Ciciliano Villas with Pool
Results 101 - 120 of 202
Podere i Gigli
Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona
- 6
- 3
- 3
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Villa degli Olivi
Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
- 14
- 7
- 7
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
- 3
- 18
- 9
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Lucia 190.1 | 6 | 3 | 2 | ||
| Martina 190.2 | 6 | 3 | 2 | ||
| Rina 190.3 | 6 | 3 | 2 | ||
| All 3 Accommodations | 18 | 9 | 6 |
Description
Property Summary
Nestled in the picturesque hamlet of Camucia, just 5 km from the historic center of Cortona, Italy, this beautiful countryside vacation rental comprises 2 independent houses set within a rustic and comfortable working farm. Built in 2006 and surrounded by expansive fields, the property enjoys a wonderfully sunny position with panoramic views of Cortona and the rolling Tuscan landscape. Guests have access to a shared yard that enhances the sense of space and tranquility, while a fenced swimming pool measuring 5 x 12 m, with a depth ranging from 120 to 220 cm, provides a refreshing retreat during its seasonal availability from 01 June to 30 September. Internet WiFi is available throughout the property, allowing you to stay connected and plan your explorations with ease. A convenient shower and WC are located in the pool area, and a barbecue is on hand for leisurely outdoor dining. The property also benefits from roofed parking and is secured by electric gates, ensuring both comfort and peace of mind during your stay. Please be aware that the owner also resides on the same property.
Outdoors
The outdoor spaces at this countryside retreat are thoughtfully designed to complement the natural beauty of the surrounding Tuscan landscape. A shared garden provides a generous and serene environment where you can unwind and take in the panoramic views that stretch across the hills toward Cortona. The fenced swimming pool, measuring 5 x 12 m with a depth of 120 to 220 cm, is available seasonally from 01 June to 30 September and is accompanied by a dedicated shower and WC area for your convenience. A barbecue is available for outdoor cooking and alfresco dining, perfect for warm summer evenings. In addition to the shared outdoor areas, each house benefits from a private patio of 15 m2 as well as a terrace, offering intimate spaces where you can relax in privacy while enjoying the surrounding countryside scenery.
Other Information
This property offers a number of practical conveniences to ensure a comfortable and well-organised stay. A cook is available on request at an additional cost, providing a wonderful opportunity to enjoy home-prepared meals using local ingredients. Roofed parking is provided on site, and the property is accessed through electric gates for added security. It is worth noting that a car is recommended for getting around the area, given the rural setting of the hamlet of Camucia. The owner lives on the same property, which may offer an added sense of security and local assistance during your visit.
Distances and Attractions
The location of this property places you within easy reach of a wide range of services, attractions, and natural destinations. A restaurant is just 450 m from the property, while a supermarket can be reached in only 2.6 km. The Camucia railway station is conveniently located 2 km away, offering straightforward connections to the wider region. The sandy beach of La Merangola is 20 km away, and the scenic Trasimeno bathing lake is equally 20 km from the property, making both excellent options for a day by the water. For those wishing to explore the rich cultural and historical heritage of Tuscany and Umbria, Castiglion Fiorentino is 11 km away, Foiano della Chiana is 18 km away, Castiglion del Lago is 19 km away, Passignano sul Trasimeno is 22 km away, Arezzo is 32 km away, and Rapolano Terme is 43 km away. The charming hilltop town of Cortona itself, with its Etruscan walls, medieval architecture, and vibrant local culture, is just 5 km from the property and well worth exploring during your stay in Italy. Cortona 190
Special Offer for Lucia 190.1
Apartment:
Martina 190.2
Rina 190.3
Last-Minute Offer for Lucia 190.1
Other apartments with last-minute offers:
Martina 190.2
Rina 190.3
Villa Il Palazzo
Unique independent property with A/C, WIFI, private pool, TV, veranda and pets allowed
- 20
- 9
- 11
Description
Villa Il Palazzo is an old manor house on the doorstep of Cortona, whose origins are lost in the tradition of Tuscany's rural past; indeed, traces of the villa can already be found in ancient documents and maps dating back to the end of the 18th century. Its atmosphere, warm colours, stylish furnishings and original period antiques will transport you to another era, when the rural world was the living centre of society.
