Colonna di Grillo Vacation Rentals
Results 301 - 320 of 750
Il Cottage Roccaio
Pretty private holiday home with private pool, WIFI, A/C, 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
Il Sorbino
Superb independent holiday rental with private pool, WIFI, TV, terrace and pets allowed
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6
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2
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2
Description
Property Summary
Nestled at 470 meters above sea level among the lush Tuscan countryside, "Il Sorbino" is a charming rustic cottage offering an authentic and serene vacation rental experience in Castiglion Fiorentino, Italy. Surrounded by trees and set within a private, fenced area of 2,000 square meters, this property combines natural beauty with thoughtful comforts to create an ideal retreat for those seeking tranquility and character. The cottage provides guests with WiFi Internet access, ensuring connectivity throughout their stay. A private parking area is available on the premises, making arrival by car both practical and convenient. The expansive yard, featuring a beautifully terraced garden lawn, offers generous outdoor space to relax and explore, while the stunning private swimming pool serves as the centerpiece of the property's outdoor offering.
Outdoors
The outdoor spaces at "Il Sorbino" are a true highlight of the property, inviting guests to make the most of the Tuscan climate and natural surroundings. The private swimming pool measures 10 x 5 meters with a depth ranging from 12 to 220 centimeters and is available for use from 01 May to 30 September. The pool is regularly maintained by the owner or gardener, ensuring it remains in excellent condition throughout the season. An outdoor shower is conveniently located nearby for guests' use. The terraced garden lawn extends across the fenced 2,000 square meter grounds, providing ample space for leisurely strolls and outdoor relaxation. Garden furniture and a terrace complete the outdoor setting, offering comfortable spaces for al fresco dining and unwinding while enjoying the peaceful wooded landscape that surrounds the property.
Other Information
Guests should be aware that access to "Il Sorbino" is via a motor access road that is approximately 200 meters long, bumpy, and narrow in nature. For this reason, arrival by car is strongly recommended. A car is also advised for exploring the surrounding area and reaching local amenities with ease. Bicycles are available at the property for an additional fee, offering a pleasant alternative for shorter excursions. The property is situated 470 meters above sea level, contributing to its peaceful and secluded atmosphere.
Distances and Attractions
"Il Sorbino" enjoys a privileged location with convenient access to a wide range of local services and attractions. The nearest shop is just 1.5 kilometers away, while a supermarket can be reached within 2 kilometers. The center of Castiglion Fiorentino is 4 kilometers from the property, and the railway station "Castiglion Fiorentino" is equally 4 kilometers away. The historic city of Arezzo lies 15 kilometers from the cottage, and the renowned town of Cortona is also 15 kilometers away, offering world-class art, architecture, and gastronomy. The Valdichiana Outlet Village is situated 25 kilometers from the property, providing excellent shopping opportunities. The bathing lake "Lago Trasimeno" is 35 kilometers away, perfect for a refreshing swim in natural surroundings. A 9-hole golf course is located 15 kilometers from the property for sports enthusiasts. The cultural and artistic capital of Florence can be reached within 100 kilometers, while the sandy beach "Castiglione della Pescaia" is 160 kilometers away for those wishing to combine a countryside stay with a coastal excursion. Il Sorbino
La Felcaia
Superb private villa with WIFI, private pool, TV, patio and pets allowed
Special Offer-
6
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3
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2
Description
Property Summary
Nestled in the breathtaking Tuscan countryside at 600 meters above sea level, House "La Felcaia" is an exceptional holiday rental offering an unparalleled retreat in the heart of Italy. Located just 2.5 km from the charming town of Castiglion Fiorentino and 10 km from the renowned hilltop city of Cortona, this impressive property spans 500 m2 and is set within a magnificent 3-hectare estate. The villa is surrounded by a fenced terraced garden filled with trees, creating a serene and private atmosphere that perfectly complements the natural beauty of the Tuscan landscape. Guests have exclusive access to a stunning swimming pool measuring 11 x 5 meters, available from 01 May to 06 October, ensuring refreshing summer days in complete privacy. The property is equipped with internet wifi, keeping you connected throughout your stay, while roofed parking for 2 cars provides added convenience and peace of mind. Whether you are seeking relaxation or adventure, House "La Felcaia" delivers an extraordinary experience in one of Italy's most celebrated regions.
