Vacation Rentals with Air Conditioning in San Leonino, Italy
Results 381 - 400 of 416
Casale Belvedere
Stunning independent vacation home with WIFI, A/C, TV, patio, pets allowed and panoramic view
Special Offer-
2
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1
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1
Description
Property Summary
Nestled within the enchanting estate of "Tenuta Pietreto" in Roccastrada, Italy, this exceptional holiday rental offers a truly immersive countryside experience. The detached farmhouse has been tastefully restored with great care and attention to detail, preserving its original architecture while providing all the comforts of a modern retreat. Surrounded by trees and open fields, the property enjoys a serene and peaceful atmosphere that makes it an ideal escape from the pace of everyday life. Situated on top of a hill, the house benefits from a wonderfully sunny position in the heart of the Tuscan countryside, just 1 kilometer from the center of Roccastrada. The estate of "Tenuta Pietreto" is composed of 4 houses in total, creating a harmonious and welcoming resort environment. A private, fenced garden of 70 square meters with a lush lawn surrounds the property, offering a tranquil outdoor retreat exclusively for your enjoyment. Parking is conveniently available on the premises, accessible via a 300-meter unmade road that leads to the property. Staying connected is effortless, as internet wifi is provided throughout your stay, allowing you to enjoy the beauty of the countryside without losing touch with the world.
Outdoors
The outdoor spaces at this beautifully restored farmhouse invite you to slow down and fully appreciate the natural surroundings. The private garden of 70 square meters is fully fenced and features a lush, well-maintained lawn that provides a safe and pleasant space for relaxation. Set atop a hill with open views over the Tuscan countryside, the exterior of the property is enveloped by trees and fields, creating a sense of seclusion and natural beauty. The surrounding landscape is rich with walking paths that depart directly from the house, offering wonderful opportunities to explore the countryside at your own pace and immerse yourself in the peaceful rural environment.
Other Information
This property is part of the "Tenuta Pietreto" estate, a thoughtfully managed farm that offers guests a range of unique and enriching experiences during their stay. You have the opportunity to purchase organic oil, spelt, and chestnuts produced directly on the farm, bringing an authentic taste of the local agricultural tradition to your table. For those seeking more active pursuits, the property offers archery as well as a variety of exciting excursions in the surrounding areas, making it equally suited to guests looking for adventure and those in search of complete relaxation. The bus stop is located just 200 meters from the property, providing a convenient public transport connection for those who wish to explore the wider region without a car.
Distances and Attractions
The location of this farmhouse places you within easy reach of a wide range of services, attractions, and natural destinations. The nearest shop and restaurant are just 1.5 kilometers away, ensuring that daily essentials and dining options are always close at hand. The sandy beach is approximately 40 kilometers from the property, making a day by the sea a perfectly achievable outing. The charming coastal resort of Punta Ala is also 40 kilometers away, offering a refined seaside experience. The historic city of Grosseto, with its impressive Medici walls and vibrant cultural scene, is 35 kilometers from the property, while the magnificent medieval city of Siena, a UNESCO World Heritage Site, is 50 kilometers away and well worth a visit during your stay. Casale Belvedere
Poggiolo
Pretty independent holiday rental with WIFI, A/C, TV, patio, pets allowed and panoramic view
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4
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2
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1
Description
Property Summary
Nestled in the heart of the Maremma countryside in Roccastrada, Italy, this charming independent country house offers a truly secluded and tranquil retreat for those seeking a peaceful escape. Set on a fenced property spanning 250 square metres, this detached holiday rental is surrounded by a well-maintained lawn adorned with flowers, creating a serene and welcoming atmosphere. The house is conveniently accessible by motor vehicle, with private parking available directly on site, ensuring a comfortable and stress-free arrival. Staying connected is effortless thanks to the available Wi-Fi internet access, whether you wish to keep in touch with family and friends or attend to remote work during your stay. Positioned just 1.5 km from the town of Roccastrada, this property combines the charm of rural living with easy access to everyday conveniences.
Outdoors
The outdoor spaces of this property are thoughtfully designed to encourage relaxation and enjoyment of the surrounding natural landscape. The fenced grounds feature a lush lawn with flowering plants that create a colourful and inviting setting throughout the warmer months. A private patio provides an ideal spot for outdoor dining or simply unwinding in the fresh Tuscan air, while an outdoor shower adds a practical and refreshing touch to the exterior amenities. The peaceful and secluded position of the property ensures that time spent outdoors is both restorative and private, with the gentle sounds of the countryside providing a perfect backdrop.
Other Information
This property is well suited to guests who appreciate a quiet and independent setting, as it is fully detached and positioned in a secluded area of the Maremma countryside. The house offers internet access via Wi-Fi, allowing guests to remain connected throughout their stay. The surrounding area is ideal for outdoor enthusiasts, with a variety of hiking and mountain biking trails easily accessible from the property. The nearest grocery store, supermarket, and restaurant are all located just 1.5 km away, making it straightforward to cater for daily needs or enjoy a meal out without travelling far.
