Montisi Vacation Rentals
Results 181 - 200 of 635
Villa San Pietro
Independent Property with WIFI, private pool, A/C, TV, patio, panoramic view, near Cortona
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14
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7
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5
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300 m2
Description
Villa San Pietro is located 770 m (2481 ft) from Cegliolo, Italy and only 5 km (3 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa San Pietro is a lovely property (300 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect 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. Outside 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, microwave, 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 patio where you can enjoy the weather while dining outdoors.
Places 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 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa San Pietro. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional 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 additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize 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 supplemental costs.
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 ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
Villa San Pietro
Casale Chieteno
Amazing independent vacation rental with A/C, private pool, WIFI, TV, veranda and panoramic view
-15% Special Offer-
20
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10
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9
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460 m2
Description
Large independent property with 10 bedrooms and private pool in Tuscany. This beautiful farmhouse is ideal for a large family or group of friends who wish to spend a vacation together in Tuscany. The entire property offers 6 apartments, to accommodate a total of 20 people. It also has a spacious common room equipped for cooking, and accommodating large groups.
The location is very calm and secluded: expansive farm fields and woods surround the house, and a fantastic pool awaits you for cooling off on hot summer days. A short distance away you’ll find the spectacular Val d’Orcia (Pienza, Bagno Vignoni, Montalcino) and numerous art cities like Siena, Arezzo, Florence, Montepulciano, Orvieto, Todi, Perugia, and Arezzo.
Access to the property is via 1,3 km of unpaved road in good condition.
At guests’ disposal: large, private furnished outdoor spaces; pool reserved for guests’ exclusive use (14 x 7 meters; depth: 1,50 meters); 6 apartments, for a total of 10 bedrooms (20 people); air conditioning in all the bedrooms; large common room with well-equipped kitchen for eating all together (both inside and outside); Wifi Internet; barbecue; panoramic views; parking.
Distances: Cetona (shops of all kinds) 5 km away, Pienza 40 km, Montepulciano 30 km, Lake Trasimeno about 30 km, Orvieto 50 km, Arezzo 70 km, Todi 75 km, Siena 85 km, Florence 130 km, Rome 160 km away.
Please carefully check if there are any extra costs to be paid on site! Casale Chieteno
Palazzo Bello
Amazing private holiday rental with WIFI, A/C, private pool, TV, patio and panoramic view
-15% Special Offer-
20
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10
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7
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400 m2
Description
Large farmhouse with private pool near Cetona, Tuscany with splendid 360° views of the countryside. The house has original details like large fireplaces, terra cotta floors and wooden-beamed ceilings.
The property is perfect for large groups wishing to spend a vacation all together without sacrificing any privacy: Palazzo Bello is divided into 4 apartments and offers a total of 10 bedrooms to comfortably accommodate up to 20 people. On the first floor there is a large hall where the entire group can gather and eat all together. There is also a large outdoor veranda that can accommodate guests outside.
The location is very calm and secluded. A short distance away you’ll find the spectacular Val d’Orcia (Pienza, Bagno Vignoni, Montalcino) and famous art cities like Siena, Arezzo, Florence, Montepulciano, Orvieto, Todi, Perugia, and Arezzo.
Access to the property is via 1,3 km of unpaved road in good condition.
At guests’ disposal: large, private furnished outdoor spaces; private pool (14 x 7 meters; depth: 1,50 meters); 4 apartments, for a total of 10 bedrooms (20 people); air conditioning in the 10 bedrooms; Wifi internet; panoramic views and tranquil location; barbecue and wood-burning oven; parking.
Distances: Cetona (shops of all kinds) 5 km away, Pienza 40 km, Montepulciano 30 km, Orvieto 50 km, Arezzo 70 km, Todi 75 km, Siena 85 km, Florence 130 km, Rome 160 km away.
