del Bosco
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Casale di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:This property is a graceful apartment surrounded by the greenery. It sleeps four people. From this property you will have a view of the swimming pool and of the garden and of the surrounding countryside. this property is 100 square meters (1076 square feet). It features a shared...
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    Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5.8 kilometres from Castiglion del Bosco
    7 Bedrooms, 10 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Washer
    • Housekeeping Included
    • Grill
    • Sauna
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a romantic Tuscan getaway at Villa Di Montesoli. Though the spacious nine-bedroom property offers accommodations in both a main villa and guest house, its interiors feel traditional and intimate, and amenities like a spa area, jetted tub and billiards room are hotel-worthy perks. If you can...
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    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 7 Bedrooms, 10 Bathrooms, Sleeps 14
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