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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
Villa Chio is a nice stone building (200 sq m) with private pool and WiFi internet. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Villa Chio is located 4 km (3 mi) from Castiglion Fiorentino, Italy and only 14 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
It is forbidden to organize parties and events. Villa La Ghiandaia
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
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | ||
| Il Ciliegio | 4 | 1 | 1 | ||
| Il Pesco | 4 | 1 | 1 | ||
| All 3 Accommodations | 10 | 3 | 3 |
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
| Accommodation | |||||
|---|---|---|---|---|---|
| La Casetta | 4 | 1 | 1 | ||
| Santa Lucia | 4 | 1 | 1 | ||
| Casa Torre | 6 | 3 | 2 | ||
| Casa Loggia | 6 | 3 | 3 | ||
| Casa Monte | 7 | 4 | 3 | ||
| Casa Tettoia | 8 | 4 | 4 | ||
| All 6 Accommodations | 35 | 16 | 14 |
Borgo Al Castello is located 2 km (1 mi) from Montecastelli, Italy and only 38 km (24 mi) from Gubbio. Property Borgo Al Castello is a nice stone building that includes shared pool, WiFi internet and air conditioning. Borgo Al Castello is a villa / farmhouse / home having a total of six independent units. The property can accommodate up to 35 guests comfortably.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Umbria. 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. Outdoors you will also find a patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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: Gubbio 38 km (24 mi), Cortona 40 km (25 mi), Perugia 53 km (33 mi), Arezzo 55 km (34 mi) and Assisi 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 220 km (137 mi), Venice 354 km (220 mi) and Milan 415 km (258 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 07:30 - 10:30
Pool Open: 31 March - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 150 km (93 mi), Pisa (psa) 212 km (132 mi), Bologna (blq) 213 km (133 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Borgo Al Castello. Ask for more details, including the extra cost and how to schedule this service.
Baby Sitting - A babysitter can be organized at Borgo Al Castello. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Borgo Il Poeta
Last-Minute Offer for Casa Tettoia
Book 15 days or less before the arrival date and receive a 17 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool.
The villa is in easy reach of the most important places of interest of central-south Tuscany such as Cortona, Castiglion Fiorentino, Arezzo, Siena..
A secondary road connecting the village of Montecchio to Camucia passes in front of the property.
Distances Montecchio with groceries 2 km away, Camucia with shops of all kinds and railway station 4,5 km, Cortona 7,5 km away, Montepulciano 27 km, Arezzo 30 km, Pienza 40 km away, Rapolano Terme (spas) 40 km, the town of Montalcino (renowned for the production of the Brunello wine) 60 km away, Siena 65 km, San Gimignano 105 km, Florence 115 km away.
At guests' disposal : fenced-in garden with private, fenced swimming-pool (8 x 4 m - min. depth 1,3 m - max. depth 1,7 m), furnished outdoor area ideal for al-fresco dining. Laundry (washing-machine). Free WI-FI internet available.
Parking within the grounds.
Additional Services: Baby bed available upon request.
Pets are permitted with an extra charge of € 50,- / per week / per pet.
Please carefully check if there are any extra costs to be paid on site! Casa Laura
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.
Villa delle Rose is a nice property (350 sq m) with private pool and air conditioning. The property can accommodate up to five guests comfortably in three bedrooms with four bathrooms. Villa delle Rose is located 2 km (1 mi) from Castel Rigone, Italy and only 29 km (18 mi) from Perugia in the tourist area "Trasimeno Lake".
Your Experience
After arriving at Villa delle Rose you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Also available outdoors are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 29 km (18 mi), Cortona 30 km (19 mi), Montepulciano 44 km (28 mi), Assisi 50 km (31 mi) and Arezzo 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 202 km (126 mi), Milan 431 km (268 mi) and Naples 393 km (244 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa delle Rose. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 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) 150 km (93 mi), Roma Ciampino (cia) 211 km (131 mi), Pisa (psa) 212 km (132 mi), Roma Fiumicino (fco) 224 km (139 mi) and Bologna (blq) 236 km (147 mi).