Please carefully check if there are any extra costs to be paid on site! Palazzo Bello
Val D'Orcia
Wonderful private accommodation with WIFI, private pool, A/C, hot tub, TV, patio and pets allowed
Special Offer-
10
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5
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5
Description
Property Summary
Nestled in the rolling Tuscan countryside of Radicofani, Italy, the country house "Val d'Orcia" is an exceptional holiday rental offering a truly serene and private retreat. Perched on top of a hill at 580 meters above sea level and surrounded by open fields and vineyards, this detached country house delivers an atmosphere of complete tranquility and natural beauty. Set within a fully fenced one-hectare estate, the property ensures an outstanding level of privacy for all guests. The generous yard, which includes a beautifully maintained terraced garden of 300 square meters filled with a variety of flowers, provides a picturesque setting that perfectly complements the surrounding Tuscan landscape. The large swimming pool, measuring 6 x 12 meters, is available seasonally from May 1st to October 15th and serves as the centerpiece of the outdoor living experience. Wireless internet connection is available throughout the property, keeping you effortlessly connected during your stay, while on-site parking ensures convenient and secure access to the estate at all times.
Outdoors
The outdoor spaces of "Val d'Orcia" have been thoughtfully designed to make the most of the property's exceptional sunny position and panoramic countryside setting. The swimming pool, measuring 6 x 12 meters with a depth ranging from 120 to 150 cm, is open seasonally from May 1st to October 15th and is complemented by a dedicated poolside shower and toilet for the comfort of all guests. Surrounding the pool, a well-appointed patio and pergola provide shaded areas ideal for relaxing or dining al fresco, while the garden furniture invites you to unwind and soak in the breathtaking Tuscan views. Families with younger guests will appreciate the outdoor slide and swing, and those who enjoy entertaining will find the barbecue facilities a welcome addition. A table tennis table rounds out the recreational offerings, ensuring that guests of all ages have plenty of options to enjoy the outdoors throughout their stay.
Other Information
"Val d'Orcia" is equipped with a comprehensive range of amenities designed to ensure a comfortable and worry-free stay. Inside the property, guests have access to a hydro massage bath, a dedicated relaxation room, and air conditioning to maintain a pleasant atmosphere throughout the warmer months. A washing machine is available for added convenience during longer stays. For guests interested in exploring the surrounding countryside, bicycle rentals can be arranged directly at the property. Those who prefer not to cook can take advantage of the option to request a private cook, adding a touch of indulgence to the stay. The property features an electric gate at the entrance, a burglar alarm system, and a video surveillance system, all contributing to a heightened sense of security and peace of mind. Baby equipment is available upon request, making "Val d'Orcia" a particularly suitable choice for families traveling with young children. Please be aware that a car is recommended in order to fully enjoy the property and its surroundings.
Distances and Attractions
"Val d'Orcia" enjoys a privileged location that places a wealth of Tuscan attractions within easy reach. A grocery store and restaurant are both conveniently situated just 3 km from the property, ensuring that everyday needs are easily met. The renowned thermal baths of "Bagni di San Filippo" are located just 12 km away, offering a wonderful opportunity for relaxation and wellness. The surrounding area is rich in charming towns and villages of great historical and cultural interest, including San Casciano dei Bagni, Vivo d'Orcia, Bagno Vignoni, Castiglione d'Orcia, San Quirico d'Orcia, and the celebrated UNESCO World Heritage town of Pienza, all of which are easily accessible by car and well worth exploring during your stay. Val D'Orcia
Podere dei Venti
Fabulous private villa with private pool, TV and patio
Special Offer-
12
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6
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6
Description
Property Summary
Nestled at the foot of Mount Amiata in the heart of Tuscany, Podere dei Venti is a charming 19th-century country house offering an exceptional holiday rental experience in Castel del Piano, Italy. Set within an expansive 11-hectare agricultural estate, this historic property is surrounded by olive groves, orchards, and chestnut woods, creating a serene and picturesque setting that invites complete relaxation. The estate enjoys a beautiful panoramic position with breathtaking views of the surrounding landscape, making it a truly special retreat for those seeking tranquility and natural beauty. Guests have access to a generously sized private swimming pool measuring 7 x 14 meters, available seasonally from June to September, with pool hours running from 9:00 a.m. to 8:00 p.m. The property also features a private garden complete with a well-maintained lawn and flowers, offering a peaceful outdoor sanctuary. Ample parking is available directly on the premises, ensuring a convenient and comfortable arrival for all guests.