You will find the villa just a few kilometres from the beautiful Cortona, famous throughout the world for its works of art, its Etruscan memories and for its narrow stone streets and noble palaces. It is impossible not to spend at least one evening in one of its many fine restaurants. You won't forget “maccheroni al sugo” and sliced Chianina beef, we guarantee it! In Camucia you will find shops and supermarkets, and for small shopping trips, you can walk about 1 km to the small village of Fratta, where there are some services.
The villa is divided into six independent apartments, each with its own kitchenette, but at the same time has a large, cool dining room with lounge and kitchen in the basement where you can get together to cook and eat. You will also have at your disposal a nice garden completely fenced and well-kept, with corners designed for relaxing or enjoying an aperitif with friends, some covered parking spaces, a table tennis, mountain bikes and above all the beautiful swimming pool (size 6x12 m, depth 1,20-1,50 m - open from 01st May to 30th September).
One of the bonuses of Villa Il Palazzo is definitely the pergola equipped for your outdoor meals. Unforgettable dinners with your family or friends will frame your holiday. Villa Il Palazzo
- 3
- 10
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | ||
| Il Ciliegio | 4 | 1 | 1 | ||
| Il Pesco | 4 | 1 | 1 | ||
| All 3 Accommodations | 10 | 3 | 3 |
Description
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo
- 4
- 20
- 8
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Torreone | 6 | 2 | 2 | ||
| La Tufa | 6 | 2 | 2 | ||
| Corito | 4 | 2 | 1 | ||
| Rugapiana | 4 | 2 | 1 | ||
| All 4 Accommodations | 20 | 8 | 6 |
Description
We find Podere Marcigliano nestled in the green Valdichiana, on a gentle hill at the gates of the town of Cortona, which is a must-visit destination. First with its Etruscan and then Roman reminiscences, the town enjoyed considerable prosperity during the medieval period and from 1411 followed the glorious fortunes of the Granducato di Toscana. Its cobbled alleys that wind their way up the hill, the ancient buildings, squares and churches, will make you fall in love with this small and industrious centre of the Valdichiana of Arezzo area, a memory you will always carry in your heart in the years to come, we are sure!
In Cortona or Camucia you will find shops, supermarkets, typical restaurants and every kind of service you need.
Podere Marcigliano consists of 2 newly built villas, which nevertheless reflect the architectural characteristics of the farmhouses of the past. In the first building there are 3 apartments (Torreone, Tufa and the first floor owner’s apartment), in the second there are 2 units (Corito and Rugapiana).
Each apartment has a large green area, a beautiful swimming pool (size 7x14 m, depth 1.50 m - open from 17 May to 30 September and fully fenced), a barbecue, a laundry room in common use and children's games, and its own private area equipped with a furnished gazebo for your meals in the open air.
You will find yourself living your stay in contact with nature but still close to the major centres of Tuscany and Umbria. Its convenient location, quiet but not isolated, makes Podere Marcigliano the ideal place to spend a relaxing holiday while not being far from the major communication routes that will allow you to easily visit, even on day trips, cities of art and small charming villages, little known jewels of the Central Italian countryside.
Podere Marcigliano is also the ideal structure for off-season stays, during the winter and Christmas period, when the town of Cortona is transformed with the thousands of lights of the characteristic Christmas markets and Santa' House. Podere Marcigliano
- 4
- 25
- 9
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| La Turata | 4 | 2 | 1 | ||
| La Gabolina | 6 | 2 | 1 | ||
| Sofya | 6 | 2 | 2 | ||
| Selene | 9 | 3 | 2 | ||
| All 4 Accommodations | 25 | 9 | 6 |
Description
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small houses for guests. It is the ideal place if you wish to spend a relaxing holiday in the midst of the Valdichiana countryside, which offers an infinity of gentle, variable landscapes, and at the same time visit Tuscany and neighbouring Umbria.
You will find the farm at the foot of the rugged hill where the ancient Etruscan town of Cortona rises majestically and will instantly win you over with its old-world atmosphere. In Cortona you can stroll around, enjoy splendid views and visit countless ancient churches, museums and works of art. Don't forget to taste the local cuisine in the typical restaurants in the centre - you won't regret it!
