Results 101 - 120 of 222
Property Summary
Villa Vita Bella is a traditional Tuscan farmhouse nestled just outside the enchanting city of Cortona, in the heart of Italy, offering an exceptional vacation rental experience for those who cherish the slow pace of life and the breathtaking panoramas of the Tuscan and Umbrian hills that surround the estate. Spanning over 250 square meters across 2 independent apartments, the villa accommodates guests in a setting that seamlessly blends authentic rural character with modern comfort. The property features a magnificent private swimming pool, fully fenced for privacy and safety, set within a sprawling yard that extends over one hectare of beautifully terraced land, all oriented to capture the sweeping views of the Cortona valley. Connectivity is ensured throughout the estate with internet WiFi, while a generous private parking area accommodates up to 3 vehicles with ease. The villa is registered under CIN IT051017C2U4O7Y8DJ.
Outdoors
The outdoor spaces of Villa Vita Bella are truly one of its most remarkable features, composed of a series of terraces at different levels, each one facing the Cortona valley and offering uninterrupted views of the surrounding hills. The private swimming pool is completely fenced and generously equipped with sunloungers and umbrellas, providing a refined and relaxing environment for sunbathing and leisure. Adjacent to the main building, a paved outdoor area has been thoughtfully furnished with a table and chairs, creating an ideal setting for al fresco dining in the open Tuscan air. The entire garden, covering over one hectare of land, invites guests to explore and unwind in a natural and tranquil environment. Adding a uniquely charming touch to the estate, a friendly Sardinian donkey named Biondino resides on the property, delighting guests of all ages.
Other Information
Villa Vita Bella is divided into 2 fully independent apartments, each with its own entrance at the ground floor. The first apartment welcomes guests into a living room furnished with sofas and armchairs, a dining room with table and chairs, and a fully equipped kitchen providing all necessary amenities. This apartment represents the largest communal area, ideal for the full group to gather together. Also on the ground floor is a bathroom with shower. On the upper floor, you will find 2 double bedrooms, 1 bedroom with 2 single beds, and a large bathroom with shower. The second apartment, also accessed from the ground floor, features a living room, a large fully equipped kitchen with a dining table that can accommodate up to 10 people, 1 bathroom with shower, and a laundry room. On the first floor of this apartment, there are 2 double bedrooms and a second bathroom with shower. The villa is equipped with air conditioning, which is included in the rental price, along with a dishwasher, washing machine, and satellite TV. Heating is available and metered separately. The owner resides approximately 500 meters from the villa, ensuring that guests enjoy full privacy and exclusive use of the entire estate, including the pool, while remaining readily available to assist with any requests. Check-in is from 15:00 and check-out is by 9:30. The minimum stay is 1 week, and during high season bookings run from Saturday to Saturday. A late check-in after 7:00 PM until 11:30 PM is available, and check-in later than 11:30 PM must be arranged in advance and may require additional fees. A refundable security deposit of 500 euros is required upon arrival and will be returned before departure, less any charges in the event of damage. A tourist tax of 8 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Final cleaning is included in the rental price. Pets are permitted at the owner's discretion and require prior approval. Please be aware that 2 dogs and a donkey already reside on the property. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalized concierge service to assist with booking tours, tickets, restaurant reservations, and daily planning. Assistance is available 24 hours a day, 7 days a week, via an emergency contact provided at check-in, and the team is happy to offer suggestions for excursions, cooking experiences, and a wide variety of local activities.
Distances and Attractions
Villa Vita Bella enjoys a privileged location with excellent access to some of the most celebrated destinations in Tuscany and Umbria. The center of Cortona is approximately 1.5 km away and can be reached on foot in about 15 minutes by walking through a lovely public garden, or by car in less than 10 minutes. The town of Camucia, just 5 km from the villa, offers a full range of everyday services including large supermarkets, a train station, and gas stations. For those wishing to explore the wider region, Montepulciano is 30 km away, the scenic Lake Trasimeno is 25 km distant, and the historic city of Arezzo can be reached in approximately 31 km. The charming town of Pienza lies 40 km from the property, while Perugia, home to an international airport, is 50 km away. Siena is 60 km from the villa, Florence with its international airport is 110 km away, and Rome with its airport can be reached in approximately 210 km. Villa Vita Bella
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
Property Summary
Cortona Deluxe is a refined luxury apartment nestled in the heart of Cortona, one of Tuscany's most celebrated hilltop cities in Italy, positioned adjacent to the public gardens of Parterre and within walking distance of the central square. This exceptional vacation rental spans over 95 square meters on a single floor, tastefully furnished by the owner to ensure the highest level of comfort for every guest. The interiors unfold from a welcoming entrance into a generous open-plan living area featuring sofas and armchairs, a dining table, and a fully equipped kitchen, all oriented toward the garden and the sweeping valley below. The night area comprises 2 double bedrooms and 2 full bathrooms, each fitted with a shower. Guests may also access a sauna room, available upon request at an extra cost. The apartment is equipped with air conditioning, a washing machine, a dishwasher, and satellite television. Seamless connectivity is ensured throughout the property thanks to Internet WiFi, allowing guests to stay effortlessly in touch during their stay. The private yard, partially paved and panoramic, faces both the public garden and the valley, offering an enchanting outdoor retreat that perfectly complements the elegance of the interiors. The property holds the CIN registration code IT051017C2285WL753.