Villa delle Rose
Book your vacation for the period from 24 February 2026 to 30 September 2026 and save 5% (minimum 21 nights). Offer valid until 30 June 2026.
Villa Feronia is a nice holiday home (220 sq m) with private pool and air conditioning. The property can sleep up to six people comfortably in three bedrooms with four bathrooms. Conveniently located 2 km (1 mi) from Castel Rigone, Italy in the tourist area "Trasimeno Lake" and only 29 km (18 mi) from Perugia.
Your Experience
After arriving at Villa Feronia you’ll find a lovely clean well-maintained property ideal for a relaxing vacation in Umbria. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the 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 six people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Italian weather.
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: Perugia 29 km (18 mi), Cortona 30 km (19 mi), Montepulciano 44 km (28 mi), Assisi 50 km (31 mi) and Arezzo 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 202 km (126 mi), Milan 431 km (268 mi) and Naples 393 km (244 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 150 km (93 mi), Roma Ciampino (cia) 211 km (131 mi), Pisa (psa) 212 km (132 mi), Roma Fiumicino (fco) 224 km (139 mi) and Bologna (blq) 236 km (147 mi).
Villa Feronia
Holiday home Torre del Cielo is a beautiful stone building (250 sq m) that includes private pool, hot tub and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. Conveniently located 5 km (3 mi) from Monterchi, Italy in the tourist area "Arezzo And Surroundings" and only 29 km (18 mi) from Arezzo. There is a golf course nearby if you'd like to get in a round or two while on holiday.
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
The Experience
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 206 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Palazzo Rosadi" villa (for 12 people), located 50m away.Additional Information
Pool Open: 1 April - 28 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the additional cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Torre del Cielo
Book your vacation for the period from 01 September 2026 to 31 October 2026 and save 10% (minimum 5 nights).
Palazzo Rosadi is located 5 km (3 mi) from Monterchi, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Palazzo Rosadi is a beautiful stone building (500 sq m) with private pool, air conditioning and hot tub. The property can accommodate up to 12 guests comfortably in six bedrooms with seven bathrooms.
Book your dream in Tuscany
Book an all-inclusive dream week in Tuscany from the transfer from the arrival/departure airport; to worry-free tours of Tuscany, enjoying the historical, scenic, and culinary wonders of this magnificent land, all without a care in your exclusive villa. This is available for a minimum of 6 people, fully customizable. Prices starting from Euro 2500 per person plus villa cost depending on the season.
Or enjoy everything included at the Villa, 7 breakfasts, 7 dinners with chef, with the freedom of personal organization starting from Euro 1000 per person, for a minimum of 6 people plus villa cost depending on the season.
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 29 km (18 mi), Cortona 48 km (30 mi), Gubbio 67 km (42 mi), Perugia 70 km (44 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (128 mi), Forte Dei Marmi 213 km (132 mi), Rome 244 km (152 mi), Venice 343 km (213 mi) and Milan 405 km (252 mi).
Other services included in the rental price:
Valtiberina tour with the owner
Wine tasting in a local cellar
WELCOME BUFFET ON THE EVENING OF ARRIVAL
Please note that if additional space is needed, it is also possible to book the "Torre del Cielo" villa (for 10 people), located 50m away.
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 07:00 - 09:30
Pool Open: 1 April - 28 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
The nearest town is Monterchi (2.5 km away) and can be reached on foot via a country road.
Palazzo Rosadi
Book your vacation for the period from 01 August 2026 to 15 August 2026 and save 20% (minimum 7 nights).
Book 45 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
Property Dimora Di Castroncello is a nice property (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with four bathrooms. Conveniently located 2 km (1 mi) from Castroncello, Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona.
Your Experience
When you arrive at Dimora Di Castroncello you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax 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 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
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 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Holiday rental Villa Dedalo is a nice property (600 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 14 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 900 m (2904 ft) from Manzano, Italy in the tourist area "Cortona And Surroundings" and only 11 km (7 mi) from Cortona.
