Sant'Enea Vacation Villa Rentals
Results 141 - 160 of 392
Borgo di Usciano
Beautiful independent vacation home with WIFI, private pool, TV, terrace and pets allowed
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- 8
Description
Usciano is an ancient village of medieval origin, located a few kilometres from the city of Arezzo. It is located on a panoramic position, perched on a high hill, surrounded by olive groves and green woods of oak and holm-oak. The stone farmhouse and its two small houses date back to 1851, when the small village was inhabited by woodcutters, farmers and chestnut growers, the atmosphere alone will immediately take you back to those times.
The hamlet has been restored preserving its original features and using ancient materials such as terracotta, stone and old wooden beams. Even the furniture, functional and comfortable, has been chosen in respect of rural traditions.
Borgo di Usciano can be reached by an unpaved road through the woods of about 1.5 km, which is well maintained and suitable for all types of cars.
Only 2.5 km away is the village of Palazzo del Pero where you will find a couple of restaurants and some shops.
Only 9 km away is the city of Arezzo and its monuments, shops for shopping enthusiasts, supermarkets, restaurants and all kinds of services. But we also recommend that you spend wonderful days discovering the old town centre, its narrow streets and the works of art by Piero della Francesca, Cimabue and Vasari, scattered throughout the city.
The outdoor area of Borgo di Usciano is divided into various panoramic terraces, and you'll be spoilt for choice whether to relax in the solarium by the beautiful infinity pool (size 7x14 m, depth 1-1.60 m - open from 01st May to 30th September), in the shade of a cool tree in the lower part of the garden, or climb the hill with a 360° panorama and a good book to keep you company.
Adjacent to the kitchen is the paved area with a stone barbecue and wood-burning oven, and equipped with tables and chairs, where you can enjoy pizza and barbecue with your family or friends. To make your holiday even richer and more enjoyable, you can request tastings of typical Tuscan products, massages with experts in the field and guided mountain bike tours of the area. Edoardo, the owner, will be happy to help you.
Pets are welcome (extra charge could be required). Borgo di Usciano
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Description
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
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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- 6
- 6
Description
If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina
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Description
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
Villa dei Michelangioli a Brolio
Private Accommodation with WIFI, sauna, hot tub, private pool, A/C, TV, patio, near Cortona
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- 9
- 9
Description
Villa Dei Michelangioli a Brolio is a beautiful vacation rental (800 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 18 guests comfortably in nine bedrooms with nine bathrooms. Villa Dei Michelangioli a Brolio is located 630 m (2059 ft) from Fattoria, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on vacation.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
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 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Villa De' Michelangioli
Book 15 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 4 nights minimum and can not be combined with any other special offers.
Villa Ivana - Cortona
Amazing private holiday home with private pool, WIFI, hot tub, A/C, TV, patio, near Cortona
- 18
- 9
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Description
Villa Ivana - Cortona is a lovely holiday home (1052 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 18 people comfortably in nine bedrooms with ten bathrooms. Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. 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 you’ll find a nice clean well-maintained property perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside 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 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
Book your vacation for the period from 09 April 2026 to 09 May 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 15 August 2026 to 26 September 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 03 October 2026 to 14 November 2026 and save 5% (minimum 7 nights). Offer valid until 28 February 2026.
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Description
Vacation rental Villa San Leo is a lovely stone building (250 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Umbria. 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. Dining 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 holiday. The kitchen includes coffee machine, microwave, toaster 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 ideal 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: Cortona 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 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) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
Casa Laura
Wonderful independent villa with WIFI, A/C, private pool, TV, panoramic view, near Cortona
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- 2
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Description
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
Casale Valdichiana
Stunning independent holiday villa with private pool, WIFI, A/C, TV and panoramic view, near Cortona
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- 5
- 3
Description
Casale Valdichiana is a lovely stone building with air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Creti, Italy in the tourist area "Cortona And Surroundings" and only 13 km (8 mi) from Cortona.
The property is internally divided into three apartments and the owners live in another house nearby (30 meters far away).
The Experience
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 peaceful holiday 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a playground 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 ten 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: Cortona 13 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 29 km (18 mi), Montalcino 55 km (34 mi) and Siena 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 362 km (225 mi) and Milan 405 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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 (116 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Additional Services
Parking - There is a car park at your disposal in front of the property.