Outdoors
The outdoor spaces of Cortona Deluxe represent one of the most captivating features of this property, offering a private and panoramic garden that faces the public gardens of Parterre and the valley stretching below the city of Cortona. The garden is partially paved and thoughtfully arranged to accommodate outdoor living at its finest, furnished with garden furniture including a table and chairs ideal for al fresco dining. A barbecue is also available, inviting guests to enjoy leisurely meals in the open air while taking in the remarkable views of the Tuscan landscape. The combination of greenery, paved surfaces, and carefully selected furnishings creates an outdoor environment that is both functional and deeply atmospheric, perfectly suited to the relaxed rhythms of a Tuscan holiday.
Other Information
Cortona Deluxe is located within the ZTL restricted traffic zone of Cortona, and free parking is available approximately 5 minutes on foot from the property. Access to the apartment is through a gate, and guests are required to climb a few steps from the garden to enter the house. Check-in is available from 15:00, and check-out must be completed by 10:00. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, subject to any deductions in the event of damage. A tourist tax applies and is charged per person per night. Small pets are admitted upon request. Late check-in is available after 19:00 until 23:30, while check-in requests beyond 23:30 must be arranged in advance and may be subject to additional fees. The rental price includes a final cleaning service and a welcome basket filled with local products. Upon request, guests may arrange a range of additional services including a cook service, cooking classes, and a personalized concierge service to assist with booking tours, tickets, restaurant reservations, and daily planning. Assistance is available 24 hours a day, 7 days a week through an emergency contact provided at check-in, and the team is on hand to offer suggestions for excursions, cooking experiences, and a wide variety of local activities.
Distances and Attractions
Cortona Deluxe enjoys an enviable position in the city center of Cortona, placing guests within easy walking distance of the main square, restaurants, shops, banks, and grocery stores, making every daily need effortlessly accessible. The larger town of Camucia, located 5 km away, offers supermarkets and a train station, providing excellent connections to the wider region. Among the most celebrated destinations in the surrounding area, Montepulciano is 30 km away, Pienza is 40 km, Chianciano Terme is 42 km, and Arezzo is 35 km from the property. Further afield, Siena is 60 km away, Assisi is 60 km, Gubbio is 98 km, and San Gimignano is 112 km from Cortona Deluxe. For international and domestic travel, Perugia Airport is 58 km away, Florence Airport is 100 km, and Rome Airport is 200 km from the property, ensuring convenient access to and from some of Italy's most important air hubs. Cortona Deluxe
Property Summary
Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.
Outdoors
The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.
Other Information
Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.
Distances and Attractions
Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio
Property Summary
Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.
Outdoors
The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.
Other Information
Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.
Distances and Attractions
Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré
Property Summary
Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fiorentino, Italy. The property features a main house and an outbuilding, offering a spacious and private setting. It boasts a fenced 6,500 square meter grounds with a lush lawn, a seasonal swimming pool (12 x 4 meters, depth 140 cm, available from April 15 to October 30), an outdoor shower, a pergola, garden furniture, a barbecue area, and parking on the premises. With amenities like Internet Wi-Fi, it provides a perfect setting for a relaxing vacation rental.
Outdoors
The property offers an idyllic outdoor experience with its expansive 6,500 square meter fenced grounds. Guests can enjoy the well-manicured lawn, perfect for lounging or outdoor activities. The highlight is the seasonal swimming pool, measuring 12 x 4 meters with a depth of 140 cm, available from April 15 to October 30. Enhance your alfresco experience with the outdoor shower, pergola, garden furniture, and barbecue area. Just an example, you can savor delightful meals prepared on the grill while enjoying the beautiful surroundings.