Outdoors
The outdoor spaces at Podere dei Venti are thoughtfully designed to complement the natural beauty of the surrounding estate. A spacious patio provides an ideal setting for outdoor gatherings, furnished with garden furniture that invites leisurely afternoons in the open air. A barbecue is also available, making al fresco dining a true pleasure against the backdrop of the Tuscan countryside. The private garden, adorned with a lush lawn and seasonal flowers, offers a tranquil space to unwind and connect with nature. Guests with an interest in culinary pursuits will appreciate the small kitchen garden available on the property, providing fresh ingredients to enhance their stay. The sweeping views of the landscape, combined with the quiet and sunny character of the estate, create an outdoor environment that is both restorative and deeply memorable.
Other Information
Podere dei Venti is equipped with a video surveillance system with cameras, ensuring an added layer of security throughout your stay. A washing machine is available on the property for guest use for an additional fee. Heating is provided within the house, though it is available exclusively during the period from October 15 to April 15.
Distances and Attractions
Podere dei Venti benefits from an enviable location, situated just 3 kilometers from the center of Castel del Piano and 4 kilometers from Seggiano, placing a variety of local amenities and attractions within easy reach. Monte Amiata is approximately 17 kilometers away, offering scenic landscapes and outdoor activities for nature enthusiasts. The charming village of Santa Fiora can be reached in approximately 12 kilometers, while the historic thermal destination of Bagno Vignoni lies 28 kilometers from the property. Castiglione d'Orcia, renowned for its medieval character and stunning views, is located 20 kilometers away. For those wishing to explore the Tuscan coast, Castiglione della Pescaia is approximately 80 kilometers from the estate. The celebrated city of Siena, with its world-famous "Piazza del Campo" and rich cultural heritage, is situated 75 kilometers away, making it an ideal destination for a day trip during your stay. Podere dei Venti
Il Cipresso
Beautiful private holiday home with private pool, WIFI, TV, patio, pets allowed and panoramic view
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9
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5
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3
Description
Property Summary
Nestled among trees and open meadows in the serene countryside of Castel Del Piano, Italy, "Il Cipresso" is a charming and cosy 2-storey house that was fully renovated in 2025. This delightful holiday rental offers a peaceful and secluded retreat for those seeking an authentic Tuscan escape, combining rustic character with modern comforts in a tranquil natural setting. The property features a private kidney-shaped swimming pool measuring 10 x 5 metres, available seasonally from 15 April to 30 October, providing the perfect centrepiece for warm-weather relaxation. Guests benefit from Internet WiFi connectivity throughout their stay, ensuring they remain comfortably connected while enjoying the surrounding countryside. Parking is conveniently available directly at the house, making arrivals and departures entirely stress-free.
Outdoors
The outdoor spaces at "Il Cipresso" are a true highlight of the property, offering a beautifully landscaped terraced garden that blends cultivated charm with natural surroundings, featuring a wildlife garden and mature trees that create a sense of seclusion and harmony with the landscape. The private kidney-shaped swimming pool, measuring 10 x 5 metres with a depth of 124 cm, is available from 15 April to 30 October and serves as the focal point of outdoor leisure. A pergola provides a shaded area ideal for relaxing during warmer hours, while the outdoor shower offers practical convenience after a swim. The garden is well-equipped with garden furniture for outdoor lounging and dining, and a barbecue is available for al fresco meals in the open air, making the outdoor areas perfectly suited for long, leisurely days spent in the Tuscan countryside.
Other Information
"Il Cipresso" is a 2-storey property that was fully renovated in 2025, offering guests a fresh and well-maintained environment throughout their stay. The house is situated in a secluded and quiet position, making it particularly well-suited for guests seeking privacy and tranquillity away from busier tourist areas. A car is recommended for visiting the surrounding area and accessing local services and attractions comfortably.