Outdoors
The outdoor spaces at House "La Felcaia" are truly remarkable, offering a wealth of opportunities to enjoy the stunning Tuscan surroundings. The private fenced terraced garden, rich with mature trees, provides a tranquil and shaded environment perfect for leisurely afternoons in the open air. The exclusive swimming pool, measuring 11 x 5 meters with a depth ranging from 90 to 190 cm, is available from 01 May to 06 October and is complemented by a dedicated WC and an outdoor shower conveniently located within the pool area. For shared use, a generous pergola of 50 m2 offers a welcoming shaded space ideal for outdoor dining and relaxation, furnished with garden furniture that invites you to unwind and take in the peaceful countryside views. A table tennis table is also available in the shared outdoor area, providing a fun recreational option for guests of all ages. The expansive 3-hectare grounds further invite exploration, with walking paths departing directly from the property, allowing you to immerse yourself in the natural beauty of the Tuscan hills at your own pace.
Other Information
House "La Felcaia" is thoughtfully equipped to ensure a comfortable and secure stay for all guests. The property features a burglar alarm system, providing an additional layer of security and peace of mind throughout your visit. Inside the house, guests can enjoy a table tennis table as well as a table football, offering entertaining recreational options for evenings or quieter moments indoors. It is worth noting that the owner resides on the same property, ensuring attentive and responsive assistance should any need arise during your stay. To fully appreciate the surrounding area and make the most of the many nearby attractions, it is recommended that guests have access to a car, as the property's countryside setting makes personal transportation particularly advantageous.
Distances and Attractions
House "La Felcaia" enjoys a privileged position that places a wealth of destinations and services within easy reach. A shop is located just 2.5 km away, while a supermarket can be found at 3.5 km, ensuring that everyday essentials are always conveniently accessible. The railway station "Castiglion Fiorentino" is situated 3.5 km from the property, offering straightforward connections for those wishing to travel by train. For golf enthusiasts, a 9-hole golf course is just 13 km away, while the sandy beach "Castiglione della Pescaia" is reachable at a distance of 160 km, and the bathing lake "Lago Trasimeno" lies 35 km away, providing a closer aquatic escape. Culture and history are equally well represented in the surrounding area, with the magnificent city of Arezzo just 25 km away, the iconic Firenze at 100 km, and the popular Valdichiana Outlet Village a mere 20 km from the property. The celebrated hilltop town of Cortona, renowned for its Etruscan heritage and panoramic views, is only 10 km away, while the centre of Castiglion Fiorentino, with its charming streets and local amenities, is just 2.5 km from the house. La Felcaia
Villa Montalcino
Amazing independent accommodation with private pool, WIFI, patio and panoramic view
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8
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3
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3
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180 m2
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
Il Tiglioré
Stunning private holiday home with A/C, WIFI, private pool, TV, patio and pets allowed
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4
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2
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1
Description
Property Summary
Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.
Outdoors
The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.
Other Information
"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.
Distances and Attractions
The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré
Il Sogno di Pietro
Wonderful independent house with WIFI, A/C, private pool, TV, patio, pets allowed and 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
Villa Piazza della Fortezza
Pretty independent villa rental with A/C, hot tub, WIFI, TV, patio and panoramic view
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6
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3
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3
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150 m2
Description
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley.
The property is located just a few steps away from the traditional shops of the village, known all over the world for its excellent “Brunello" wine.
The owner of this villa for rent in Montalcino runs a nearby wine-bar (breakfast, lunch or dinner or wine tastings at discounted rates). The lovers of the fantastic Tuscan wines will also have the chance to book private wine tasting lessons (with local sommeliers) within the next door fortress (the fortress houses the largest selection of Brunello di Montalcino of the whole region).