Distances and Attractions
The property enjoys a privileged location within easy reach of some of the most celebrated destinations in the Maremma region of Tuscany. The town of Roccastrada is just 1.5 km away, offering essential services including grocery stores, a supermarket, and dining options. The sandy beach of "Follonica" is located approximately 40 km from the property, making it a viable destination for a day trip by the sea. An 18-hole golf course is also situated around 40 km away, catering to guests who enjoy the sport. Further afield, the renowned coastal destinations of Castiglione della Pescaia and Punta Ala are easily reachable, as is the historic city of Grosseto, all of which offer a rich variety of cultural, culinary, and leisure experiences to complement your stay in this beautiful corner of Italy. Poggiolo
Sottopoggetto
Amazing independent villa rental with A/C, TV, patio, pets allowed and panoramic view
Special Offer-
4
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1
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1
Description
Property Summary
Nestled among trees and open fields in the tranquil Tuscan countryside of Roccastrada, Italy, the charming rustic house "Sottopoggetto" offers a peaceful and authentic retreat for those seeking a genuine holiday rental experience. This cosy, detached property sits atop a hill, enjoying a quiet and elevated position that provides a true sense of seclusion and natural beauty. The surrounding landscape is lush and unspoiled, making it an ideal base for guests who appreciate rural tranquillity. The property benefits from a fully fenced private park, ensuring both privacy and security throughout your stay. A beautifully maintained garden invites you to unwind and relax in a serene outdoor setting. Covered parking is available directly on the premises, accessible via a 400-metre motor access road along an unmade track, offering convenience upon arrival and throughout your visit.
Outdoors
The outdoor spaces of "Sottopoggetto" are thoughtfully arranged to encourage relaxation and a deep connection with the surrounding natural environment. The fenced private park provides a generous and secure area where you can move freely and enjoy the open air in complete privacy. The beautiful garden is a welcoming space designed for rest and contemplation, framed by the gentle landscape of the Tuscan hills. A patio area extends the living space outdoors, furnished with garden furniture that makes it perfectly suited for outdoor dining, leisurely breakfasts, or simply enjoying the peaceful countryside atmosphere at any time of day.
Other Information
Inside the house, a washing machine is available for your convenience, ensuring practical comfort during longer stays. A car is strongly recommended in order to make the most of your time at "Sottopoggetto" and to access the surrounding area with ease, given the rural and elevated position of the property.
Distances and Attractions
The property is ideally positioned to explore a wide range of destinations and local services. The centre of Roccastrada is located 5 km away, while the charming village of Civitella Marittima can be reached within 7 km. Essential amenities including a shop, supermarket, restaurant, and bar are all situated approximately 5 km from the property, and the nearest bus stop is just 1.1 km away. Walking paths begin virtually at the doorstep of the house, starting just 10 metres away, offering immediate access to the natural surroundings. The sandy beach of "Follonica" is approximately 45 km from the property, making a day by the sea entirely achievable. Golf enthusiasts will appreciate the 18-hole golf course located 37 km away. Among the notable nearby attractions, the medieval village of Montemassi is 16 km distant, the city of Grosseto lies 35 km away, and the renowned coastal destinations of Castiglione della Pescaia and Punta Ala are reachable within 50 km. Sottopoggetto
Agave
Beautiful flat with WIFI, A/C, TV and balcony
Special Offer-
4
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1
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1
Description
Property Summary
Nestled in the heart of Civitella Marittima, a charming medieval village in the Maremma region of Tuscany, Italy, this recently renovated building offers an authentic and memorable vacation rental experience. The property has been thoughtfully divided into 2 cosy apartments, each decorated in a warm country style that reflects the character and heritage of the surrounding Tuscan landscape. Guests can stay connected throughout their visit thanks to internet Wi-Fi access available on site. Parking is available in the area, though spaces are limited and access to the property is via a narrow road, so guests are advised to plan accordingly.
Outdoors
The property is set within the scenic surroundings of a small medieval village, where the natural beauty of the Tuscan countryside provides a breathtaking backdrop. The elevated position of Civitella Marittima affords stunning views over the rolling hills and valleys of the Maremma region, creating an atmosphere of tranquillity and unspoiled charm. The outdoor setting invites guests to immerse themselves in the peaceful rural environment that defines this corner of Italy.
Other Information
Linen changes are available during your stay for an additional fee. The property comprises 2 independent apartments, both finished in a country-style decor that evokes warmth and comfort. The building has been recently renovated, ensuring a well-maintained and welcoming environment for all guests. The surrounding area benefits from little traffic, contributing to a quiet and relaxing atmosphere throughout your stay.