What to Expect
When you arrive at Villa Dedalo you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, 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. 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 11 km (7 mi), Montepulciano 24 km (15 mi), Arezzo 45 km (28 mi), Perugia 53 km (33 mi) and Montalcino 54 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 199 km (124 mi), Venice 357 km (222 mi) and Milan 407 km (252 mi).
Additional Information
Check-In Time: 14:30 - 18:30
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 208 km (129 mi), Bologna (blq) 209 km (130 mi) and Roma Fiumicino (fco) 221 km (137 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Dedalo
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 8 appealing apartments, all of which offer tastefully furnished interiors that allow their guests a combination of old charm and contemporary design.
Splendid extensive views of the surrounding valleys.
From the park and from the apartments you can enjoy a magnificent view surrounding hills.
The garden well kept and maintained, has a gazebo ideal for outdoor living and al fresco dining.
At guests' disposal:
By renting the 8 apartments together it is possible to obtain an independent villa with private swimming-pool. Common room with dining room with fireplace, kitchen, 2 toilets.
Baby bed available free of charge. Barbecue.
The swimming pool, 14 x 7 depth 1.40 offers a splendid view over the valley. Wi-Fi internet connection available free of charge. Mosquito screens in all the units. Parking within the grounds
Distances:
The village of Fratticciola is at only 200 mt with a food shop.
Fratta at 2 km with shops and restaurant.
Camucia at 5 km
Cortona at 8 km
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Giare
Book your vacation for the period from 09 April 2026 to 01 November 2026 and save 5% (minimum 4 nights). Offer valid until 30 April 2026.
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 4 nights minimum and can not be combined with any other special offers.
Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona. Holiday home Luna Di Cortona is a beautiful stone building (520 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
Upon arrival at Luna Di Cortona you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. 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 vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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.
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 12 km (8 mi), Montepulciano 25 km (15 mi), Arezzo 35 km (22 mi), Perugia 53 km (33 mi) and Montalcino 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 361 km (224 mi) and Milan 405 km (251 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 126 km (78 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental 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 schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be arranged at Luna Di Cortona. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Luna
If you are after a fairytale setting and wedding venue for your wedding in Tuscany then these incredible properties certainly fit the bill. Palazzo Rosadi and Torre del Cielo are two stunning villas in Monterchi that can be rented together to host special events and weddings, accommodating up to 22 people in 11 bedrooms (with 12 bathrooms, 11 of which are ensuite bathrooms) between the two properties. Located on a large and lovely estate that stretches across 25 hectares and is encircled by lush wooded surroundings, these romantic wedding villas are perched on a hillside with astounding views over the famous rolling hills of the Tuscan landscape. A perfectly picturesque and peaceful spot to escape daily life and concerns and to make beautiful memories as you start a life together, these pretty villas have all of the amenities and facilities that one could possibly need for an idyllic destination wedding in Tuscany.
Both typical stone-faced Tuscan villas with terracotta roofs, Palazzo Rosadi is the larger property with six bedrooms and seven bathrooms. Palazzo Rosadi also has a more grand and formal appearance and large interiors with high ceilings and spacious rooms. The decor is elegant with chic bedrooms, a large open-plan living and dining space, pretty little sitting rooms, a charming country kitchen, big bathrooms, and lots of wonderful details such as antique furniture, painted decorative patterns and designs on walls and ceilings, and more. Torre del Cielo, meanwhile, has five bedrooms and bathrooms and looks more like a romantic farmhouse nestled into a gorgeous garden that is alive with blooms. However, do not be deceived. It is still a relatively large villa with spacious interiors featuring exposed beam ceilings and stone walls, pretty bedrooms that really look like something from a storybook, a lovely big kitchen, and an open-plan dining and living room that boasts a massive fireplace. Both houses also boast air-conditioning in all of the bedrooms and WIFI throughout the properties. If you are thinking of getting married in Italy and you are looking for a wedding venue in Tuscany that can house both wedding receptions and your guests, then these romantic wedding villas make for the perfect setting.
