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Vacation Rentals near Castiglion del Bosco

Localita Castiglion del Bosco, 53024, Montalcino, Italy
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    Travelers to Montalcino are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 99 Rentals in Montalcino
    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    4.6 miles from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Cozy Collection of Villas in Tuscany1 / 30
    (53)Excellent
    4.0 miles from Castiglion del Bosco
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
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    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 45
    (1)Excellent
    4.7 miles from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Fornello di Sopra, luxury villa with private pool1 / 57
    (4)Excellent
    4.3 miles 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 Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2018
    We went there with my family and another family of friends last July. We all loved the place! It is super comfortable amazingly so for two families with 4 children aged between...
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    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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    3.6 miles 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.5 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Terrace
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a winery in the estate this property is the perfect place for anyone who loves wine and nature. Country house 'Montalcino sunset', surrounded by vineyards. 3 km from the centre of Montalcino, in a sunny, elevated position, in the countryside. For shared use: terraced garden (fenced), swimming...
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    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.5 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • Parking
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a winery in the estate this property is the perfect place for anyone who loves wine and nature. Country house 'Montalcino sunset', surrounded by vineyards. 3 km from the centre of Montalcino, in a sunny, elevated position, in the countryside. For shared use: terraced garden (fenced), swimming...
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    Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.5 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a winery in the estate this property is the perfect place for anyone who loves wine and nature. Country house 'Montalcino sunset', surrounded by vineyards. 3 km from the centre of Montalcino, in a sunny, elevated position, in the countryside. For shared use: terraced garden (fenced), swimming...
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    Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tuscany country apartment for 41 / 20
    (3)Very good
    4.8 miles 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 Yard
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 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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    4.0 miles 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.0 miles 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.9 miles 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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    Affittacamere Caliani1 / 15
    (1)Very good
    4.7 miles from Castiglion del Bosco
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
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    Buonconvento, Province of Siena
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    4.9 miles 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fagianaia Luxury farmhouse at Borgo Castelrotto - 6 to 10 Guest1 / 32
    (1)Excellent
    2.7 miles from Castiglion del Bosco
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Fagianaia has 3 double bedrooms, 3 shower bathrooms, a large living room with a large sit-in fireplace and extra large kitchen with a table for family dining. The Fienile Cottage nearby offers 2 more Bedrooms and 2 more shower bathroom. It has also a private outside area downstairs at the farfen...
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    Buonconvento, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4.9 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels. Available for a fee, if desired:heating (when needed) EUR 75.00/week. Refundable security deposit paid cash upon arrival: EUR 200. Casa Prospero A is a pleasant and spacious apartment...
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    Casal di Pari, Civitella Paganico
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.7 miles from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Housekeeping Included
    • Central Heating
    • Porch
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Buonconvento, Province of Siena
    Private Room - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    4.0 miles from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Private Yard
    • Housekeeping Included
    • Parking
    • Terrace
    • Patio
    • Wi-Fi
    Suitability
    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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    Beautifully restored farmhouse in Pari, Tuscany, f1 / 24
    (1)Excellent
    4.1 miles from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4.0 miles 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
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    Casanova luxury farmhouse in the Borgo Castelrotto - 6 to 16 Guests1 / 23
    (7)Excellent
    3.1 miles from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 6 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 2 weeks ago
    We enjoyed the upscale rustic atmosphere of the farmhouse. It was well equipped and perfect for 3 couples. Some of us also participated in the wine harvest, a one of a kind...
    Reviewed September 29, 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...
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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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    B&B in centro storico Montalcino Val D'Orcia1 / 6
    (1)Excellent
    3.8 miles 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 August 21, 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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    4.9 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
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    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 B is a welcoming apartment surrounded by...
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    Casal di Pari, Civitella Paganico
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3.0 miles from Castiglion del Bosco
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
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    • Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    2.7 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Shared Yard
    • Parking
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Casale di Pari, Civitella Paganico
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.9 miles from Castiglion del Bosco
    6 Bedrooms, 8 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Terrace
    • Cable/satellite TV
    • Internet Access
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    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (Minimum of one week rental required) Included in the rental price: Electricity, gas, water, final cleaning, Wi-Fi, baby cot and highchair, weekly linen change Available upon request at additional charge: Chef service, cooking class, extra maid service, extra linen change, mountain bike rental...