Distances and Attractions
The property enjoys a central position within Civitella Marittima, with a grocery store and a restaurant both within walking distance, making daily conveniences easily accessible. The town centre of Roccastrada is located just 12 km away, while the nearest railway station can be reached within 30 km. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths of "Petriolo", situated only 10 km from the property, offering a renowned and restorative experience. The sandy beaches of the Tuscan coast are approximately 50 km away, and the beautiful sea coast can be reached in just a 30-minute drive. For those who enjoy outdoor pursuits, a riding stable is located just 5 km away, and tennis facilities are available 10 km from the property. The entire region of Maremma is celebrated for its exceptional wine and olive oil production, providing guests with a rich cultural and gastronomic landscape to explore during their stay. Agave
Pereti
Pretty independent villa rental with A/C, WIFI, TV, patio and pets allowed
Special Offer-
8
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2
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2
Description
Property Summary
Nestled among trees and rolling meadows in the unspoiled Tuscan countryside of Italy, the rustic house "Pereti" offers a truly secluded and tranquil retreat perched on top of a hill. This charming holiday rental is located 4 km from the centre of Roccatederighi, providing guests with a peaceful and private escape surrounded by the natural beauty of the Maremma region. The property sits within the municipality of Roccastrada and invites you to experience the authentic character of rural Tuscany in a setting of complete serenity. A beautiful private garden envelops the house, offering a lush and verdant outdoor space where you can relax and enjoy the unspoiled landscape. Parking is available directly on the premises, ensuring convenience upon arrival. Please note that access to the property is via a 3 km long narrow motor road, and a car is strongly recommended for your stay. Wireless internet connectivity is available, allowing you to remain connected even in this wonderfully remote location.
Outdoors
The outdoor spaces at "Pereti" are defined by the natural environment that surrounds the property on all sides. The beautiful private garden provides an inviting setting where you can spend time in the open air, immersed in the sights and sounds of the Tuscan countryside. Walking paths begin just 10 m from the house, making it effortless to explore the surrounding meadows and wooded landscape directly from your doorstep. The elevated hilltop position of the property offers a sense of openness and space, with the natural scenery of trees and meadows extending in every direction, creating an atmosphere of genuine seclusion and calm.
Other Information
The house is equipped with a washing machine for your convenience during longer stays. A car is recommended to make the most of your time at "Pereti" and to access the surrounding area with ease, given the property's secluded hilltop position and the 3 km narrow motor access road leading to the house.
Distances and Attractions
"Pereti" enjoys a privileged position that places a wealth of destinations and services within comfortable reach. Essential amenities including a grocery store, a restaurant, and a bar are all located 4 km from the property, as is the nearest bus stop. The centre of Roccatederighi is 4 km away, while the town of Roccastrada lies 12 km from the house. The city of Grosseto can be reached in approximately 34 km, and the charming medieval town of Massa Marittima is 27 km away. The nearby village of Montemassi is just 5 km from the property. For those drawn to the coast, the sea and beach are both 33 km away, while the sandy beach of "Follonica" is 43 km from the house. The coastal resorts of Castiglione della Pescaia and Marina di Grosseto are each 42 km away. The ferry to Isola d'Elba, departing from "Piombino", is located 60 km from the property. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths "Bagni di Petriolo" at 35 km, the renowned Lago dell'Accesa at 21 km, and the Parco Naturale della Maremma at 49 km, which offers exceptional hiking paths. For golfers, an 18-hole golf course is available 26 km from the house. Pereti
Roccastrada 57
Pretty multi-unit villa with A/C, private pool, WIFI, TV, terrace and panoramic view
Special Offer-
3
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Poggio Piero 3 57.1 | 2 | 1 | 1 | 30 m2 | € 134 /Night |
| Poggio Piero 2 57.2 | 2 | 1 | 1 | € 140 /Night | |
| Poggio Piero 1 57.3 | 2 | 1 | 1 | € 145 /Night | |
| All 3 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Nestled among rolling meadows and open countryside in the heart of Tuscany, Italy, Agriturismo "Poggio Piero" is a beautifully renovated holiday rental that offers a peaceful and authentic rural retreat. Fully updated in 2025, this charming agriturismo sits atop a sun-drenched hill near the town of Roccastrada, providing guests with sweeping views of the surrounding landscape and a genuine sense of tranquillity. The resort comprises 4 individual houses, making it an ideal destination for those seeking space, privacy, and a connection with the natural environment. Guests have access to a shared fenced park, while a private above-ground swimming pool is available for refreshing moments during the warmer months. The property is equipped with internet Wi-Fi, ensuring that connectivity is available even in this idyllic countryside setting. The surrounding yard and green spaces further enhance the sense of openness and relaxation that defines a stay at Agriturismo "Poggio Piero".
Outdoors
The outdoor spaces at Agriturismo "Poggio Piero" are thoughtfully arranged to make the most of the property's elevated, sunny position. The private swimming pool is an above-ground, round pool with a diameter of 1.5 m and a depth of 60 cm, available seasonally from 1 May to 15 October. Pool maintenance is carried out regularly by the owner and gardener, ensuring the area is always clean and well-kept. Garden furniture is provided for guests to enjoy outdoor relaxation and al fresco moments in the fresh countryside air. The shared fenced park offers a safe and pleasant space for leisurely walks and outdoor activities, surrounded by the natural beauty of the meadows and fields that frame the property.
Other Information
Agriturismo "Poggio Piero" accommodates guests across its 4 houses within the resort, each benefiting from the renovations completed in 2025. Parking is available directly on the premises at no additional inconvenience. Breakfast can be arranged upon request and is offered as an optional extra, allowing guests to begin their mornings with a local touch should they wish. The owner resides on the same property, ensuring a welcoming and attentive presence throughout your stay. Please be aware that a car is recommended to make the most of the surrounding area and to access nearby services with ease.