Distances and Attractions
"Il Cipresso" enjoys a convenient yet peaceful location, situated approximately 2 km from the centre of Montenero, where guests will find a shop, grocery store, restaurant, bar, and bakery all within the same distance. A supermarket is located 15 km away, while the bus stop "Montenero Bivio" is reachable within 7 km and the railway station "Paganico" is approximately 20 km from the property. The nearest sandy beach, "Castiglione della Pescaia," is located 67 km away, with the sea and beach both approximately 60 km from the house. The thermal baths "Bagni San Filippo" are 40 km away, offering a wonderful wellness excursion. Among the notable nearby attractions, Cinigiano and Castel del Piano are 16 km away, Monte Amiata is 28 km distant, the historic town of Montalcino is 23 km away, Grosseto is 46 km, Pienza is 45 km, and the renowned city of Siena is approximately 60 km from the property, making "Il Cipresso" an excellent base for exploring the rich cultural and natural heritage of Tuscany. Il Cipresso
Casale Valentina
Stunning multi-unit villa rental with A/C, hot tub, pool, WIFI, TV and panoramic view, near Cortona
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2
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5
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2
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2
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Appartamento Valentina | 3 | 1 | 1 | 70 m2 | € 112 /Night |
| Appartamento Valentino | 2 | 1 | 1 | 65 m2 | € 112 /Night |
| All 2 Accommodations | 5 | 2 | 2 |
Description
Casale Valentina is located 2 km (1 mi) from Cegliolo, Italy and only 8 km (5 mi) from Cortona in the tourist area "Cortona And Surroundings". Casale Valentina is a nice stone building with hot tub, shared pool and air conditioning. Casale Valentina is a villa / farmhouse / home with a total of two private apartments. The property can sleep up to five people comfortably in two bedrooms with two bathrooms.
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the mountains perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and hot tub. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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 8 km (5 mi), Arezzo 24 km (15 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 213 km (132 mi), Venice 358 km (222 mi) and Milan 401 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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques vital 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 discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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 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 Valentina
Villetta di Cortona
Beautiful private holiday home with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
-20% Special Offer-
4
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2
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2
-
90 m2
Description
Villetta Di Cortona is located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano. Vacation rental Villetta Di Cortona is a lovely property (90 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a splendid vacation 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 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.
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: Montepulciano 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Loft Borgo Syrah
Stunning accommodation with A/C, WIFI, pool, TV and panoramic view
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6
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3
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3
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170 m2
Description
Loft Borgo Syrah is a beautiful vacation rental (170 sq m) with air conditioning and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with three bathrooms. Loft Borgo Syrah is located 10 km (6 mi) from Cortona, Italy and only 24 km (15 mi) from Montepulciano in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 24 km (15 mi), Arezzo 35 km (22 mi), Perugia 52 km (33 mi), Montalcino 54 km (34 mi) and Siena 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 358 km (222 mi) and Milan 407 km (253 mi).
Additional Information
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 11:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 124 km (77 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 221 km (138 mi).
Loft Borgo Syrah
Villa Church
Amazing independent holiday villa with WIFI, private pool, A/C, TV and panoramic view
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4
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2
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2
Description
Property Summary
Nestled in the heart of the Tuscan countryside, Villa Church is an exquisite vacation rental that offers an exceptional blend of historic charm and contemporary comfort in the region of Cortona, Italy. Fully restored in 2016, the property reflects the owner's meticulous attention to detail, harmoniously combining elegant interiors with the authentic character of its original historic walls. Spanning over 110 square meters of thoughtfully designed living space, the villa accommodates guests in 2 beautifully appointed bedrooms located on the first floor, while the ground floor features a spacious living area furnished with comfortable sofas, a dedicated dining area, and a fully equipped kitchen. 2 bathrooms complete the interior layout, one featuring a bathtub and the other a shower. Guests will appreciate the full range of amenities available throughout the property, including air conditioning, internet wifi for seamless connectivity, and a washing machine and dishwasher for added convenience. Private parking is available on site, ensuring effortless arrivals and departures. The villa is surrounded by a large private fenced garden of 1,200 square meters, offering a serene and secluded setting, while a private swimming pool provides the perfect retreat during warm Tuscan days. The CIN code for this property is IT051017C27BOVCDO4.
Outdoors
The outdoor spaces of Villa Church are as impressive as the interiors, inviting guests to fully embrace the beauty of the Tuscan landscape. The expansive private fenced garden of 1,200 square meters provides a generous and secure environment ideal for relaxation and outdoor living. At the heart of this green retreat, the private swimming pool is equipped with sunloungers and umbrellas, offering a comfortable and shaded space to unwind and soak up the Italian sunshine. Throughout the garden, carefully arranged outdoor furniture, including a table and chairs, creates an inviting setting for al fresco dining and leisurely gatherings in the open air, allowing guests to savour the tranquillity of the surrounding countryside at any time of day.
Other Information
Check-in at Villa Church is available from 15:00, while check-out must be completed by 9:00 AM. For guests arriving after 7:00 PM and up to 11:30 PM, a late check-in arrangement is available. Please note that check-in requested after 11:30 PM must be organised in advance and may require additional fees. A refundable security deposit of 300.00 euros is required upon arrival and will be returned before departure, less any applicable charges in the event of damage to the property. A tourist tax applies to all guests aged 12 and above, calculated per person per night for the first 4 nights, with children under 12 exempt from this charge. The rental price includes a final cleaning service and a welcome basket filled with local products, offering guests a warm and authentic introduction to the flavours of the region. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalised concierge service to assist with booking tours, purchasing tickets, making restaurant reservations, and supporting guests with their daily planning. The dedicated team is available 24 hours a day, 7 days a week via an emergency contact number provided at check-in, and is on hand to offer suggestions and assistance for a wide variety of activities, including excursions, cooking experiences, and much more.
Distances and Attractions
Villa Church enjoys an enviable position in the Tuscan countryside, offering easy access to some of the most celebrated destinations in both Tuscany and Umbria. The nearest town, Camucia, is just 6 km away and provides all essential services for a comfortable stay. The magnificent historic city of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is located 9 km from the villa. Within a comfortable driving distance, guests can explore the Renaissance splendour of Montepulciano at 30 km, the serene shores of Lake Trasimeno at 25 km, the UNESCO-listed town of Pienza at 40 km, and the medieval city of Arezzo at 25 km. Further afield, the dramatic hilltop city of Orvieto is 40 km away, the iconic city of Siena is 60 km distant, and the Umbrian capital of Perugia, home to an international airport, is 40 km from the property. For guests travelling by air, Florence Airport is approximately 100 km away, while Rome Airport is reachable within approximately 210 km, making Villa Church a well-connected base from which to discover the very best of central Italy. Villa Church
Villa Margherita
Fabulous private vacation rental with private pool, WIFI, TV, patio, pets allowed and panoramic view
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4
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2
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2
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100 m2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Case Sant'Anna
Beautiful private villa rental with WIFI, private pool, hot tub, A/C, TV, patio, near Cortona
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18
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9
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8
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300 m2
Description
Case Sant'anna is a nice property (300 sq m) with hot tub, private pool and WiFi internet. The property can accommodate up to 18 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. If playing a round of golf is important while on holiday, you are in luck because there is a 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
The Experience
Upon arrival at Case Sant'anna you’ll find a nice clean well-maintained property ideal for a relaxing vacation 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. Outside you will also find a barbecue grill, hot tub and patio.
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 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 holiday that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please inquire 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
Villa Noceta
Wonderful independent holiday rental with private pool, WIFI, A/C, TV, panoramic view, near Cortona
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10
-
5
-
5
-
340 m2
Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Villa Gelsi
Amazing private holiday villa with private pool, A/C, WIFI and TV
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15
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9
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8
-
230 m2
Description
Villa Gelsi is a nice stone building (230 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 15 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 27 km (16 mi) from Arezzo.
Your Experience
When you arrive at Villa Gelsi you’ll find a nice clean well-maintained property perfect for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
What's 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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 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) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
La Montana
Stunning private property with WIFI, private pool, A/C, TV, terrace and panoramic view
-15% Special Offer-
6
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3
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3
-
145 m2
Description
La Montana is located 9 km (5 mi) from Cortona, Italy and only 36 km (22 mi) from Arezzo in the tourist area "Cortona And Surroundings". Holiday rental La Montana is a nice stone building (145 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms.