A skilful and careful renovation, carried out with painstaking patience directly by the owner, and a decor in authentic period furniture give the houses a very special charm. You will feel welcomed in a very homely atmosphere that will make you feel at home from the very first moment.
Apartments Sofya and Selene are located in the same building and can be especially recommended for 2 families travelling together. La Gabola, La Gabolina and La Turata, on the other hand, are individual and independent houses, perfect for those who like a little extra privacy.
All around the farm a large green space where each house has its own private corner with a gazebo equipped with table and chairs. This will be your favourite place on warm summer evenings, chatting with friends and a good bottle of red wine. Even your small pets will be more than welcome at Fattoria La Gabola (extra charge could be required).
The beautiful swimming pool measuring mt. 5x10 (depth mt. 1,40 - open from 10 May to 27 September), used together with the owners is situated in a panoramic and sunny position and will be a pleasant pastime for adults and children during the hot summer days. Fattoria la Gabola
| Accommodation | |||||
|---|---|---|---|---|---|
| La Lolla | 4 | 1 | 1 | ||
| La Spiga | 2 | 1 | 1 | ||
| Il Balzo | 4 | 1 | 1 | ||
| La Mucchia | 10 | 5 | 5 | ||
| All 4 Accommodations | 20 | 8 | 8 |
Description
If you decide to spend your vacation at Fattoria Le Chianacce you will find yourself immersed in the green Tuscan countryside, between Arezzo and Siena, overlooking the Valdichiana hills that mark the border between the two provinces.
Le Chianacce farm was founded in the last century and was aimed at raising the prized beef and pork that has always been produced in this area. The owner wanted to recover a part of it, leaving it completely identical to the original construction and equipping it with simple and essential furnishings, which will bring you back to the warm atmospheres of times gone by.
Near the farm you will find the small village of Farneta with the eponymous Abbey of Romanesque origin, which is definitely worth a visit. Because of its strategic location, from the house you can easily reach all the most important art cities and tourist resorts of central Italy.
Only 7 km away you will find the characteristic town of Foiano della Chiana, with its red brick buildings, perched on a green hillock. In Foiano there are all the necessary services, restaurants and trattorias where you can enjoy typical dishes and local wines, supermarkets, stores, pharmacies. If you love shopping, a few kilometers away, you will also find the Valdichiana Village.
The Farm has six apartments, four of which are available to guests, and two inhabited by the owners. At your disposal is a common room with television, laundry, bicycles, ping-pong table and outdoor space equipped with garden furniture and barbecue, where you can enjoy the sun and beautiful summer days.
A few meters from the house, on a natural terrace, you will find the large swimming pool (size 20x8 m. - depth 1.20-1.40 m. - open from May 10 to September 20), with sunbeds, tables and umbrellas for the private use of each apartment, for your days of relaxation and water games with your children. The garden is fully fenced and your four-legged friends are welcome (extra charge could be required). Fattoria le Chianacce
Villa Mezzavia
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
- 11
- 6
- 4
Description
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.
Villa Chiara
Private Villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
- 8
- 3
- 3
Description
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.
Antica Villa della Lana
Unique independent holiday home with A/C, private pool, WIFI, TV, veranda, pets allowed, near Arezzo
- 10
- 5
- 5
Description
Antica Villa Della Lana is located 960 m (3115 ft) from Santa Firmina, Italy and only 2 km (2 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Holiday rental Antica Villa Della Lana is a beautiful stone building (220 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
After arriving you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. 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 ten people.
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: Arezzo 2 km (2 mi), Cortona 29 km (18 mi), Montepulciano 51 km (31 mi), Montalcino 72 km (45 mi) and Siena 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 93 km (58 mi), Viareggio 179 km (111 mi), Forte Dei Marmi 186 km (116 mi), Rome 232 km (144 mi), Venice 338 km (210 mi) and Milan 381 km (237 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Antica Villa Della Lana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 15 April - 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) 98 km (61 mi), Pisa (psa) 160 km (99 mi), Bologna (blq) 188 km (117 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Antica Villa Della Lana
Villa Eleonora
Pretty private holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
- 8
- 4
- 5
Description
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice vacation rental (170 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
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 mountains and the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Outdoors you will also find 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 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 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 inquire 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).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service when you arrive.