Distances and Attractions
Agriturismo "Poggio Piero" enjoys a well-connected yet secluded position in the countryside near Roccastrada. The centre of Ribolla is located 4 km away, where guests will find a grocery store, supermarket, restaurant, bar, and other everyday conveniences all within the same distance. The charming village of Montemassi, known for its medieval castle and scenic hilltop setting, is just 5 km from the property. A bus stop is accessible 1.5 km from the agriturismo for those wishing to explore the region without a car, though personal transport is strongly recommended. The Tuscan coastline is within easy reach, with the sea and beach situated approximately 30 km from the property, making day trips to the shore a convenient and enjoyable option during your stay. Roccastrada 57
Casa Adalberta
Comfortable home with A/C, WIFI, TV and pets allowed
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4
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1
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1
Description
Property Summary
Nestled in the heart of Roccastrada, within a peaceful residential district in the Tuscan region of Italy, this charming 2-storey apartment house offers a welcoming and well-positioned holiday rental experience for those seeking an authentic Italian retreat. The property benefits from private parking directly at the house, ensuring a convenient and stress-free arrival for guests travelling by car. Wireless internet connectivity is available throughout, allowing you to stay connected during your stay while still enjoying the tranquillity of the surrounding Tuscan landscape.
Outdoors
The property's 2-storey structure provides access to the outdoor areas surrounding the building, where you can enjoy the characteristic atmosphere of a traditional Tuscan residential neighbourhood. The exterior setting reflects the quiet and authentic character of central Roccastrada, offering a pleasant environment in which to relax and unwind after exploring the local area and its many surrounding attractions.
Other Information
The apartment house is arranged over 2 storeys and is situated in the residential centre of Roccastrada. The property is well served by local amenities, making daily life during your stay both practical and comfortable. A grocery store and supermarket are located approximately 400 metres from the property, while a bar can be found just 300 metres away. A restaurant is situated within 800 metres, and a bus stop is conveniently accessible at approximately 250 metres from the house, providing easy connections to the wider area.
Distances and Attractions
The property is ideally located for exploring the rich cultural and natural heritage of Tuscany. The coastline is approximately 45 kilometres away, with the renowned sandy beach of "Castiglione della Pescaia" reachable within 50 kilometres, making it a perfect destination for day trips to the sea. The celebrated thermal baths of "Petriolo" are just 25 kilometres from the property, offering a relaxing wellness experience in a stunning natural setting. Among the nearby cultural attractions, you will find the historic city of Grosseto, the charming village of Civitella Paganico, the world-famous art city of Siena, and the medieval town of Massa Marittima, all easily reachable and well worth exploring during your stay. Casa Adalberta
Podere la Sterza
Amazing independent villa with private pool, A/C, WIFI, TV, patio and panoramic view
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8
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4
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2
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300 m2
Description
Vacation rental Podere La Sterza is a nice stone building (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms. Podere La Sterza is located 3 km (2 mi) from Lajatico, Italy and only 29 km (18 mi) from San Gimignano. If you'd like to visit the beautiful Tuscan coast, it's just a short distance to the sea (4 km 2 mi).
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
The city of Lajatico hosts the worldwide known Teatro del Silenzio, a beautiful open-air amphitheater.
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 29 km (18 mi), Pisa 52 km (32 mi), Lucca 59 km (37 mi), Siena 73 km (45 mi) and Greve In Chianti 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (51 mi), Viareggio 80 km (50 mi), Forte Dei Marmi 113 km (70 mi), Rome 307 km (191 mi), Venice 327 km (203 mi) and Milan 357 km (222 mi).
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 07:00 - 11:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Pisa (psa) 53 km (33 mi), Firenze Peretola (flr) 83 km (52 mi), Bologna (blq) 175 km (109 mi), Genova (goa) 247 km (153 mi) and Roma Fiumicino (fco) 304 km (189 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Podere i Sorbi
Villa Agazzi
Beautiful private villa rental with private pool, A/C, WIFI, TV, patio and panoramic view
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8
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4
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4
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250 m2
Description
Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
The gardens and roofs of the villa feature an automated misting system for insect deterrence and control.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Agazzi
Villa Marietta
Pretty independent accommodation with WIFI, A/C, private pool, TV and panoramic view, near Arezzo
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14
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7
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5
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400 m2
Description
Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fuelly equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Marietta
Villa Michelangelo
House with A/C, private pool, hot tub, WIFI, TV, balcony, panoramic view, close to Cortona
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18
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9
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11
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800 m2
Description
Property Summary
Nestled on a gentle hill in the heart of Foiano Della Chiana, Italy, Villa Michelangelo is a remarkable holiday retreat that invites you to experience the timeless beauty of the Tuscan countryside. From its elevated position, the property offers breathtaking, seemingly infinite views stretching across rolling landscapes adorned with ancient olive groves, traditional wineries, and vibrant wildflowers. The villa provides a generous outdoor yard that perfectly frames the surrounding natural scenery, creating an atmosphere of serene elegance. A private swimming pool allows you to cool off while soaking in the panoramic vistas that define this extraordinary corner of Tuscany. Seamless connectivity is ensured through reliable Internet Wifi, keeping you comfortably in touch with the world beyond, while dedicated parking on the premises offers the convenience and peace of mind you deserve throughout your stay.