The Experience
When you arrive at La Montana you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Also available outdoors are a barbecue grill and playground.
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 April - 1 November (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), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
La Montana
Villa Elena
Beautiful private house with A/C, private pool, WIFI, patio and panoramic view
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7
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4
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2
-
120 m2
Description
Conveniently located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano. Property Villa Elena is a nice property (120 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to seven people comfortably in four bedrooms with two bathrooms.
The Experience
When you arrive at Villa Elena you’ll find a lovely clean well-maintained property with views of the hills 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and patio. Dining 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 seven people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 19 km (12 mi), Perugia 49 km (30 mi), Arezzo 53 km (33 mi), Montalcino 55 km (34 mi) and Assisi 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Milan 412 km (256 mi) and Naples 398 km (247 mi).
Additional Information
Pool Open: 1 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) 130 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Elena
Villa Luana
Fabulous private vacation rental with WIFI, private pool, A/C, veranda and panoramic view
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8
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3
-
4
-
150 m2
Description
Villa Luana is located 3 km (2 mi) from Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Villa Luana is a lovely stone building (150 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the city and 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
What's 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: Arezzo 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 54 km (33 mi), Montalcino 67 km (42 mi) and Gubbio 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 120 km (75 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 214 km (133 mi), Rome 212 km (132 mi), Venice 360 km (224 mi) and Milan 407 km (253 mi).
Additional Information
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) 126 km (78 mi), Pisa (psa) 188 km (117 mi), Bologna (blq) 212 km (132 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
More Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Luana
Orangerie degli Ulivi
Pretty private holiday villa with WIFI, A/C, private pool, terrace, pets allowed and panoramic view
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4
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2
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1
-
60 m2
Description
Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Holiday rental Orangerie Degli Ulivi is a beautiful stone building (60 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.
The owner lives on the property, but both the pool and the garden are for the guests' exclusive use; only the parking space is to be shared.
Your Experience
When you arrive at Orangerie Degli Ulivi you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 52 km (33 mi), Montalcino 66 km (41 mi) and Gubbio 71 km (44 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 211 km (131 mi), Venice 359 km (223 mi) and Milan 404 km (251 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Orangerie Degli Ulivi. 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: 1 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) 125 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques needed 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 sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire 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 Orangerie Degli Ulivi. Inquire for more details, including the extra 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 arranged. Speak to the owner directly about this service after arriving.
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.
Orangerie Degli Ulivi
La Montanina
Unique private accommodation with WIFI, private pool, A/C, TV, veranda and panoramic view
-5% Special Offer-
4
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2
-
2
-
75 m2
Description
La Montanina is located 9 km (5 mi) from Cortona, Italy and only 36 km (22 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental La Montanina is a nice stone building (75 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the lake and the mountains perfect for a splendid vacation 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 relax 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 playground and barbecue grill.
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: Arezzo 36 km (22 mi), Montepulciano 38 km (24 mi), Perugia 59 km (37 mi), Gubbio 67 km (41 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 211 km (131 mi), Rome 218 km (136 mi), Milan 404 km (251 mi) and Naples 409 km (254 mi).
Additional Information
Pool Open: 26 April - 1 November (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), Bologna (blq) 209 km (130 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 240 km (149 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
La Montanina
Villa Sole
Pretty private vacation rental with A/C, WIFI, private pool, hot tub, sauna and TV
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11
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6
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5
-
350 m2
Description
Conveniently located 6 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (17 mi) from Arezzo. Holiday home Villa Sole is a lovely property (350 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 11 people comfortably in six bedrooms with five bathrooms.
Your Experience
When you arrive at Villa Sole you’ll find a nice clean well-maintained property perfect 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. There is a kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
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: Arezzo 28 km (17 mi), Montepulciano 33 km (21 mi), Perugia 54 km (34 mi), Montalcino 68 km (42 mi) and Assisi 75 km (47 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 194 km (121 mi), Forte Dei Marmi 204 km (127 mi), Rome 213 km (133 mi), Venice 353 km (219 mi) and Milan 397 km (246 mi).
Additional Information
Pool Open: 3 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) 118 km (73 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Sole