Santa Maria alla Rassinata Villas with Pool
Results 21 - 40 of 290
Il Cottage Roccaio
Stunning private holiday rental with A/C, WIFI, private pool, TV, patio and pets allowed
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8
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3
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3
Description
Property Summary
Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.
Outdoors
The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.
Other Information
Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.
Distances and Attractions
Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio
Zen
Pretty private accommodation with WIFI, private pool, TV, balcony, panoramic view, near Cortona
Special Offer-
15
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6
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6
Description
Property Summary
Nestled in the heart of the Tuscan countryside in Castiglion Fiorentino, Italy, Villa "Zen" is a beautifully renovated, detached holiday rental that offers a truly unique and memorable escape. Perched atop a hill at 350 meters above sea level, this stunning property is surrounded by trees, open fields, and the breathtaking views of the estate's olive groves, creating an atmosphere of serene seclusion and natural beauty. The villa is fully fenced, ensuring complete privacy throughout your stay, while the expansive private yard provides a wonderful setting in which to unwind and enjoy the Tuscan landscape. Outdoor parking is available directly on the premises, offering ease and convenience upon arrival. Guests also benefit from internet Wi-Fi access throughout the property, keeping you connected whenever needed. The magnificent private swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, serves as the centerpiece of the outdoor living experience, available seasonally from May 1st to October 15th, and perfectly positioned to take full advantage of the surrounding panoramic views.
Outdoors
The outdoor spaces at Villa "Zen" have been thoughtfully designed to complement the natural beauty of the Tuscan hillside setting. The private garden, enclosed within the property's fencing, offers a tranquil retreat where you can relax in complete privacy amid lush greenery and open countryside scenery. The swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, is a non-heated pool available seasonally from May 1st to October 15th, providing a refreshing and enjoyable experience during the warmer months. The pool area is fully equipped with garden furniture, ideal for sunbathing and outdoor relaxation, as well as an outdoor shower for your convenience. A barbecue is also available on the premises, making al fresco dining a true pleasure against the backdrop of the estate's olive groves and rolling Tuscan hills.
Other Information
Villa "Zen" is accessed via an unmade road, a mountain road, and a ramp, and a car is strongly recommended for your stay to ensure comfortable and practical access to the property and the surrounding area. Inside the villa, a washing machine is available for guests' convenience during longer stays. The grocery store and supermarket are located 5 kilometers from the property, ensuring that stocking up on provisions is straightforward with the use of a vehicle.
Distances and Attractions
Villa "Zen" enjoys an enviable location that places a wealth of Tuscan destinations and attractions within easy reach. The center of Castiglion Fiorentino is just 5 kilometers away, offering charming streets, local shops, and authentic dining experiences. The historic town of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is situated 15 kilometers from the property. The city of Arezzo, celebrated for its stunning cathedral, antique markets, and rich artistic tradition, is 25 kilometers away. For those seeking a day by the water, the bathing lake "Trasimeno" is located 20 kilometers from the villa, providing a beautiful natural destination for swimming and leisure. A restaurant can be found just 2 kilometers from the property, while the nearest grocery store and supermarket are 5 kilometers away, making daily needs easily manageable throughout your stay. Zen
Villa Chio
Superb independent property with private pool, WIFI, TV and panoramic view, near Cortona
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6
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3
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3
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200 m2
Description
Conveniently located 4 km (3 mi) from Castiglion Fiorentino, Italy in the tourist area "Cortona And Surroundings" and only 14 km (9 mi) from Cortona. Property Villa Chio is a beautiful stone building (200 sq m) that includes private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful holiday 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 unwind at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting nearby 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 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
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) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
It is forbidden to organize parties and events. Villa La Ghiandaia
Il Sogno di Pietro
Fabulous private property with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
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11
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5
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4
Description
Property Summary
Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.
Outdoors
The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.
Other Information
The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.