The two properties are full of character but they are only made more appealing by the outdoor space of this estate with the woods; the three hectares of groomed gardens across three terraces; the endless outdoor dining areas and benches taking in pretty views of the Tuscan countryside for outdoor meals or escaping with a coffee and a good book for a while; and two swimming pools (one of which 12 x 6 mt; depth: 1,5 mt) with sun-loungers, a heated Jacuzzi (avaliable on request), and an old stone barn that has been made into a large shower and changing room with bathroom facilities. This wonderful exterior space of the estate is ideal for an outdoor wedding and means that incredible wedding meals can be arranged at tables set up on those terraces taking in sweeping views across the rolling hills of the Tuscan landscape, wedding ceremonies can take place in the pretty Italian garden with flowers all around, and your guests have plenty to do and keep themselves occupied with around the special day, allowing everyone to make incredible memories. For your wedding photography, too, there are endless stunning backdrops to perfectly capture your magical and romantic wedding in this fairytale setting.
So, if you having been dreaming of a destination wedding in Tuscany and having your special day in the most magical of settings then be sure to get in touch about these truly stunning wedding villas in Tuscany. Make your dream wedding in Italy a reality:
Palazzo Rosadi - max capacity: 12 bedrooms : 6 bathrooms : 7
Torre del Cielo - max capacity: 10 bedrooms : 5 bathrooms : 5
Extra services
The owners of Palazzo Rosadi can organise all sorts of other services including preparing breakfast and dinner, offering a cooking class with a chef, maid services, babysitting, car/van hire, an English-speaking guide, a wine tour with English-speaking driver and van (all day, 2 wine tastings plus lunch in a typical restaurant), transfer to and from the airport, and hot air ballooning (an exceptionally romantic wedding experience) to further enhance your trip and your wedding in Italy.
Palazzo Rosadi and Torre del Cielo are about 70 meters apart.
The maximum number of guests admitted for the reception is 22 (internally) or up to totally 55 (if the party is held externally).
For any more detailed info about each accommodation, you can check the property #EAS 153756 and #EAS 153757 Palazzo Rosadi And Torre Del Cielo - Weddings And
Property Summary
Nestled on the border between Tuscany and Umbria in Italy, Villa Panorama is a remarkable holiday retreat that lives up to its evocative name, offering some of the most spectacular panoramic views of the surrounding countryside that both regions have to offer. Situated just 2.5 km from the charming hamlet of Monterchi, this distinguished property was originally built by Ferdinando dei Medici, lending it a rich historical character that perfectly complements its breathtaking natural setting. The villa represents an ideal combination of authentic Italian heritage and refined country living, positioned in a wonderfully serene rural landscape that invites complete relaxation. Guests have access to a private swimming pool, allowing for leisurely afternoons spent in the sun while taking in the sweeping vistas of the Tuscan and Umbrian hills. The generous yard surrounding the property provides ample space to enjoy the outdoors in privacy and tranquility. Connectivity is ensured through Internet WiFi available throughout the property, and convenient private parking is provided on site for guests arriving by car.
Outdoors
The outdoor spaces of Villa Panorama are a true highlight of the property, thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool offers a refreshing retreat during warm days, perfectly positioned to take advantage of the panoramic views that stretch across the rolling hills of Tuscany and Umbria. The expansive yard surrounding the villa provides a generous and beautifully maintained outdoor environment where guests can unwind, explore, and enjoy the peaceful countryside atmosphere. Whether you choose to relax by the pool, dine al fresco, or simply absorb the stunning scenery from the comfort of the outdoor spaces, the exterior of Villa Panorama delivers an experience that is both restorative and memorable.
Other Information
Villa Panorama offers an exceptional base for those seeking both relaxation and exploration during their stay. The property benefits from a private parking area, ensuring ease and convenience for guests travelling by car. The historical significance of the villa, originally constructed by Ferdinando dei Medici, adds a layer of cultural depth to the overall experience, making it not simply a place to stay but a destination in its own right. Guests are encouraged to take full advantage of the villa's privileged position on the border between two of Italy's most celebrated regions, using it as a comfortable and well-equipped home from which to discover the rich landscapes and cultural heritage of both Tuscany and Umbria.