Outdoors
The outdoor spaces of Villa Michelangelo are a true celebration of the Tuscan landscape. The private swimming pool serves as the centrepiece of the exterior, perfectly positioned to allow you to enjoy the sweeping views of the countryside while you relax and unwind. The surrounding yard extends gracefully across the hillside, offering generous open spaces where the natural beauty of the olive groves and flowering gardens becomes an integral part of your daily experience. Whether you choose to dine al fresco, lounge in the warmth of the Tuscan sun, or simply take in the tranquil panorama that unfolds before you, the outdoor areas of the villa provide an idyllic setting for every moment of your stay.
Other Information
Villa Michelangelo is thoughtfully designed to ensure a comfortable and seamless experience for all guests. The property's hillside position near Arezzo provides a peaceful and private environment, making it an ideal base from which to explore the wider region. The surrounding landscape of olive groves and wineries adds an authentic Tuscan character to the setting, enhancing the overall atmosphere of the retreat.
Distances and Attractions
Villa Michelangelo's privileged location near Arezzo places you within easy reach of some of the most celebrated destinations in all of Italy. The property serves as an excellent base for day trips throughout Tuscany, allowing you to explore the Renaissance splendour of Florence, the medieval charm of Siena, and the enchanting hilltop town of Cortona. The spiritual city of Assisi, the renowned wine town of Montepulciano, and the celebrated Chianti wine region are all comfortably accessible, offering an extraordinary variety of cultural, historical, and gastronomic experiences. Whether you are drawn to world-class art, ancient architecture, or the celebrated flavours of Tuscan cuisine, the surrounding region promises an abundance of unforgettable discoveries just a short drive from the villa. Villa Michelangelo
Cerretalta
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Montalcino
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14
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7
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8
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500 m2
Description
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of Torrenieri (5 km) where you can find the nearest shops, supermarket and restaurants.
The owner occasionally uses the independent building nearby and whilst respecting your privacy will be at your disposal if you should need any help.
Cerretalta is completely surrounded by hedges and fences to guarantee total privacy. Nonetheless, you have a wonderful sight over the countryside.
Once you enter the gateway, there is a large courtyard plenty of tables and chairs at guests’ disposal as well as the brick barbeque. Across the court there is a lovely area with a big round stone table and matching benches sheltered from the sun by a pergola. Here there is also a second way out from the property, down a stone staircase and through a small iron gate.
There are two garden areas.
The first one is bordered by mature trees, should the guests enjoy a peaceful shady lawn, and it is situated next to a white travertine floored space with tables, chairs and parasol. This is the perfect location where you can have your meals, while taking in the beautiful view over the surrounding farmland.
From here, few stone steps lead to the second garden that is located near the poolside. A small gate possibly delimits the way so as to prevent little children from reaching the swimming-pool area without permission. Some fruit trees, flowers and shrubs brighten the place and there is also a gazebo with table and chairs. An extensive hedge marks the limits of the patch.
Distances: Torrenieri 5 km, San Quirico D'Orcia 10 km, Montalcino 12 km, Bagno Vignoni 14 km, Pienza 18 km, Montepulciano 32 km, Siena 36 km, Monte Amiata 45 lm, Grosseto 70 km, Firenze 100 km, Roma 200 km.
At guests' disposal:The salt water swimming pool is 12 x 6 meters, and has a depth from 1.20 to to 1.60 m.
Here there are parasols and several sun-loungers to relax in.
The seventh bathroom of the property is situated here at the poolside. In addition there is also an outdoor shower. Baby bed and highchair available on site free of charge.
Wi Fi connection is available in the villa.
Tennis table available free of charge.
children playground.
Motor vehicle access to the house: 3 km via unpaved road.
Air conditioning is also available in each of the bedrooms, to be charged according to consumption.
Extra Services: Four extra bed are available upon request at € 200,- / for week / each (to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Cerretalta
Fonte della Chiana
Wonderful independent villa rental with sauna, private pool, hot tub, WIFI, A/C and TV, near Cortona
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17
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6
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6
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500 m2
Description
Fonte Della Chiana is a beautiful stone building (500 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 17 guests comfortably in six bedrooms with six bathrooms. Fonte Della Chiana is located 6 km (4 mi) from Foiano Della Chiana, Italy and only 21 km (13 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 17 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 21 km (13 mi), Arezzo 23 km (14 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 200 km (124 mi), Venice 345 km (215 mi) and Milan 387 km (240 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 110 km (68 mi), Pisa (psa) 170 km (106 mi), Bologna (blq) 194 km (121 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Ripa
Villa Massimiliano
Unique private holiday villa with WIFI, hot tub, A/C, private pool, patio and panoramic view
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10
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5
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5
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300 m2
Description
Exclusive holiday villa for rent in Tuscany, located near Volterra in the Valdera area.
The villa is equipped with every comfort: the interiors, tastefully furnished, offer large and bright spaces, including 5 bedrooms and 5 bathrooms. Outside, guests can enjoy a large private swimming pool with solarium, a barbecue area and a large garden.
The house is located near the owner's farm, whose products can be tasted in the local restaurant, just 650 m from the villa. In the farm there is also a riding school for those who want to learn to ride horses.