Distances and Attractions
"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro
Ville Rosadi Weddings
Fabulous private accommodation with hot tub, A/C, WIFI, private pool, TV, patio and panoramic view
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22
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11
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12
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500 m2
Description
If you are after a fairytale setting and wedding venue for your wedding in Tuscany then these incredible properties certainly fit the bill. Palazzo Rosadi and Torre del Cielo are two stunning villas in Monterchi that can be rented together to host special events and weddings, accommodating up to 22 people in 11 bedrooms (with 12 bathrooms, 11 of which are ensuite bathrooms) between the two properties. Located on a large and lovely estate that stretches across 25 hectares and is encircled by lush wooded surroundings, these romantic wedding villas are perched on a hillside with astounding views over the famous rolling hills of the Tuscan landscape. A perfectly picturesque and peaceful spot to escape daily life and concerns and to make beautiful memories as you start a life together, these pretty villas have all of the amenities and facilities that one could possibly need for an idyllic destination wedding in Tuscany.
Both typical stone-faced Tuscan villas with terracotta roofs, Palazzo Rosadi is the larger property with six bedrooms and seven bathrooms. Palazzo Rosadi also has a more grand and formal appearance and large interiors with high ceilings and spacious rooms. The decor is elegant with chic bedrooms, a large open-plan living and dining space, pretty little sitting rooms, a charming country kitchen, big bathrooms, and lots of wonderful details such as antique furniture, painted decorative patterns and designs on walls and ceilings, and more. Torre del Cielo, meanwhile, has five bedrooms and bathrooms and looks more like a romantic farmhouse nestled into a gorgeous garden that is alive with blooms. However, do not be deceived. It is still a relatively large villa with spacious interiors featuring exposed beam ceilings and stone walls, pretty bedrooms that really look like something from a storybook, a lovely big kitchen, and an open-plan dining and living room that boasts a massive fireplace. Both houses also boast air-conditioning in all of the bedrooms and WIFI throughout the properties. If you are thinking of getting married in Italy and you are looking for a wedding venue in Tuscany that can house both wedding receptions and your guests, then these romantic wedding villas make for the perfect setting.
The two properties are full of character but they are only made more appealing by the outdoor space of this estate with the woods; the three hectares of groomed gardens across three terraces; the endless outdoor dining areas and benches taking in pretty views of the Tuscan countryside for outdoor meals or escaping with a coffee and a good book for a while; and two swimming pools (one of which 12 x 6 mt; depth: 1,5 mt) with sun-loungers, a heated Jacuzzi (avaliable on request), and an old stone barn that has been made into a large shower and changing room with bathroom facilities. This wonderful exterior space of the estate is ideal for an outdoor wedding and means that incredible wedding meals can be arranged at tables set up on those terraces taking in sweeping views across the rolling hills of the Tuscan landscape, wedding ceremonies can take place in the pretty Italian garden with flowers all around, and your guests have plenty to do and keep themselves occupied with around the special day, allowing everyone to make incredible memories. For your wedding photography, too, there are endless stunning backdrops to perfectly capture your magical and romantic wedding in this fairytale setting.
So, if you having been dreaming of a destination wedding in Tuscany and having your special day in the most magical of settings then be sure to get in touch about these truly stunning wedding villas in Tuscany. Make your dream wedding in Italy a reality:
Palazzo Rosadi - max capacity: 12 bedrooms : 6 bathrooms : 7
Torre del Cielo - max capacity: 10 bedrooms : 5 bathrooms : 5
Extra services
The owners of Palazzo Rosadi can organise all sorts of other services including preparing breakfast and dinner, offering a cooking class with a chef, maid services, babysitting, car/van hire, an English-speaking guide, a wine tour with English-speaking driver and van (all day, 2 wine tastings plus lunch in a typical restaurant), transfer to and from the airport, and hot air ballooning (an exceptionally romantic wedding experience) to further enhance your trip and your wedding in Italy.
Palazzo Rosadi and Torre del Cielo are about 70 meters apart.
The maximum number of guests admitted for the reception is 22 (internally) or up to totally 55 (if the party is held externally).