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.
Villa del Castagno
Unique private holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
- 7
- 3
- 3
Description
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
Villa Fusai
Wonderful independent vacation home with private pool, WIFI, TV, patio and panoramic view
- 8
- 3
- 3
Description
Conveniently located 9 km (5 mi) from Arezzo, Italy in the tourist area "Arezzo And Surroundings" and only 36 km (23 mi) from Cortona. Vacation rental Villa Fusai is a nice property (150 sq m) that includes WiFi internet and private pool. The property can sleep up to eight people comfortably in three bedrooms with three bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
The Experience
After arriving 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, shopping, 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. Also available outside are a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 36 km (23 mi), Montepulciano 57 km (35 mi), Montalcino 78 km (49 mi), Siena 80 km (50 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 185 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 230 km (143 mi), Venice 341 km (212 mi) and Milan 384 km (239 mi).
Additional Information
Check-In Time: 14:00 - 17:00
Check-Out Time: 08:00 - 11:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 166 km (103 mi), Bologna (blq) 201 km (125 mi), Roma Ciampino (cia) 239 km (148 mi) and Roma Fiumicino (fco) 251 km (156 mi).
Podere Fusai
Villa Agazzi
Stunning independent vacation home with WIFI, private pool, A/C, TV, patio and panoramic view
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Description
Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Agazzi
Book 14 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.
Casa Catia
Pretty private property with WIFI, private pool, TV, pets allowed, panoramic view, near Arezzo
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Description
Comfortable holiday home ideally located close to the traditional village of Castiglion Fiorentino. From this area located south of Siena, known as “Chiana Valley”, guests can easily reach Cortona, Siena, Orcia Valley, Umbria, etc.
The villa is independent, furnished in a traditional rustic Tuscan style and is provided with a private garden and private swimming pool. Access to the property is via 300m of unpaved road in good conditions. Next to the villa, a landing path for ultralight aircrafts is available on request and at disposal of the guests in case they wish to live the unusual experience of a flight over the surrounding countryside.
At guests’ disposal: large furnished garden, gazebo, barbecue, wood oven, private swimming pool for the exclusive use of the guests (size: 10mx5m; depth: 1,5m; open from 01/05 to 30/09), outdoor shower (cold water); baby cot; pets are allowed.
Distances: Castiglion Firoentino (with shops of any kind) 7 km away, Arezzo 18 km away, Cortona 19 km away, Lake Trasimeno 35 km away, Rapolano Terme (with thermal spas) 32 km away, Montepulciano 35 km away, Pienza 42 km away, Siena 55 km away, Montalcino (famous for its “Brunello” wine) 58 km away, Florence 95 km away, Orvieto 105 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Catia
Villa Ivana - Cortona
Beautiful independent house with WIFI, private pool, hot tub, A/C, TV, patio, near Cortona
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Description
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
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Description
Property Summary
Single-family house "Cadellura" is a beautiful vacation rental located in the Santa Firmina district, just 4 km from the center of Arezzo, Italy. The property offers a peaceful retreat with a 10,000 m2 fenced terraced garden, lawn, trees, orchard, and a seasonal kidney-shaped swimming pool (10 x 5 m) available from May 1st to September 30th. The pool area includes an outdoor shower, a pool house with a fridge, and patio furniture. The house features a burglar alarm system, Internet WiFi, parking, and is within 500 m of a shop and 2 km of a supermarket.
Outdoors
The property boasts a 10,000 m2 fenced terraced garden lawn with trees and an orchard. The highlight is the seasonal kidney-shaped swimming pool, measuring 10 x 5 m, available from May 1st to September 30th. The pool area includes an outdoor shower, a pool house with a fridge, and patio furniture, providing the perfect spot to relax and soak up the Italian sun.