Villa Massimiliano is surrounded by a beautiful hilly landscape, where you can enjoy relax, tranquility and entertainment!
The villa is accessible via a white road of about 2 km in good condition.
At guests' disposal: large private swimming pool (18 x 10 meters; minimum depth: 20 cm; maximum depth: 1.40 meters), area equipped with barbecue and wood-burning oven, brazier, wi-fi internet connection, air conditioning in the rooms, billiard table and football table, 4 rooms + 1 suite with large whirlpool tub
Distances: Fabbrica with food shops 3 km away, Volterra with all kinds of shops 18 km, Pisa 50 km, Florence 50 km, Castelfalfi with golf course 20 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Massimiliano
Villa Ripa
Beautiful house with WIFI, hot tub, A/C, private pool, TV, patio and panoramic view, near Cortona
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16
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6
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8
Description
Property Summary
Nestled within 3 hectares of a beautifully maintained natural park adorned with cypress trees, lavender, and roses, Villa la Ripa is an exclusive luxury holiday retreat situated in the heart of Tuscany, Italy. Recently fully renovated, this remarkable property in Foiano Della Chiana seamlessly blends traditional character with contemporary elegance across approximately 800 square metres of interior space. Guests enjoy complimentary Wi-Fi throughout the villa, a private swimming pool measuring 12x4 metres equipped with sun loungers and umbrellas, extensive parking facilities, and a sweeping private yard that creates an atmosphere of complete seclusion and natural beauty.
Outdoors
The expansive private park surrounding the villa provides an extraordinary outdoor experience. A covered built-in patio furnished with a large dining table, chairs, a barbecue, and a pizza oven offers the ideal setting for al fresco meals immersed in nature. At the heart of the park, a glass-walled gym room allows guests to exercise while feeling entirely surrounded by the natural landscape. A soccer field and volleyball court further enrich the outdoor offering, while the pool area invites relaxation in a serene and picturesque environment.
Distances and Attractions
Villa la Ripa is set in the Arezzo countryside, accessed via a characteristic cypress-lined country road. The nearest town, Foiano Della Chiana, is just 6 km away and provides all essential services. Cortona is 20 km distant, Arezzo 25 km, Montepulciano 27 km, and Siena 57 km. Florence Airport is approximately 100 km away, Pisa Airport 166 km, and Rome Airport 223 km. The location is ideal for day trips to Tuscany's most celebrated destinations, including Florence, Arezzo, Siena, Cortona, and the Chianti wine region.
Unit Layout
Villa la Ripa accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, divided between a main building and a separate dependence. The main building spans 3 floors. The ground floor features a large living area with elegant sofas, a dining room, a fully equipped kitchen, and 1 full bathroom. The first floor hosts 5 double bedrooms, each with its own en-suite shower room and minibar fridge; 1 bedroom can be converted into twin beds upon request, and 2 bedrooms can each accommodate an additional single bed. All rooms overlook the park. The basement includes a second kitchen, a spacious open-plan area for activities such as wine tasting and cooking classes, a cellar stocked with fine Tuscan wines including Montalcino, Montepulciano, and Chianti, a living area with sofas, and a billiard table. The basement also houses the spa, featuring a jacuzzi bath, relaxation lounges, a sauna, a Turkish bath, an emotional shower, and changing and massage rooms. The dependence offers a ground-floor kitchen, a living area with a double sofa bed, and a first-floor double bedroom with a private bathroom and walk-in wardrobe.
Amenities Included
The villa is fully equipped with air conditioning and heating available throughout. Each bedroom benefits from individual climate control, while a washing machine is available in the dedicated laundry room. The kitchen is fitted with a dishwasher and microwave among its full complement of appliances. Guests can enjoy the barbecue on the private patio, which serves as a wonderful outdoor entertaining space. Every room is connected to the BOSE music system, controllable via smartphone, and entertainment is provided through satellite television with Netflix included, as well as additional television sets throughout the property. The fireplace in the main living area adds warmth and elegance during cooler evenings. The jacuzzi bathtub within the spa completes an exceptional wellness offering. An alarm system, fire extinguisher, first aid kit, air purification system, and courtesy amenities in each bathroom are also provided.
Other Information
The minimum rental period is 1 week, with Saturday as the changeover day. Check-in is available from 4:00 pm to 7:00 pm, and check-out must be completed before 10:00 am. A refundable security deposit of 1500 euros is payable in cash upon arrival and returned at departure, less any damages or unpaid fees. A tourist tax of 2.50 euros per person per night applies. Use of the spa is available at an additional cost of 400 euros per day. The rental price includes final cleaning, air conditioning and heating, gym access, and pool towels. An emergency contact is provided at check-in, and the team is available to assist with excursions, wine tours, cooking experiences, and further activities throughout the stay. Villa Ripa
Cadellura
Pretty independent villa with A/C, pool, WIFI, TV and patio
Special Offer-
5
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2
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2
Description
Property Summary
Nestled in the tranquil Santa Firmina district, just 4 km from the heart of Arezzo, Italy, the single-family house "Cadellura" offers an exceptional holiday rental experience that seamlessly blends privacy with convenience. This beautiful home provides a quiet and peaceful retreat from the energy of the city, while keeping you close enough to enjoy everything that Arezzo and its surroundings have to offer. The property sits within a generous 10,000 m2 fenced estate, where a terraced garden of lawn, trees, and an orchard creates a lush and serene setting. A kidney-shaped swimming pool measuring 10 x 5 m invites you to relax and enjoy the warmth of the Italian sun during the seasonal period from May 1st to September 30th. Wireless internet connection is available throughout the property, ensuring you remain connected throughout your stay. Parking is conveniently provided on the premises, and the expansive yard surrounding the house adds an extra layer of seclusion and natural beauty to your experience.