Distances and Attractions
Villa Panorama enjoys a privileged location just 2.5 km from the picturesque hamlet of Monterchi, a small and charming village known for its artistic and historical heritage. The property's position on the border between Tuscany and Umbria makes it an outstanding starting point for day trips throughout both regions, allowing you to explore a wealth of towns, villages, landscapes, and cultural landmarks within easy reach. Whether you are drawn to the rolling vineyards and medieval hilltop towns of Tuscany or the ancient forests and artistic cities of Umbria, the villa places you at the heart of some of central Italy's most celebrated and sought-after destinations, all accessible from this remarkable countryside retreat. Villa Panorama
Property Summary
Nestled on the border between Tuscany and Umbria, Villa Monterchi is a historic luxury property that offers an extraordinary holiday experience in one of Italy's most breathtaking landscapes. Located in Monterchi, this magnificent restored palace combines centuries of heritage with refined elegance, featuring carefully preserved original architectural details alongside sophisticated and luxurious furnishings designed to provide guests with the utmost comfort and relaxation. The villa sits within a private park extending over 25 hectares of lush vegetation, creating a serene and secluded retreat surrounded by the rolling hills of Tuscany and Umbria. Guests have access to a stunning private swimming pool set in a panoramic position, a spacious yard enveloped by nature, complimentary Internet Wi-Fi throughout the property, and private parking facilities, ensuring every aspect of a comfortable and memorable stay is thoughtfully provided.
Outdoors
The outdoor spaces of Villa Monterchi are truly exceptional, offering a seamless blend of natural beauty and refined leisure. The villa's expansive private park, covering over 25 hectares, is richly planted with oaks, pines, and cypresses, while a beautifully maintained rose garden frames the property and provides spectacular panoramic views over the Tuscan and Umbrian hills. The private swimming pool, measuring 12x5 metres, occupies a privileged panoramic position and is fully equipped with sun loungers and umbrellas to ensure a relaxing and comfortable outdoor experience. Adjacent to the pool, a gazebo housing a Jacuzzi bath is available upon request, offering an additional touch of indulgence within this remarkable natural setting. A large wooden table positioned to take full advantage of the surrounding scenery provides the perfect setting for al fresco dining, allowing guests to savour meals while immersed in the breathtaking landscape that defines this unique property.
Other Information
Villa Monterchi is a fully restored historic palace that has been carefully renovated to preserve its original atmosphere and distinctive character while incorporating all the comforts expected of a luxury residence. The restoration has been carried out with meticulous attention to detail, ensuring that the authentic architectural heritage of the building is maintained in harmony with elegant and high-quality interior furnishings. The Jacuzzi bath located within the gazebo area is available upon request, and guests are encouraged to arrange this service in advance to ensure availability during their stay.
Distances and Attractions
Villa Monterchi benefits from an outstanding location on the border between Tuscany and Umbria, making it an ideal base for exploring some of the most enchanting cities and cultural destinations across both regions. The town of Monterchi itself holds significant artistic and historical importance, as it is home to one of Piero della Francesca's most celebrated works, the fresco known as "La Madonna del Parto," which was painted in this very location and remains one of the most visited masterpieces in the area. From the villa, guests can easily embark on day trips to a remarkable selection of iconic destinations, including Arezzo, Florence, Siena, Montepulciano, Cortona, Città di Castello, Perugia, and Assisi, among many others, each offering a rich tapestry of art, history, architecture, and gastronomy that reflects the very best of central Italy. Villa Monterchi
Villa Carsuga is located 3 km (2 mi) from Citerna, Italy and only 29 km (18 mi) from Arezzo in the tourist area "San Sepolcro And Surroundings". Villa Carsuga is a lovely stone building (350 sq m) with private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with three bathrooms.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Umbria. After a busy 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.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Cortona 45 km (28 mi), Gubbio 60 km (37 mi), Perugia 70 km (44 mi) and Assisi 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 237 km (147 mi), Venice 332 km (206 mi) and Milan 398 km (247 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 27 June - 7 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 124 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Bucatino