For any more detailed info about each accommodation, you can check the property #EAS 153756 and #EAS 153757 Palazzo Rosadi And Torre Del Cielo - Weddings And
Galleria di Brolio
Pretty independent property with private pool, A/C, WIFI, TV and veranda, close to Cortona
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10
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4
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3
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170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
La Casa di Pino
Amazing private holiday rental with WIFI, A/C, private pool and TV, near Cortona
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4
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1
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1
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55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
La Casa del Nonno
Fantastic flat with private pool, WIFI, TV and pets allowed
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4
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2
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1
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55 m2
Description
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno
Casa Angela
Stunning private villa with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Collina dei Fiori
Wonderful private vacation home with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo
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9
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4
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3
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150 m2
Description
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Podere i Gigli
Amazing private villa rental with A/C, private pool, WIFI, TV and terrace, close to Cortona
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6
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3
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3
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170 m2
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Villa degli Olivi
Independent Villa rental with A/C, private pool, WIFI, TV, terrace, pets allowed, close to Arezzo
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14
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7
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7
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360 m2
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
Pozzonovo
Beautiful accommodation with pool, WIFI, TV and pets allowed, close to Cortona
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3
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10
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | 31 m2 | € 72 /Night |
| Il Ciliegio | 4 | 1 | 1 | 49 m2 | € 79 /Night |
| Il Pesco | 4 | 1 | 1 | 40 m2 | € 79 /Night |
| All 3 Accommodations | 10 | 3 | 3 |
Description
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo
Villetta di Cortona
Independent Holiday home with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view
-20% Special Offer-
4
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2
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2
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90 m2
Description
Villetta Di Cortona is a beautiful vacation rental (90 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Villetta Di Cortona is located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
What to Expect
Upon arrival at Villetta Di Cortona you’ll find a lovely clean well-maintained property ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outdoors you will also find a patio and barbecue grill.
Visit the Area
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: Montepulciano 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
Pool Open: 15 April - 15 October (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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Loft Borgo Syrah
Stunning vacation rental with WIFI, pool, A/C, TV and panoramic view
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6
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3
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3
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170 m2
Description
Conveniently located 10 km (6 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 24 km (15 mi) from Montepulciano. Loft Borgo Syrah is a beautiful holiday rental (170 sq m) with WiFi internet and air conditioning. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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 nearby 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: Montepulciano 24 km (15 mi), Arezzo 35 km (22 mi), Perugia 52 km (33 mi), Montalcino 54 km (34 mi) and Siena 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 358 km (222 mi) and Milan 407 km (253 mi).
Additional Information
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 11:00
Pool Open: 15 May - 15 October (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) 124 km (77 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 221 km (138 mi).
Loft Borgo Syrah
Villa Toppani del Sodo
Independent Holiday villa with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
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21
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11
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12
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300 m2
Description
Vacation rental Villa Toppani Del Sodo is a beautiful stone building (300 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 21 people comfortably in 11 bedrooms with 12 bathrooms. Conveniently located in Sodo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona.
The Experience
After arriving at Villa Toppani Del Sodo you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
Visit the Area
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: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (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) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Villa Toppani Del Sodo. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Il Sole Del Sodo
Villa Margherita
Unique private villa with WIFI, private pool, TV, patio, pets allowed and panoramic view
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4
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2
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2
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100 m2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Villa Church
Unique private property with A/C, WIFI, private pool, TV and panoramic view
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4
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2
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2
Description
Property Summary
Nestled in the heart of the Tuscan countryside, Villa Church is an exquisite vacation rental that offers an exceptional blend of historic charm and contemporary comfort in the region of Cortona, Italy. Fully restored in 2016, the property reflects the owner's meticulous attention to detail, harmoniously combining elegant interiors with the authentic character of its original historic walls. Spanning over 110 square meters of thoughtfully designed living space, the villa accommodates guests in 2 beautifully appointed bedrooms located on the first floor, while the ground floor features a spacious living area furnished with comfortable sofas, a dedicated dining area, and a fully equipped kitchen. 2 bathrooms complete the interior layout, one featuring a bathtub and the other a shower. Guests will appreciate the full range of amenities available throughout the property, including air conditioning, internet wifi for seamless connectivity, and a washing machine and dishwasher for added convenience. Private parking is available on site, ensuring effortless arrivals and departures. The villa is surrounded by a large private fenced garden of 1,200 square meters, offering a serene and secluded setting, while a private swimming pool provides the perfect retreat during warm Tuscan days. The CIN code for this property is IT051017C27BOVCDO4.