Outdoors
The outdoor spaces at "Cadellura" are truly one of the property's most remarkable features. The 10,000 m2 fenced grounds encompass a beautifully terraced garden with lawn areas, mature trees, and a productive orchard, offering ample space to unwind and explore in complete privacy. The kidney-shaped swimming pool, measuring 10 x 5 m, is available seasonally from May 1st to September 30th and serves as the centerpiece of the outdoor leisure area. Surrounding the pool, you will find a dedicated pool house equipped with a refrigerator, an outdoor shower, and comfortable patio furniture, creating an ideal setting for long, relaxing days in the open air. Whether you choose to dine al fresco, lounge by the water, or simply stroll through the orchard, the outdoor environment of "Cadellura" offers a genuinely immersive Italian countryside experience.
Other Information
"Cadellura" is equipped with a burglar alarm system, providing you with an added sense of security and peace of mind throughout your stay. It is worth noting that the owner resides on the same property, ensuring that assistance is readily available should you need anything during your visit. Further details regarding check-in and check-out times, house rules, and any additional policies can be confirmed directly with the property management prior to your arrival.
Distances and Attractions
"Cadellura" enjoys an enviable location that places a wide range of amenities and attractions within easy reach. A local shop is situated just 500 m from the property, while a supermarket can be found approximately 2 km away, making it straightforward to stock up on everything you need. Public transportation is conveniently accessible, with a bus stop located only 500 m from the house. The Arezzo railway station is just 4 km away, providing excellent connections to the wider region. The historic city center of Arezzo itself is a mere 4 km from the property, offering an abundance of cultural, culinary, and architectural attractions for you to explore during your stay. Cadellura
Villa Albertine
Beautiful independent accommodation with private pool, WIFI, A/C, TV, patio and pets allowed
Special Offer-
6
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2
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1
Description
Property Summary
Nestled in the serene Tuscan countryside of Lajatico, Italy, Villa Albertine is a beautiful and cosy country house that offers an authentic rural retreat for those seeking a truly memorable holiday rental experience. This charming 2-storey residence, originally built in 1800 and thoughtfully renovated in 2003, is surrounded by mature trees and sits within the district of Le Pianacce, approximately 3 km from the centre of Chianni, in a quiet and sunny position that perfectly captures the essence of the Italian countryside. The property extends over a total area of 1,075 m2 and is fully fenced, offering privacy and security throughout your stay. The enclosed garden of 400 m2 has been lovingly maintained as a wildlife garden, enriched by the presence of trees that provide natural shade and a sense of tranquillity. A private swimming pool measuring 8 x 4 m, with a depth ranging from 90 to 140 cm and featuring an unconventional shape, is available for your exclusive enjoyment from 15 May, in line with its seasonal availability. The property is equipped with WiFi internet connectivity, ensuring you remain connected throughout your stay. Motor access to the house is available via an unmade road of approximately 700 m, and on-site parking accommodates up to 2 cars comfortably.
Outdoors
The outdoor spaces of Villa Albertine are designed to invite relaxation and al fresco living in the heart of the Tuscan landscape. The fenced garden of 400 m2 is a true natural sanctuary, thoughtfully cultivated as a wildlife garden and shaded by surrounding trees that create a peaceful and picturesque environment. The private swimming pool, with its distinctive unconventional shape and dimensions of 8 x 4 m, offers a refreshing retreat during the warmer months, with seasonal availability commencing from 15 May. The pool depth ranges from 90 to 140 cm, making it suitable for a variety of guests. An outdoor shower is conveniently located nearby for use after a swim. The garden is well-equipped with outdoor furniture, providing comfortable spaces to relax, dine, and enjoy the surrounding countryside views. A barbecue is available for outdoor cooking and entertaining, while a table tennis table is provided for shared use, adding a recreational dimension to your outdoor experience.
Other Information
Villa Albertine is equipped with air conditioning, ensuring a comfortable indoor climate throughout your stay regardless of the season. A washing machine is available within the house for your convenience during longer visits. It is worth noting that the owner resides in a separate semi-detached house on the property, offering a reassuring presence while fully respecting the privacy of guests. The property is accessed via an unmade road of approximately 700 m, which leads directly to the house by motor vehicle.