Other Information
The owner lives on the same property, ensuring a nearby presence for any assistance required. Public transportation is easily accessible, with a bus stop just 500 m away and the Arezzo railway station located 4 km from the property. The house is equipped with a burglar alarm system for added security and peace of mind.
Distances and Attractions
Located just 4 km from the center of Arezzo, the vacation rental is conveniently situated near essential amenities. A shop is within 500 m, and a supermarket is 2 km away, allowing easy access to supplies. Additionally, the property is in proximity to nearby attractions in Arezzo, a city known for its rich history and cultural offerings. Cadellura
Description
Property Summary
Agriturismo "Agriturismo del Talozzo" is a vacation rental located in the district of Sant'Anastasio, just 7 km from the center of Arezzo, Italy. This rental property offers a peaceful and serene environment, surrounded by beautiful countryside. It features a fenced yard, a garden with trees and a meadow, and a large swimming pool measuring 11 x 6 m, available from May 1st to September 30th. The pool is well-maintained by the owner/gardener, ensuring it is always in top condition for your enjoyment. Parking is available on the premises, accessible via a 50 m unmade road.
Outdoors
The vacation rental property boasts a stunning outdoor space, perfect for relaxation and enjoyment. The fenced premises feature a garden with trees, a meadow, and a large swimming pool measuring 11 x 6 m. The pool is available from May 1st to September 30th and is meticulously maintained by the owner/gardener, ensuring it is always in pristine condition for guests to enjoy. Additionally, the property offers parking on the premises, accessible via a 50 m unmade road.
Other Information
Guests at Agriturismo "Agriturismo del Talozzo" can observe animal husbandry activities on the estate, providing a unique and authentic experience. It is important to note that the owner of the vacation rental lives in a separate semi-detached house and owns a dog. However, guests can enjoy their holiday rental experience with privacy and peace of mind, as the rental property offers a serene and tranquil environment.
Distances and Attractions
The vacation rental is conveniently located near various attractions and amenities. It is situated just 1 km away from a shop and supermarket, making it easy to stock up on essentials. The "Arezzo" railway station is only 5 km away, providing easy access to explore the surrounding areas. Nearby attractions include the Equestrian Center Arezzo (3.5 km), Castiglion Fiorentino (15 km), and Lago Trasimeno (40 km), offering a wealth of activities and sights to enjoy during your stay. The rental's proximity to the center of Arezzo (7 km), Cortona (24 km), and Firenze (88 km) also provides ample opportunities for day trips and exploration. Agriturismo del Talozzo
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Description
Villa Cecilia is an old farmhouse dating back to before 1800. You will find it perched on a hill in the heart of the Valdichiana, about 4 km from Castiglion Fiorentino, a characteristic village where you will find shops, restaurants, supermarkets and all necessities.
The farmhouse has been recently and carefully restored under the careful guidance of the owners, who strongly wished to maintain its ancient origins and characteristics. The original terracotta tiled floors, the high ceilings with wooden beams, all coordinated with quality furnishings, with fine antiques, are a perfect match for the characteristics of the villa. You will feel a sense of warmth at the villa, you will feel welcomed and pampered, perfectly in harmony with your surroundings.
The history of the farmhouse is also fascinating. In ancient times, the Valdichiana was a swamp and before the land reclamation took place, its waters lapped the land of the property and just a few steps from the house there was a small harbour for boats that connected by water to the surrounding villages.
Today the villa is part of a farm that includes vineyards, cereal crops, farmyard animals and beautiful horses. About 1 km away, at the owners' residence, you will be able to enjoy the organic produce from their vegetable garden free of charge. Their paddocks, should you travel with your horses, will be at your disposal (service available for a fee).
Around the villa, you will enjoy a large, completely fenced green space perfect for your morning or evening walks even with your four-legged friends. Inside the park there is also a woodland path (approx. 500 m) where you can relax, walk and organise cool snacks.
For your days at home, there is a beautiful infinity swimming pool (size 6x12 m, depth 1.35 m - open from 01 May to 30 September), with a Roman staircase, bicycles at your disposal, a beautiful porch well equipped with outdoor furniture, where you can enjoy a book or an aperitif in company, the barbecue for your cookouts and also games for your children. Villa Cecilia
