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Vacation Rentals in Montemassi, Italy and nearby

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    All 48 Rentals in the Montemassi Area
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    From
    $112
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Montemassi
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (1) Make Inquiry
    From
    $177
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $195
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $219
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    1 / 7
    4 of 5 stars (1) Very good
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Sacrestia is a romantic ground floor apartment which opens onto a wide grassy terrace overlooking the estate's olive groves. The large sitting room, with its open stone fireplace, is separated by a wide arch from the dining area and a table for four. Just off the dining room is a kitchen from which... View all property information
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    From
    $180
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    1 / 9
    5 of 5 stars (1) Excellent
    Montemassi
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Romito is the name of the Saint that lived at Caminino in the 16th. C. This lovely top floor apartment on the Pieve di Caminino estate has a dining/sitting room with an open fireplace, a twin bedroom and a small double bedroom which share a shower room, and a furnished terrace facing the woods.... View all property information
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    5 of 5 stars Reviewed June 9, 2013
    Wir, Ehepaar mit 16jähriger Tochter, waren 1 Woche im Caminino. Auf der Suche nach ein paar Tagen Ruhe, Ausspannen, Lesen, Faulenzen, ist unsere Wahl auf diese Anlage gefallen...
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    From
    $216
    / Night
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    1 / 5
    4.5 of 5 stars (2) Very good
    Montemassi
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Belvedere is aptly named for from the furnished terrace with its 360-degree view and the large living room window of this first floor apartment there are panoramic views of wide green valley leading to the sea. On clear days you may even see the coast and Giglio island. From the entrance there are... View all property information
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    From
    $165
    / Night
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    1 / 9
    3 of 5 stars (1) Average
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    On three levels, this pretty little cottage has an entrance / living room with a fireplace, a small sitting-room study, a dining-room with french windows to a balcony, a small kitchen (no oven), a bathroom and a delightful, air-conditioned attic double bedroom with a breakfast area. Florence is... View all property information
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    From
    $183
    / Night
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    1 / 10
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The open space of this large comfortable 1st floor loft for 2 has been cleverly divided into charming living areas. There is a large living room area with 2 sofas, a piano, a standing fireplace and a small corner kitchen. At the further end of the room is a double bed, a table for four and a... View all property information
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    From
    $174
    / Night
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    1 / 8
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa della Guardia is a charming apartment, reached by a short stone staircase; it has kitchen/living room with dishwasher and fireplace, double bedroom with balcony view, bathroom with bathtub and shower, and private furnished gazebo in the front garden. Florence is only 90 mins. drive through... View all property information
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    From
    $132
    / Night
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    1 / 5
    Montemassi
    Studio / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    San Genziano is a junior suite ideal for comfortable short stays. Entrance is through the charming private furnished patio into the main room which has a sofa set to enjoy the view and a double bed with lovely wardrobe, an sweet cast iron stove. Also in the suite are basic cooking facilities for... View all property information
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    From
    $150
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    1 / 7
    Montemassi
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    On the mezzanine level of this charming apartment for 2 there is the kitchen / living room with fireplace. A room divider separates the double bed from the rest of the room. There is a shower room, and a romantic small furnished terrace. Florence is only 90 mins. drive through superb country. As... View all property information
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    The following rentals are within 5 miles of Montemassi, Province of Grosseto, Tuscany.

    From
    $195
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    Roccastrada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    5 of 5 stars Reviewed July 31, 2014
    The friendly owners, the hospitality, the possibility of horseback riding, not to forget the delicious breakfast. The comfortable apartment, the entire estate and the beautiful...