Distances and Attractions
Villa Albertine benefits from a convenient location that places a wide range of everyday amenities and cultural destinations within easy reach. A grocery store is located just 1.5 km away, while a supermarket can be reached within 6 km. A restaurant is situated approximately 3 km from the property, and a bus stop is accessible within 1 km. The nearest railway station is just 2 km away, making regional travel straightforward and accessible. For those wishing to explore the remarkable cultural heritage of Tuscany, the property serves as an ideal base. The historic city of Volterra lies 34 km away, while the iconic medieval town of San Gimignano is approximately 48 km from the villa. The celebrated city of Pisa, home to its world-famous landmarks, is reachable within 45 km, and the magnificent city of Florence is situated 55 km from the property. Nature enthusiasts will appreciate the proximity of scenic hiking paths, including the "Sentiero dei Mulini" just 1 km away and the "Cascate del Ghiaccione" at a distance of 6 km, both offering rewarding walks through the unspoiled Tuscan landscape. Villa Albertine
La Voce del Silenzio
Superb independent villa with A/C, hot tub, private pool, WIFI, TV, patio and pets allowed
Special Offer-
11
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4
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4
Description
Property Summary
This stunning two-story house in Lajatico, Italy is the perfect serene and secluded vacation rental surrounded by lush greenery. It is nestled amongst trees and fields on a private 3,000m2 fenced property, providing a tranquil retreat from the hustle and bustle of city life. The villa offers amenities such as a Swimming Pool, Yard, Internet Wifi, and Parking, ensuring a comfortable and enjoyable stay.
Outdoors
Relax and unwind in the beautiful garden, complete with a manicured lawn, pergola, and terrace spanning 25m2. Take a refreshing dip in the large swimming pool, measuring 12 x 6m, which is available seasonally from April 16 to October 21. The pool area features an outdoor shower and hot tub, perfect for soaking up the sun in style. Enjoy hosting barbecues with friends and family, as the garden is equipped with garden furniture and a barbecue. The pool maintenance is handled by the owner/gardener, ensuring a hassle-free stay.
Other Information
Inside the house, you'll find a sauna and hydro massage bath available for an additional cost, perfect for complete relaxation. The property features a 700m long bumpy motor access and parking for three cars on the premises. Shop 8.5km from the property, with a supermarket located 15km away, and the sandy beach "Marina di Cecina" just 48km away.
Distances and Attractions
Nearby attractions include Pisa at 50km, Siena at 70km, and Firenze at 90km. The property is located just 13km from the center of Volterra, 8.5km from the center of Villamagna, and 26km from the center of San Gimignano, making it an ideal base for exploring the region's charming towns and cities. La Voce del Silenzio
Fabulous private property with WIFI, hot tub, A/C, pets allowed, panoramic view, close to Florence
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4
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2
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2
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110 m2
Description
Conveniently located in Poggio A Caiano, Italy in the tourist area "Florence And Surroundings" and only 21 km (13 mi) from Florence. Holiday rental Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac is a nice property (110 sq m) that includes hot tub, WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.
Your Experience
Upon arrival at Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a barbecue grill and hot tub. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 21 km (13 mi), San Gimignano 57 km (36 mi), Greve In Chianti 57 km (36 mi), Lucca 67 km (42 mi) and Pisa 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 21 km (13 mi), Viareggio 88 km (55 mi), Forte Dei Marmi 95 km (59 mi), Rome 313 km (194 mi), Venice 256 km (159 mi) and Milan 305 km (190 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 19 km (12 mi), Pisa (psa) 73 km (45 mi), Bologna (blq) 108 km (67 mi), Genova (goa) 226 km (140 mi) and Venezia (vce) 262 km (163 mi).
Villacolle 1, Poggio a Caiano, Hot Tub, Wifi, Ac
Villa Cecilia
Beautiful independent holiday rental with A/C, private pool, TV and pets allowed
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6
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2
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2
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150 m2
Description
Villa Cecilia is an old farmhouse dating back to before 1800. You will find it perched on a hill in the heart of the Valdichiana, about 4 km from Castiglion Fiorentino, a characteristic village where you will find shops, restaurants, supermarkets and all necessities.
The farmhouse has been recently and carefully restored under the careful guidance of the owners, who strongly wished to maintain its ancient origins and characteristics. The original terracotta tiled floors, the high ceilings with wooden beams, all coordinated with quality furnishings, with fine antiques, are a perfect match for the characteristics of the villa. You will feel a sense of warmth at the villa, you will feel welcomed and pampered, perfectly in harmony with your surroundings.
The history of the farmhouse is also fascinating. In ancient times, the Valdichiana was a swamp and before the land reclamation took place, its waters lapped the land of the property and just a few steps from the house there was a small harbour for boats that connected by water to the surrounding villages.
Today the villa is part of a farm that includes vineyards, cereal crops, farmyard animals and beautiful horses. About 1 km away, at the owners' residence, you will be able to enjoy the organic produce from their vegetable garden free of charge. Their paddocks, should you travel with your horses, will be at your disposal (service available for a fee).
Around the villa, you will enjoy a large, completely fenced green space perfect for your morning or evening walks even with your four-legged friends. Inside the park there is also a woodland path (approx. 500 m) where you can relax, walk and organise cool snacks.
For your days at home, there is a beautiful infinity swimming pool (size 6x12 m, depth 1.35 m - open from 01 May to 30 September), with a Roman staircase, bicycles at your disposal, a beautiful porch well equipped with outdoor furniture, where you can enjoy a book or an aperitif in company, the barbecue for your cookouts and also games for your children. Villa Cecilia