Other Information
The property is conveniently located near essential amenities. A grocery store and a supermarket are just 3 km away, ensuring easy access to supplies. For dining options, a restaurant is only 1 km from the villa. The "Firenze-Roma" railway station is 3 km away, providing convenient transportation links. Those seeking relaxation can visit the thermal baths at "Rapolano Terme," situated 37 km from the property, or the bathing lake "Trasimeno." The owner does not accept youth groups, ensuring a peaceful atmosphere for families and couples.
Distances and Attractions
Il Sogno Di Pietro offers a prime location to explore the region's rich cultural and historical attractions. Nearby destinations include Cortona (13 km), Arezzo (16 km), Lucignano (20 km), Passignao Sul Trasimeno (31 km), Castiglione Del Lago (33 km), and Pienza (47 km). These charming towns and cities offer a glimpse into the region's rich heritage, with stunning architecture, museums, and picturesque landscapes to explore. Whether you're seeking cultural immersion or natural beauty, this holiday rental provides a convenient base to experience the best of the area. Il Sogno di Pietro
Property Summary
You are considering Casa Volpe, a beautiful, comfortable 2-family detached house in Castiglion Fiorentino, Italy. It is a renovated property located 1 km from the town center in a residential area. The property boasts a private garden of 250 m2, on-site parking, and an EV charging station. It offers amenities such as a yard, internet WiFi, parking, and an EV charging station. The property is ideal for a vacation rental.
Outdoors
The property features a shared garden of 2,000 m2 that is fenced, providing ample outdoor space for you to enjoy. Additionally, you have access to a private garden of 250 m2, perfect for relaxing or dining al fresco.
Other Information
Please note that the owner does not accept youth groups and resides on the same property in a separate semi-detached house. A car is recommended during your stay.
Distances and Attractions
The property is conveniently located near various amenities, including a grocery store 400 m away, a supermarket 500 m away, a restaurant and bar within 1 km, and the "Firenze-Roma" railway station just 3 km away. For those seeking relaxation, the "Rapolano" thermal baths are 45 km away, and the "Trasimeno" bathing lake is only 20 km from the property. Nearby attractions include the charming towns of Cortona (11 km), Arezzo (16 km), Passignano sul Trasimeno (29 km), Castiglion Del Lago (29 km), Pienza (45 km), and the beautiful city of Siena (60 km). Volpe
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 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
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
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
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
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
Villa Mezzavia is a nice property (300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with four bathrooms. 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".
The Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Tuscany. After a busy 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. Outdoors you will also find a barbecue grill and patio.
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 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
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 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 learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy 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. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's 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 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional 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 needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details 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.
Baby Sitting - A babysitter can be arranged at Villa Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice holiday home (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Eleonora. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Conveniently located 4 km (2 mi) from Sansepolcro, Italy in the tourist area "San Sepolcro And Surroundings" and only 39 km (24 mi) from Arezzo. Property Villa Vindelbono is a lovely stone building that includes private pool, WiFi internet and air conditioning. The property can sleep up to six people comfortably in three bedrooms with two bathrooms.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outdoors are a patio and barbecue grill. 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 holiday. The kitchen includes coffee machine, microwave, stove 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 patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 39 km (24 mi), Cortona 55 km (34 mi), Gubbio 69 km (43 mi), Urbino 77 km (48 mi) and Perugia 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 248 km (154 mi), Venice 323 km (201 mi) and Milan 392 km (243 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Vindelbono. If you have a large dog or multiple pets, please ask for permission prior to booking.
Pool Open: 1 May - 31 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) 135 km (84 mi), Bologna (blq) 186 km (115 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 257 km (159 mi) and Roma Fiumicino (fco) 269 km (167 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize 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.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The garden is fully enclosed.
Up to 3 dogs are permitted. Villa Vindelbono
Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. Villa Ivana - Cortona is a beautiful vacation rental (1052 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 18 people comfortably in nine bedrooms with ten bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival at Villa Ivana - Cortona you’ll find a nice clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
Conveniently located in the centre of Tuoro Sul Trasimeno, Italy in the tourist area "Cortona And Surroundings" and only 16 km (10 mi) from Cortona. Villa Domus Papi is a lovely holiday home (445 sq m) with air conditioning and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with eight bathrooms.
What to Expect
After arriving at Villa Domus Papi you’ll find a lovely clean well-maintained property ideal for a splendid 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 relax at the end the day. Outside you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Italian weather.
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 16 km (10 mi), Montepulciano 33 km (21 mi), Perugia 36 km (22 mi), Assisi 57 km (36 mi) and Arezzo 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 139 km (86 mi), Pisa (psa) 201 km (125 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Villa Domus Papi