
Apartment vacation rentals in Roccastrada
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Top-rated apartment rentals in Roccastrada
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Cortona’s Rooftop Nest
The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.
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Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
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Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.
LocationValueLong stay

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.
FamilyValueLong stay

Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
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Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.
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Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
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Casa Tórta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
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Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
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"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
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Panoramic Country Suite Montalcino
Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored surrounded by beautiful garden-park, 2 km from Montalcino with amazing views on Tuscan hills. We offer a beautifully furnished apartment with independent entrance and all facilities.
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Terrace with a view of Siena
Next to the Basilica of San Domenico, a few steps from the Duomo and Piazza del Campo, in this splendid and elegant penthouse you can enjoy the splendid view and the convenience of walking to all the major points of interest in the city in just a few minutes.
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Popular amenities for Roccastrada apartment rentals
Weekly apartment rentals

Tuscany on the terrace, downtown Montepulciano
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Claudia's House in Piazza del Campo
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I Tramonti di Eramo, Montepulciano centro.
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San Miniato - Panoramic terrace in the historic center
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Romantic Tower's dating 1200
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At Paola's in Chianti
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Classic two-room apartment
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Costa delle Capanne
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Private apartment rentals

Incredible Views & Pool in the Tuscan Hills
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Domus Olea BnB
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Lorenzo Charme in Chianti
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Herons Superior Apartment - Splendid view!
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L'Olivo: Apartment for 2 - Window on the Maremma
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Elegant historic Palazzo, views of Tuscan valley
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Pool Escape Just Outside Siena
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Live Like a Local & Private Concierge Service
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Apartment rentals with a hot tub

Villa'Colombaiolo di Marciano', 28
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Apartment Veronica - Tuscany Charme
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CASA MARTELLUCCI
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Domus Nannini - L'Arco di Matteotti Spa
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Podere Belsogno
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Il Frantoio (Hot Tub + Pool)
LocationQuietHiking

Vicolo Porte 21/23, Massa Marittima, Hot Tub
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divo little boutique home
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Destinations to explore
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Del Chianti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia Di Barbarossa
- Mount Amiata
- Avignonesi Winery Fattoria Le Capezzine
- CavallinoMatto
- Antinori nel Chianti Classico
- Vulci
- Siena Cathedral
- Val di Chiana
- Palazzo Pubblico
- Quercetano
- Terme San Filippo