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    $195
    / Night
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    1 / 18
    Roccastrada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    From
    $95
    / Night
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    1 / 18
    Roccatederighi
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $67
    / Night
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    1 / 18
    Roccastrada
    8 Bedrooms / 21 Bathrooms / Sleeps 30
    Overview Make Inquiry
    From
    $56
    / Night
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    1 / 23
    Roccastrada
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    From
    $67
    / Night
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    1 / 6
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    From
    $84
    / Night
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    1 / 16
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    From
    $112
    / Night
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    1 / 9
    Roccastrada
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    From
    $28
    / Night
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    1 / 17
    Roccastrada
    3 Bedrooms / 4 Bathrooms / Sleeps 7
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    From
    $112
    / Night
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    1 / 10
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 4
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    From
    $151
    / Night
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    1 / 19
    5 of 5 stars (1) Excellent
    Roccastrada
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Ocean Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Dell' Artista ,situated in the medieval perched village of Roccatederighi in the heart of Tuscany, is 45 minutes drive from Siena. The house, which has its own small turret & secluded garden offers spectacular views over the Maremma Plain and to the sea beyond. This view can be enjoyed from... View all property information
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    5 of 5 stars Reviewed May 7, 2014
    An excellent holiday casa, facilities were very good, friendly locals, and some good restaurants,would recommend car hire to travel to places. An excellent stay.
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    From
    $56
    / Night
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    1 / 21
    Sticciano Scalo
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    From
    $112
    / Night
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    1 / 14
    5 of 5 stars (1) Excellent
    Sassofortino
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Lisa is only 10 minutes walk from the Tuscan village of Sassofortino famous for its chestnut forests and castle. Set in the hills above the plains of the Maremma with lovely views towards the sea and island of Elba. A recently restored Italian farmhouse set in its own vineyard of Sangiovese... View all property information
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    5 of 5 stars Reviewed October 25, 2014
    I discovered this house some years ago on a website and was immediately attracted by the combination of traditional (re-)construction and modern comfort. Since then I stayed at...
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    From
    $1,110
    / Week
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    1 / 49
    5 of 5 stars (3) Excellent
    Roccatederighi
    4 Bedrooms / 2 Bathrooms / Sleeps 11
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to 'Guarda Mare', the fully renovated (2011) typical 185 m2 natural stone house with a spectacular pool view (8m x 4m x 1.4m) above the entire level of Maremma on Monte Agententario and the island of Giglio. 9 people and 2 small children find space in 4 bedrooms and 2 bathrooms. Ideal... View all property information
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    5 of 5 stars Reviewed June 3, 2014
    Wir kommen nun im dritten Jahr hier in die Region in der Toskana und ich dachte unsere vorherige Unterkunft (Monte Pozzali) wäre schon super, aber das hier übertrifft alles. Die...
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    From
    $56
    / Night
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    1 / 12
    Roccastrada
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Do you want to discover and experience the real Tuscany? Perfect! You are in the right place: Roccastrada is the typical village in the heart of Maremma, where you can enjoy its flavors, landscapes, its rhythms and in autonomy. From here you can visit: Cities and towns: Siena (55km), Montemassi... View all property information
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    From
    $45
    / Night
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    1 / 20
    Roccatederighi
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Welcome to 'Il Belvedere' where we would be delighted to accommodate you during your holidays. We offer you a top floor flat in an old, spacious and charming house that in the past was the main hotel of the area. The flat offers a great panoramic view on the Maremma's landscape up to the sea and... View all property information
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    From
    $112
    / Night
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    1 / 20
    Sassofortino
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Southern Tuscany – the coast from Follonica to Punta Ala, Castiglione to Monte Argentario, Grosseto, Albinia is called Maremma -. Wide sandy beaches, pine trees in the hinterland. Many famous Tuscan wines grow here. High up in the hills about 800m o.v. Sea is the strip called Alta Maremma - here... View all property information
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    From
    $78
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    Roccastrada
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Inquiry
    5 of 5 stars Reviewed July 13, 2014
    Bellissimo agriturismo, perfetto e curato in ogni dettaglio: grande prato con piscina, tavolini sotto le piante, appartamenti curati e puliti, arredati in stile campagnolo...
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    From
    $893
    / Week
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    1 / 12
    Roccastrada
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    From
    $56
    / Night
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    1 / 20
    Roccastrada
    3 Bedrooms / 4 Bathrooms / Sleeps 7
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    From
    $555
    / Week
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    1 / 10
    Roccastrada
    1 Bedroom / 2 Bathrooms / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Southern Tuscany – the coast from Follonica to Punta Ala, Castiglione to Monte Argentario, Grosseto, Albinia is called Maremma -. Wide sandy beaches, pine trees in the hinterland. Many famous Tuscan wines grow here. High up in the hills about 800m o.v. Sea is the strip called Alta Maremma - here... View all property information
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    From
    $227
    / Night
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    1 / 17
    Roccatederighi
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    Casa San Guiso is a Tuscan farmhouse that has been converted into two individual and stylish villas. One on the garden level and one at first floor level - each with their own front doors. Both are fully equipped and superior quality properties, situated on a quiet hillside some 10 km by road to... View all property information
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    From
    $8,040
    / Week
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    1 / 20
    Ribolla
    6 Bedrooms / 12 Bathrooms / Sleeps 15
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    From
    $50
    / Night
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    1 / 17
    Sassofortino
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    From
    $983
    / Week
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    1 / 20
    Sassofortino
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    From
    $78
    / Night
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    1 / 15
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Newly renovated apartment in an old (XVIII-XIX c.) stone country house nestled in the Tuscan countryside. The apartment (45 m2) on the first floor has 1 bedroom, a bathroom, a living room with a sofa bed and a kitchenette. It's fully equipped and can provide accommodation for 4-5 people. From its... View all property information
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    From
    $89
    / Night
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    1 / 4
    Roccastrada
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    From
    $84
    / Night
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    1 / 56
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    2-room semi-detached house 50 m2, on the ground floor, rustic furnishings: 1 double bedroom with 1 double bed and shower/bidet/WC. Open kitchen (3 hot plates, mini-oven) with dining table, open-hearth fireplace. Heating available only from 01.11. to 15.04.. Garden. Terrace furniture, barbecue,... View all property information
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    From
    $67
    / Night
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    1 / 7
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 4
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    From
    $174
    / Night
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    1 / 46
    Roccastrada
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    5-room house 120 m2, on the ground floor, rustic and tasteful furnishings: large living/dining room with open-hearth fireplace. Exit to the terrace. Lounge with 1 double sofabed and satellite TV (flat screen), DVD. 1 double bedroom with shower/bidet/WC. 1 double bedroom. 1 room with 1 x 1 bunk... View all property information
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    From
    $57
    / Night
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    1 / 63
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    2-room house 55 m2 on 2 levels, on the ground floor. Rustic and cosy furnishings: kitchen-/living room (4 hot plates, oven, dishwasher, microwave, electric coffee machine) with dining table, open-hearth fireplace, dining table, satellite TV and DVD. Exit to the terrace. Shower/bidet/WC. Electric... View all property information
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    From
    $140
    / Night
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    1 / 73
    Roccastrada
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room house 60 m2 on 2 levels, on the ground floor, rustic furnishings: living room with 1 sofabed, dining table and satellite TV (flat screen), DVD. Exit to the garden. 1 double bedroom with panoramic window with 1 double bed (140 cm). Open kitchen (4 hot plates, oven) with dining table.... View all property information
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    From
    $56
    / Night
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    1 / 4
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $306
    / Night
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    1 / 21
    Roccatederighi
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This charming house, the tower of the XII century fortress of nearby Roccatederighi, has been restored with the same exquisite artistry as the houses at Pieve di Caminino. Furnished with antiques, it offers very special accommodation in an historic setting. Cars are parked 200 metres away from the... View all property information
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    From
    $1,712
    / Week
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    1 / 14
    Roccastrada
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Casa Federica is located in the countryside of the Maremma area near Grosseto, only 5 minutes from the village of Roccastrada, in southern Tuscany, an area that reaches out from the province of Siena to the sea. The house has been divided into two apartments, one downstairs (ground floor) and one... View all property information
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    1 / 11
    4 of 5 stars (1) Very good
    Roccastrada
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    4 of 5 stars Reviewed August 24, 2014
    abbiamo trovato una casa pulita , accogliente e dotata di tutto.Il paese offre esercizi commerciali, bar e ristoranti gestiti da persone qualificate e simpatiche. Ottimo posto per...
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    1 / 23
    Roccatederighi
    1 Bedroom / 2 Bathrooms / Sleeps 4
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