Outdoors
The outdoor spaces of Villa Church are as impressive as the interiors, inviting guests to fully embrace the beauty of the Tuscan landscape. The expansive private fenced garden of 1,200 square meters provides a generous and secure environment ideal for relaxation and outdoor living. At the heart of this green retreat, the private swimming pool is equipped with sunloungers and umbrellas, offering a comfortable and shaded space to unwind and soak up the Italian sunshine. Throughout the garden, carefully arranged outdoor furniture, including a table and chairs, creates an inviting setting for al fresco dining and leisurely gatherings in the open air, allowing guests to savour the tranquillity of the surrounding countryside at any time of day.
Other Information
Check-in at Villa Church is available from 15:00, while check-out must be completed by 9:00 AM. For guests arriving after 7:00 PM and up to 11:30 PM, a late check-in arrangement is available. Please note that check-in requested after 11:30 PM must be organised in advance and may require additional fees. A refundable security deposit of 300.00 euros is required upon arrival and will be returned before departure, less any applicable charges in the event of damage to the property. A tourist tax applies to all guests aged 12 and above, calculated per person per night for the first 4 nights, with children under 12 exempt from this charge. The rental price includes a final cleaning service and a welcome basket filled with local products, offering guests a warm and authentic introduction to the flavours of the region. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalised concierge service to assist with booking tours, purchasing tickets, making restaurant reservations, and supporting guests with their daily planning. The dedicated team is available 24 hours a day, 7 days a week via an emergency contact number provided at check-in, and is on hand to offer suggestions and assistance for a wide variety of activities, including excursions, cooking experiences, and much more.
Distances and Attractions
Villa Church enjoys an enviable position in the Tuscan countryside, offering easy access to some of the most celebrated destinations in both Tuscany and Umbria. The nearest town, Camucia, is just 6 km away and provides all essential services for a comfortable stay. The magnificent historic city of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is located 9 km from the villa. Within a comfortable driving distance, guests can explore the Renaissance splendour of Montepulciano at 30 km, the serene shores of Lake Trasimeno at 25 km, the UNESCO-listed town of Pienza at 40 km, and the medieval city of Arezzo at 25 km. Further afield, the dramatic hilltop city of Orvieto is 40 km away, the iconic city of Siena is 60 km distant, and the Umbrian capital of Perugia, home to an international airport, is 40 km from the property. For guests travelling by air, Florence Airport is approximately 100 km away, while Rome Airport is reachable within approximately 210 km, making Villa Church a well-connected base from which to discover the very best of central Italy. Villa Church
Villa Carsuga
Superb independent house with private pool, WIFI and TV
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8
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4
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3
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350 m2
Description
Conveniently located 3 km (2 mi) from Citerna, Italy in the tourist area "San Sepolcro And Surroundings" and only 29 km (18 mi) from Arezzo. Villa Carsuga is a beautiful stone building (350 sq m) with private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Umbria. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
Places Nearby
Most people enjoy visiting close-by 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: Arezzo 29 km (18 mi), Cortona 45 km (28 mi), Gubbio 60 km (37 mi), Perugia 70 km (44 mi) and Assisi 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 237 km (147 mi), Venice 332 km (206 mi) and Milan 398 km (247 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 27 June - 7 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) 124 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Bucatino
Villa Gelsi
Stunning independent villa with A/C, private pool, WIFI and TV
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15
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9
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8
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230 m2
Description
Villa Gelsi is located 3 km (2 mi) from Cortona, Italy and only 27 km (16 mi) from Arezzo in the tourist area "Cortona And Surroundings". Villa Gelsi is a beautiful stone building (230 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 15 people comfortably in nine bedrooms with eight bathrooms.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
Visit the Area
Most people enjoy visiting nearby 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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 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) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi