Results 201 - 220 of 263
| Accommodation | |||||
|---|---|---|---|---|---|
| Suite Paradiso | 2 | 1 | 1 | ||
| Paradiso Deluxe | 5 | 1 | 1 | ||
| Paradiso Superior | 5 | 2 | 1 | ||
| All 3 Accommodations | 12 | 4 | 3 |
Conveniently located 620 m (2006 ft) from Case Lunghe, Italy and only 30 km (19 mi) from Montepulciano. Property Casa Vacanze Paradiso is a lovely stone building that includes hot tub, air conditioning and WiFi internet. Casa Vacanze Paradiso is a villa / farmhouse / home having a total of three private apartments. The property can sleep up to 12 guests comfortably.
The owners live in the rear part of the property. Only the main gate is shared with the guests, while the entrance to their apartment and the area where the owners live is separate and independent. Therefore the park area with the swimming pool and other services is for the exclusive use of the guests.
Your Experience
After arriving at Casa Vacanze Paradiso you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation 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 unwind at the end the day. For your pleasure, on the grounds there is a patio and hot tub. This vacation rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: Montepulciano 30 km (19 mi), Cortona 35 km (22 mi), Perugia 45 km (28 mi), Montalcino 58 km (36 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (147 mi), Rome 170 km (105 mi), Venice 382 km (237 mi) and Milan 427 km (265 mi).
Additional Information
Check-In Time: 15:00 - 00:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Roma Ciampino (cia) 179 km (111 mi), Roma Fiumicino (fco) 191 km (119 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 234 km (145 mi).
Guests can have meals all together in the biggest apartment Paradiso Superior, as the kitchen/dining room can accommodate up to 12 people. Casa Vacanze Bella Vita
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
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.
Property Villa Dedalo is a lovely property (600 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep 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
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing 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. 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 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), 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).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, 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
Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 12 km (8 mi) from Cortona. Property Luna Di Cortona is a lovely stone building (520 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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 vacation, 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 needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. 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 arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the supplemental cost.
Baby Sitting - A babysitter can be organized 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
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
Property Il Querceto is a nice property (260 sq m) that includes air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms. Il Querceto is located 4 km (2 mi) from Monteleone D'orvieto, Italy and only 45 km (28 mi) from Montepulciano.
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 peaceful 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 sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and toaster, 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 garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 45 km (28 mi), Perugia 48 km (30 mi), Assisi 70 km (43 mi), Cortona 72 km (45 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 155 km (96 mi), Viareggio 241 km (150 mi), Forte Dei Marmi 248 km (154 mi), Rome 153 km (95 mi), Milan 441 km (274 mi) and Naples 343 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Querceto. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 160 km (99 mi), Roma Ciampino (cia) 169 km (105 mi), Roma Fiumicino (fco) 174 km (108 mi), Pisa (psa) 222 km (138 mi) and Bologna (blq) 246 km (153 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Italian cooking, ask about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Italian cuisine. For more details and the extra cost, please contact us.
Il Querceto
Book your vacation for the period from 16 February 2026 to 31 March 2026 and save 10% (minimum 3 nights). Offer valid until 28 March 2026.
Book now and save 10%. Offer valid until 31 March 2026 and for a minimum stay of 3 nights.
Villa Olivo is a nice holiday rental (350 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Villa Olivo is located in Città Della Pieve, Italy and only 34 km (21 mi) from Montepulciano.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a peaceful vacation in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 34 km (21 mi), Cortona 43 km (26 mi), Perugia 45 km (28 mi), Montalcino 62 km (39 mi) and Assisi 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 240 km (149 mi), Rome 162 km (100 mi), Milan 432 km (269 mi) and Naples 352 km (219 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 183 km (114 mi), Pisa (psa) 213 km (133 mi) and Bologna (blq) 238 km (148 mi).
Villa Olivo
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
La Casa di Pino, 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
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
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno
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 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
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
Holiday rental Casale Il Rondò, Private Pool, Città della Pieve is a beautiful property (450 sq m) that includes WiFi internet and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with five bathrooms. Conveniently located 4 km (3 mi) from Città Della Pieve, Italy and only 33 km (21 mi) from Montepulciano.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Umbria. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, 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.
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: Montepulciano 33 km (21 mi), Cortona 39 km (24 mi), Perugia 51 km (32 mi), Montalcino 62 km (38 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 165 km (103 mi), Venice 387 km (241 mi) and Milan 437 km (271 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 1 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) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 240 km (149 mi).
Casale Il Rondò, Private Pool, Città della Pieve
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 20% (minimum 5 nights). Offer valid until 15 March 2026.
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 25% (minimum 10 nights). Offer valid until 15 March 2026.
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 30% (minimum 14 nights). Offer valid until 15 March 2026.
Charming Apartment Cartoni is a beautiful apartment located in the main square of Città della Pieve, a town famous for being the birthplace of the painter "Il Perugino," in the Umbria region of Italy. The apartment is 90 square meters in size and is located on the second floor of a historic building.
One of the strengths of this apartment is its central location in the main square of the town. In addition, its proximity to Tuscany, only 7 km away, could make it a strategic point for exploring both regions.
Access is made convenient by the elevator, with interior measurements of 107x62 cm. This also makes the apartment accessible for people with reduced mobility.
The apartment has been renovated and elegantly furnished, with attention to detail and guest comfort. Convention for wine, oil and local products tasting at the farm could be an interesting addition to the overall experience. This could allow guests to further immerse themselves in the local culture and delicacies during their stay.
Only for our clients is included in the price a tasting in the family's historic wine cellar located in the historic center of Cetona. The farm produces wines, olive oil and vin santo, as well as organic grain products; attention to product quality is the basis of Podere Tre case's business philosophy. The tasting includes a selection of 3 wines, accompanied by cured meats, cheeses . Charming Apartment Cartoni - Città Della Pieve, Um
Property Summary
House "La Felcaia" is a vacation rental located in the beautiful countryside of Tuscany, Castiglion Fiorentino, Italy. It offers a peaceful retreat away from the city's hustle and bustle while still being conveniently located near the village. The property boasts a terraced garden filled with trees spanning 3 hectares, providing ample outdoor space. You can enjoy exclusive access to a swimming pool measuring 11 x 5 meters, with a depth of 90 - 190 cm, available from May 1 to October 6. The private property spans across 500 m2 and is surrounded by a fenced terraced garden. Amenities include internet WiFi, roofed parking for two cars, and a burglar alarm system.
Outdoors
The property offers a range of outdoor amenities for your enjoyment. For shared use, there is a 50 m2 pergola, garden furniture, and a table tennis table. Within the private fenced terraced garden, you can find a swimming pool with a WC and an outdoor shower in the pool area. Additional recreational facilities include a table tennis table and table football available inside the house. The terraced garden is filled with trees, creating a serene and natural environment for your vacation rental experience.
Other Information
House "La Felcaia" is situated on the owner's property, who resides on the same premises. To explore the surrounding areas, it is recommended that you have a car during your stay. The property is located at an elevation of 600 meters above sea level, providing a beautiful and scenic environment. The owner's presence on the property ensures assistance and support if needed.
Distances and Attractions
House "La Felcaia" enjoys a strategic location with easy access to various nearby attractions. The village center of Castiglion Fiorentino is just 2.5 km away, while the center of Cortona is 10 km away. Shops and supermarkets are conveniently located 2.5 km and 3.5 km away, respectively. The Castiglion Fiorentino railway station is 3.5 km away, making it easy to explore the region. For beach enthusiasts, Castiglione della Pescaia sandy beach is 160 km away, and Lago Trasimeno, a bathing lake, is 35 km from the property. Golf enthusiasts can enjoy the 9-hole golf course located 13 km away, and hiking enthusiasts can explore the walking paths directly from the house. Popular tourist destinations like Arezzo (25 km), Florence (100 km), and Valdichiana Outlet Village (20 km) are within easy reach. La Felcaia
Property Summary
"Il Sorbino" is a charming rustic cottage located in Castiglion Fiorentino, Italy. Offering a tranquil holiday rental experience, the property boasts a private fenced area of 2,000 square meters with a terraced garden lawn. The highlight is the 10 x 5-meter swimming pool with depths ranging from 12 to 220 centimeters, available for use from May 1 to September 30. Guests can enjoy an outdoor shower, terrace, garden furniture, and the pool is maintained by the owner or gardener. Additionally, the property provides Internet WiFi and parking on the premises.
Outdoors
The property features a private area of 2,000 square meters, which is fenced and includes a terraced garden lawn. Guests can enjoy the highlight of the property, the swimming pool, measuring 10 x 5 meters with a depth ranging from 12 to 220 centimeters. The swimming pool is available for use from May 1 to September 30. An outdoor shower, terrace, and garden furniture are also provided, and the pool is maintained by the owner or gardener.
Other Information
Access to the property can be a bit challenging as the motor access is 200 meters long, bumpy, and narrow, making it recommended for guests to arrive by car. Parking is available on the premises. Bicycles are also available for an additional fee. The nearest shop is 1.5 kilometers away, while the supermarket is 2 kilometers away.
Distances and Attractions
The property is situated 4 kilometers away from the center of Castiglion Fiorentino, 15 kilometers from the center of Arezzo, and 35 kilometers from the lake. The railway station "Castiglion Fiorentino" is 4 kilometers away, and the sandy beach "Castiglione della Pescaia" is 160 kilometers away. For swimming, the bathing lake "Lago Trasimeno" is 35 kilometers away. Additionally, there is a 9-hole golf course located 15 kilometers away. Nearby attractions include the town of Cortona at 15 kilometers, Florence at 100 kilometers, and the Valdichiana Outlet Village at 25 kilometers. Il Sorbino
Property Summary
Cottage "Santa Lucia" is a beautiful semi-detached holiday rental located near the center of Castiglion Fiorentino, a picturesque village in Tuscany. This charming cottage boasts a 3-hectare orchard, a private garden lawn with trees, and a highlight 12 x 6 meter swimming pool with a depth of 140-200 cm, available seasonally. You can enjoy the outdoor spaces, including an outdoor shower and parking on the premises, while staying connected with wifi internet.
Outdoors
The property is surrounded by a vast 3-hectare orchard, perfect for nature lovers and outdoor walks. You'll have access to a private garden lawn and trees, ideal for relaxing and soaking up the Tuscan sun. The swimming pool, measuring 12 x 6 meters with a depth of 140-200 cm, is a true highlight, available seasonally from May 1st to September 30th, providing a refreshing escape on hot summer days.
Other Information
Cottage "Santa Lucia" offers wifi internet access, allowing you to stay connected during your holiday rental. The property also features an outdoor shower and parking on the premises for your convenience.
Distances and Attractions
Castiglion Fiorentino, a charming village with shops and supermarkets for your daily needs, is just 2.5 km away. The railway station "Castiglion Fiorentino" is conveniently located 2.5 km from the cottage, making it easy to explore nearby areas. The Trasimeno lake, perfect for water sports enthusiasts, is 35 km away. Fashion lovers will appreciate the Valdichiana Outlet Village, located 25 km from the property. Additionally, the cities of Arezzo and Cortona, popular destinations in the region, are 20 km and 12 km away, respectively. Santa Lucia
Property Summary
The "Nido del Sorbino" cottage offers a tranquil vacation rental nestled in the heart of Tuscany, situated on a private 2,000 square meter fenced plot with a terraced and natural garden. The property boasts a small seasonal swimming pool, a yard, internet WiFi access, and parking facilities, providing you with a comfortable and convenient stay.
Outdoors
The cottage embraces the beauty of the outdoors with its terraced and natural garden, creating a serene setting for outdoor activities. Indulge in the refreshing experience of the small swimming pool, measuring 3 x 2 meters with a depth of 140 centimeters, available seasonally from May 1 to September 30.
Other Information
Castiglion Fiorentino, Italy, serves as the idyllic location for this holiday rental, offering easy access to nearby amenities and attractions. Situated at an elevation of 460 meters above sea level, the cottage is a mere 4 kilometers from the town center and 15 kilometers from Arezzo. A narrow motor access of 200 meters via an unmade road leads to the property.
Distances and Attractions
The surrounding area offers a wealth of attractions and conveniences. The nearest shop is just 1.5 kilometers away, while a supermarket is conveniently located 2 kilometers from the property. The "Castiglion Fiorentino" railway station is situated 4 kilometers away, providing easy access to transportation. Outdoor enthusiasts can enjoy the sandy beach of "Castiglione della Pescaia" located 160 kilometers away or the "Trasimeno" bathing lake, which is 35 kilometers from the cottage. Additionally, a golf course with 18 holes is a short 15-kilometer drive away. Nearby towns and cities worth exploring include Cortona (15 km), Firenze (100 km), and Valdichiana Outlet Village (25 km). A car is highly recommended to fully experience the surrounding attractions. Nido del Sorbino