This villa has been carefully restored and furnished, perfectly mixing traditional details with modern elements of contemporary art. Additionally the villa, despite being located within a village, is provided with a private parking, a garden, a private outdoor Jacuzzi and a large furnished terrace ideal for al-fresco dining while enjoying the panoramic views.
The property is equipped with wi-fi internet connection (free of charge) and with electrical bicycles perfect for exploring the surrounding areas.
Villa Piazza della Fortezza is provided with a pleasant, private outdoor Jacuzzi (4 persons; 2,1 x 2,1 meters), ideal for a refreshing dip during the summer months.
Distances: the square and historical center of Montalcino (shops of any kind) are a few steps away, Abbazia di Sant'Antimo 10 km away, Bagno Vignoni 18 km away, Pienza 23 km away, Montepulciano 39 km away, Siena 45 km away, Orvieto 100 km away, Florence 110 km away, Rome 200 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Piazza Della Fortezza
Private Holiday villa with A/C, WIFI, TV, pets allowed, panoramic view, close to Greve In Chianti
-20% Special Offer-
4
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2
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1
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110 m2
Description
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is a beautiful stone building (110 sq m) with air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with one bathroom. Conveniently located 6 km (4 mi) from Panzano In Chianti, Italy in the tourist area "Chianti" and only 13 km (8 mi) from Greve In Chianti.
Your Experience
Upon arrival at Villetta Cafaggio, Ac, Wifi, Panzano In Chianti you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy 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. Dining 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 vacation. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: Greve In Chianti 13 km (8 mi), Siena 30 km (18 mi), San Gimignano 37 km (23 mi), Florence 42 km (26 mi) and Montalcino 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 136 km (84 mi), Forte Dei Marmi 143 km (89 mi), Rome 270 km (168 mi), Venice 292 km (182 mi) and Milan 335 km (208 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villetta Cafaggio, Ac, Wifi, Panzano In Chianti. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 55 km (34 mi), Pisa (psa) 101 km (63 mi), Bologna (blq) 141 km (88 mi), Genova (goa) 274 km (170 mi) and Roma Ciampino (cia) 279 km (174 mi).
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti
La Casa di Pino
Unique private vacation home 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
Galleria di Brolio
Stunning independent vacation home with A/C, private pool, 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 del Nonno
Fantastic apartment with WIFI, private pool, 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
Brunello
Nice flat with A/C, pool, TV, pets allowed and panoramic view
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3
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14
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8
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Brunello 1 | 3 | 2 | 2 | 80 m2 | € 257 /Night |
| Brunello 2 | 4 | 2 | 2 | 90 m2 | € 268 /Night |
| Brunello 3 | 7 | 4 | 3 | 160 m2 | € 342 /Night |
| All 3 Accommodations | 14 | 8 | 7 |
Description
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away.
This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been nicely furnished in a rustic style.
The property is part of a large and renowned farming estate producing an excellent Brunello wine. Access via dirt road (1km).
Distances: Montalcino with all kinds of shops 4 km away, Pienza 20 km, Siena 38 km, Montepulciano 50 km away, Grosseto 55 km away.
At guests’ disposal: large garden (3 hectares) with charming panoramic terrace and swimming-pool (5 x 14 m – maximum depth 1,6 m – open from 01/05 to 30/09), open-air shower (cold water), dressing room with bathroom with shower (warm water), ancient bread oven, laundry (free use). All of the apartments provide alarm system.
Extra services included in the rental price: linen change on Wednesdays.
Extra Services: Baby bed available upon request at € 70,- / per week (payable on site).The produce of the estate is available for clients to be purchased.
Arrivals must be within 19.00.
Please carefully check if there are any extra costs to be paid on site! Brunello
Casa Angela
Private Vacation home with A/C, WIFI, private pool, 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 holiday home with private pool, WIFI, A/C, TV and pets allowed, near Arezzo
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9
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4
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3
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150 m2
Description
SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS
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.