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    Buonconvento, Province of Siena
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 13
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    4.0 miles 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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    2.8 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Parking
    • Balcony
    • Grill
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Casale di Pari, Civitella Paganico
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Romantica camera con piscina1 / 14
    (1)Excellent
    4.9 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed July 17, 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3.4 miles from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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
    Rental Home - 22 Bedrooms, 22 Bathrooms, Sleeps 44
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    2.9 miles from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Private Yard
    • Wi-Fi
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    • Air Conditioning
    • Balcony
    • Washer
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    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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    Villa Spuntone1 / 22
    (2)Excellent
    3.9 miles from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 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 June 24, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Poggio Rubino, la casa di Idolina1 / 21
    (1)Very good
    4.0 miles 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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    2.8 miles from Castiglion del Bosco
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Yard
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Casale di Pari, Civitella Paganico
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4.1 miles from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Murlo, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Di Montesoli1 / 32
    (1)Excellent
    3.7 miles from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Grill
    • Washer
    • Sauna
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    • Hot Tub
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 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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    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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    Buonconvento, Province of Siena
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    4.9 miles from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • DVD Player
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    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
    Rental Home - 22 Bedrooms, 22 Bathrooms, Sleeps 44
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    4.3 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic detached house with swimming pool, situated among the Tuscan rolling hills, near the villages of Buonconvento and Montalcino, in the province of Siena. Surrounded by a private garden with outdoor patio and dining table, it can accommodate up to 4+2 people, has 2 double bedrooms and 2...
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    Murlo, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.4 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.9 miles from Castiglion del Bosco
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: VILLAthis property - SIENA The villa (300sqm) is a newly restored independent villa accessed via a country road leading to a small Agriturismo with restaurant (1km). Ground floor: living room with fireplace; dining room and door to garden; modern kitchen with oven, cooker,...
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    Buonconvento, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3.6 miles 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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    Buonconvento, Province of Siena
    Rental Home - 7 Bedrooms, 10 Bathrooms, Sleeps 14
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    Villa Di Montesoli1 / 27
    (3)Excellent
    3.7 miles from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We stayed in Villa Di Montesoli to celebrate an 80th birthday. We were a family of 16 adults and had the most amazing time being together in this beautiful villa. It was...
    Reviewed September 13, 2016
    We stayed here with a total of 16 adults for a week. I have rented about 6 villas in this part of Tuscany in the past 10 years, and this one was by far the best. It is very...
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    About this property
    The original building was a typical Tuscan farm, and today it is a luxury holiday home in Tuscany. Besides the rooms in the typical Tuscan villa and the guesthouse, Villa Montesoli also offers luxury indoors and outdoors facilities: sophisticated architecture, completely restored in 2013, that...
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    Buonconvento, Province of Siena
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    4.4 miles 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 Yard
    • 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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    Location Information
    Tavernelle, Montalcino
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3.3 miles from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the...
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    Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Borgo Castelrotto - Luxury farnahouse for 16 guests - Perfect Tuscan holiday1 / 39
    (2)Excellent
    3.2 miles from Castiglion del Bosco
    10 Bedrooms, 8 Bathrooms, Sleeps 16 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 2 weeks ago
    the location is amazing, nestled in the midst of olive groves and grape vines. The pool is beautiful and plenty of quiet spaces to relax. Eating outside was fabulous, the pool...
    Reviewed September 29, 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
    Rental Home - 10 Bedrooms, 8 Bathrooms, Sleeps 16
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    3.6 miles from Castiglion del Bosco
    6 Bedrooms, 10 Bathrooms, Sleeps 12 Quick View
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    • Sauna
    • Grill
    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    • Housekeeping Included
    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
    Rental Home - 6 Bedrooms, 10 Bathrooms, Sleeps 12
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    4.4 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our agriturismo offers its guests wellness and tranquility on the spacious sunning patio around the swimming pool in the park that surrounds the old convent. The Antica Grancia di Quercecchio agriturismo is the ideal place to spend your Tuscan holiday in peace and quiet among olive groves and...
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    Location Information
    Tavernelle, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    4.9 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 13 Apr 2018 22:00:00 \r\nPool will be close on: 05 Oct 2018 22:00:00 \r\nThis characteristic detached house is located amidst the Crete Senesi, 6 Km from Buonconvento and 13 Km from Montalcino, on top of one of the area’s typical gentle hills that offer...
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    Location Information
    Buonconvento, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.8 miles from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Grill
    • Parking
    • Central Heating
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    1.6 miles from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated within the UNESCO-listed Val d’Orcia Natural Park, Villa Oddi is one of the 10 Villas of Rosewood Castiglion del Bosco. . It is a recently and lovingly renovated property that features all of the traditional elements of villa design - terra cotta floors, tile walls, and high ceilings...
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    Location Information
    Montalcino, Province of Siena
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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