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 arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Casale Valdichiana. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casale Valdichiana
Villa dei Ciliegi
Unique independent property with private pool, A/C, WIFI, patio, panoramic view, close to Cortona
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- 4
- 3
Description
Property Villa Dei Ciliegi is a lovely property (180 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms. Villa Dei Ciliegi is located 2 km (5068 ft) from Creti, Italy and only 15 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 with views of the hills ideal for a peaceful 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. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Cortona 15 km (9 mi), Montepulciano 25 km (16 mi), Arezzo 34 km (21 mi), Montalcino 52 km (32 mi) and Perugia 59 km (37 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 150 m (475 ft).
Some other major tourist destinations you should consider visiting are: Florence 116 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 355 km (221 mi) and Milan 400 km (248 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Dei Ciliegi. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Roma Ciampino (cia) 207 km (128 mi), Bologna (blq) 208 km (129 mi) and Roma Fiumicino (fco) 219 km (136 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 discovering the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Dei Ciliegi
Book 7 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 7 nights minimum and can not be combined with any other special offers.
- 14
- 7
- 7
Description
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
Luna di Cortona
Private Accommodation with A/C, WIFI, private pool, TV, veranda, panoramic view, close to Cortona
- 10
- 5
- 5
Description
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
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Description
Beautiful small independent house situated in quiet and panoramic location on the hills surrounding Arezzo with extensive views over the surrounding landscape and Arezzo in the distance. This property has been recently restored and offers welcoming, tastefully furnished and romantic interiors. Outside, guests can enjoy use of a well-groomed garden with nice swimming-pool and tennis court.
The property owners live approx. 10 meters away.
Distances: Antria with groceries 2 km away, Arezzo with general stores and railway station 12 km away, the charming town of Cortona 40 km away, Florence 70 km, Rome 150 km away.
At guests’ disposal: large garden with swimming-pool (15 x 8 m - min. depth 1,2 m – max. depth 2,4 m), private tennis court.
This property provides air conditioning.
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Gellino
Palazzo Rosadi
Fabulous private holiday villa with A/C, WIFI, private pool, hot tub, TV, patio and panoramic view
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Description
Property Palazzo Rosadi is a nice stone building (500 sq m) that includes air conditioning, hot tub and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with seven 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.
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 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 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).
Special Services
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 inquire prior to booking. The cost will vary depending in the specific tour and number of people.
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.
Palazzo Rosadi
Book your vacation for the period from 04 April 2026 to 04 July 2026 and save 10% (minimum 5 nights).
Case Sant'Anna
Independent Property with hot tub, private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona
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Description
Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna is a lovely holiday rental (300 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 18 guests comfortably in nine bedrooms with eight bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.
Please note that the garden is not fenced.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Your Experience
Upon arrival you’ll find a nice clean well-maintained property ideal for a relaxing holiday 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. Outside you will also find a patio, barbecue grill and hot tub.
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 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna
Torre del Cielo
Unique private holiday home with WIFI, private pool, A/C, hot tub, TV, patio, panoramic view
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Description
Torre del Cielo is a beautiful stone building (250 sq m) with hot tub, WiFi internet and private pool. The property can sleep up to ten people 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. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
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).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled 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 11 April 2026 to 20 June 2026 and save 15% (minimum 5 nights).
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- 8
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Description
Villa Lugnano is located 650 m (2112 ft) from Lugnano, Italy and only 34 km (21 mi) from Cortona. Holiday rental Villa Lugnano is a beautiful stone building (400 sq m) that includes private pool and WiFi internet. The property can sleep up to 16 guests comfortably in eight bedrooms with five bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Umbria. 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. Outdoors you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished patio is the ideal 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: Cortona 34 km (21 mi), Gubbio 49 km (31 mi), Arezzo 56 km (35 mi), Perugia 60 km (37 mi) and Montepulciano 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 226 km (141 mi), Venice 356 km (221 mi) and Milan 417 km (259 mi).
Additional Information
Check-In Time: 15:30 - 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) 152 km (94 mi), Pisa (psa) 214 km (133 mi), Bologna (blq) 215 km (134 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 248 km (154 mi).
Villa Al Confine
Villa Lilli & Spa
Amazing private villa with private pool, hot tub, sauna, WIFI, A/C, TV, patio, close to Cortona
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Description
Villa Lilli & Spa is a lovely stone building (200 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. Villa Lilli & Spa is located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona.
The Experience
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 and the mountains perfect for a splendid 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a hot tub, barbecue grill and patio. Sharing a meal with friends and family is a big 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 mi) and Naples 402 km (249 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) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to arrange this service.
Villa Lilli & Spa