For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
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
Unique private holiday rental with WIFI, private pool, A/C, TV and terrace, near 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 15 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
Fabulous private house with A/C, WIFI, private pool, 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
Volpe
Pretty holiday rental with WIFI, A/C, TV, balcony and pets allowed
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4
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2
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2
Description
Property Summary
Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful residential area of villas, just 1 km from the centre of Castiglion Fiorentino, Italy. This thoughtfully renovated holiday rental offers an ideal retreat for those seeking a refined and tranquil escape in the heart of Tuscany. The property benefits from a private garden of 250 m2, providing a serene outdoor space exclusively for your enjoyment, while a shared fenced garden of 2,000 m2 is also available for common use. Connectivity is seamlessly ensured with Internet WiFi access throughout the property. Parking is conveniently available directly on the premises, and an EV charging station is provided for guests travelling with electric vehicles, reflecting a thoughtful commitment to modern comfort and sustainability.
Outdoors
The outdoor spaces at "Volpe" are a true highlight of the property, offering a generous and well-maintained environment in which to relax and enjoy the Tuscan landscape. The private garden of 250 m2 provides an intimate and exclusive setting, ideal for outdoor dining, leisure, or simply unwinding in the fresh air. For those seeking more space, the shared fenced garden of 2,000 m2 offers ample room to stroll, play, or gather in a secure and well-kept environment. The surrounding residential area of villas ensures a calm and pleasant atmosphere throughout your stay.
Other Information
A car is recommended to make the most of the surrounding area and to reach nearby attractions with ease. The owner of the property resides on the same premises in a separate semi-detached house, ensuring a welcoming and attentive presence while fully respecting your privacy. Please be aware that the owner does not accept bookings from youth groups.
Distances and Attractions
"Volpe" enjoys an exceptionally convenient location with a wide range of services and attractions within easy reach. A grocery store is located just 400 m away, while a supermarket can be found at 500 m. A restaurant and a bar are both situated approximately 1 km from the property, and a bus stop is only 300 m away. The railway station "Firenze-Roma" is reachable within 3 km, making regional travel straightforward and accessible. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," just 20 km away, and the renowned thermal baths "Rapolano" at 45 km. The area is also rich in cultural and historic destinations, with Cortona at 11 km, Arezzo at 16 km, Passignano sul Trasimeno at 29 km, Castiglion Del Lago at 29 km, Pienza at 45 km, and the magnificent city of Siena at 60 km. Volpe
Pozzonovo
Comfortable holiday home with pool, WIFI, TV and pets allowed, near 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 | € 70 /Night |
| Il Ciliegio | 4 | 1 | 1 | 49 m2 | € 78 /Night |
| Il Pesco | 4 | 1 | 1 | 40 m2 | € 78 /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
Villa Mezzavia
Private Holiday rental with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
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11
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6
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4
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300 m2
Description
Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Mezzavia is a lovely property (300 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 11 people comfortably in six bedrooms with four bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property 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 visiting museums. Outside you will also find a patio and barbecue grill.
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 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 mi).
Additional Information
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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Villa Mezzavia
Villa Nibbiano
Superb private vacation home with WIFI, private pool, TV, patio, pets allowed and panoramic view
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6
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3
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3
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250 m2
Description
Vacation rental Villa Nibbiano is a lovely property (250 sq m) that includes WiFi internet and private pool. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Villa Nibbiano is located 2 km (1 mi) from Montepulciano, Italy and only 31 km (19 mi) from Cortona in the tourist area "Orcia Valley".
Montepulciano can be reached on foot in about 25 minutes, or 200 mt from the villa you can take a bus that takes you into town.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a relaxing holiday 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. Also available outside are a barbecue grill, playground and patio. 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.
Visit the Area
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: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 65 km (40 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Nibbiano. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 210 km (131 mi) and Bologna (blq) 214 km (133 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional 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 schedule 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 additional costs.
Villa Ludovica