Montisi Vacation Villa Rentals
Results 341 - 360 of 439
Villa del Mangia, 5Panoramic Pool and Chef Service
Superb private holiday rental with WIFI, A/C, private pool, terrace and panoramic view
- 11
- 6
- 6
Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
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- 5
- 5
Description
Property Summary
Casale Gioiello is an independent holiday villa situated in Castiglione Del Lago, Italy, offering a unique location with breathtaking views across extensive meadows, olive groves, fruit trees and aromatic plants including rosemary and lavender. Positioned on the border between Umbria and Tuscany, this exceptional farmhouse provides the perfect base to discover the beauties of both regions. The property comprises a main building and a small lodge, accommodating a total of 14 guests across its spacious interiors. The villa features a beautiful swimming pool measuring 15x5 meters, surrounded by hedges and herbal plants, providing an idyllic setting for relaxation. Private parking is available for your convenience throughout your stay.
Outdoors
The property is surrounded by extensive grounds featuring meadows, olive groves and fruit trees, creating a peaceful countryside atmosphere. The large covered terrace adjacent to the main building serves as the perfect setting to enjoy your meals whilst taking in the scenic views. The expansive grass lawn offers ample space for relaxation on comfortable garden furniture positioned throughout the grounds. The swimming pool area includes an outdoor shower and is beautifully framed by hedges and aromatic herbal plants, creating a private oasis for guests. The cottage benefits from its own driveway with dedicated private parking space. The outdoor areas are enhanced by the presence of aromatic plants such as rosemary and lavender, adding to the sensory experience of this rural retreat.
Unit Layout
The independent villa accommodates a maximum capacity of 10 guests in the main building and 4 additional guests in the cottage. The property offers 5 bedrooms and 5 bathrooms distributed across the two structures. The main building sleeps 8 plus 2 guests and features a large living room with fireplace on the ground floor, with two doors leading to the covered terrace and garden. The ground floor also contains a spacious country-style kitchen with marble top and a fireplace barbecue, a double bedroom with walk-in wardrobe and garden access, a bathroom with shower and a separate laundry room. The first floor of the main building comprises 2 double bedrooms and 1 double bedroom, with a seating area between the bedrooms furnished with a comfortable double sofa bed. This floor also includes 2 bathrooms, one equipped with a shower and the other with a bathtub. The cottage accommodates 2 plus 2 guests and has a large entrance leading to an expansive living area with open kitchen, characterized by very high ceilings with exposed bricks and beams. The master bedroom overlooks the olive grove, with an adjacent bathroom featuring a shower. A spiral staircase ascends to a beautiful loft with partially low ceiling, containing a single bed and one measuring one and a half squares. The same spiral staircase descends to the lower floor where a laundry room with washing machine and a second bathroom with shower are located.
Amenities Included
The villa is equipped with comprehensive amenities to ensure a comfortable stay. The kitchen is fully equipped with modern appliances including a microwave, oven, dishwasher and kettle, complemented by a traditional fireplace barbecue and toaster. Entertainment is provided through satellite TV available in the property. Climate control is managed by central heating throughout the villa. A washing machine is conveniently located in the separate laundry areas of both the main building and the cottage. An ironing set is provided for your convenience. Additional amenities include internet connectivity and a safe for securing valuables. The outdoor barbecue fireplace in the kitchen offers the opportunity to prepare meals in traditional style.
Other Information
Check-in is available between 3 pm and 7 pm, with check-out required by 10 am. The swimming pool is open from 01 May to 31 October. The rental price includes water, gas, final cleaning, and linen for rooms and bathrooms, with linen changes provided weekly. Upon arrival, you will be required to provide a security deposit of 500 euros, which will be returned at the end of your stay minus the cost of any damages incurred. Pets are welcome at the property for an additional charge per week. Upon arrival, a tourist tax may be required according to the regulations of the municipality.
Distances and Attractions
The property enjoys a privileged position on the border between Umbria and Tuscany, making it an ideal base for discovering the cultural and natural treasures of both regions. The location in Castiglione del Lago provides access to the historic town center and the shores of Lake Trasimeno. The surrounding area offers numerous opportunities to explore medieval villages, renowned vineyards, and traditional trattorias serving authentic regional cuisine. The position within extensive countryside allows you to experience the authentic rural character of central Italy whilst remaining within easy reach of major attractions in both Umbria and Tuscany.
Costs & Services
Extra costs
- Electricity: €100.00 per week
- Heating consumption: payable locally based on consumption
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Casale Gioiello
Arcidosso 800
Stunning multi-unit vacation home with pool, TV, balcony, pets allowed and panoramic view
- 3
- 11
- 6
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Spiga 800.1 | 4 | 2 | 1 | ||
| Papavero 800.2 | 4 | 2 | 1 | ||
| Quadrifoglio 800.3 | 3 | 2 | 1 | ||
| All 3 Accommodations | 11 | 6 | 3 |
Description
Property Summary
Nestled in the heart of the Maremma countryside in Arcidosso, Italy, the Santa Fiora Retreat is a beautifully restored farmhouse holiday rental set at an altitude of 800 meters above sea level. This exceptional property has been completely renovated with great attention to detail, carefully preserving the character of the original building while honouring local architectural traditions. Situated within the natural park of Arcidosso and forming part of a working farm, the Santa Fiora Retreat offers four comfortable and well-appointed apartments, each surrounded by open fields and positioned in a secluded, sunny, and elevated setting that promises complete peace and tranquillity. Guests have access to a stunning swimming pool measuring 8 x 4 meters with a depth of 140 cm, available from June to October, providing a refreshing retreat during the warmer months. Each apartment benefits from its own private yard with garden furniture, creating an intimate outdoor space ideal for alfresco dining or simply soaking up the sunshine in total relaxation.
Outdoors
The outdoor spaces at the Santa Fiora Retreat are thoughtfully designed to complement the natural beauty of the surrounding Maremma landscape. The swimming pool, measuring 8 x 4 meters with a depth of 140 cm and open from June to October, serves as the centrepiece of the exterior area, offering guests a welcoming space to cool off and unwind. An outdoor shower is conveniently available for use after a swim, while a barbecue area provides the perfect setting for leisurely outdoor meals. Each of the 4 apartments is equipped with its own private garden furniture, allowing guests to enjoy the fresh mountain air and panoramic countryside views in a secluded and sunny environment. The elevated position of the property ensures that outdoor spaces are bathed in natural light throughout the day, making them ideal for relaxing, dining, and enjoying the serene atmosphere of the natural park.
Other Information
The Santa Fiora Retreat is part of a working farm, and guests are warmly welcomed to visit the owners' dairy farm during their stay. There, you can purchase a selection of freshly produced goods including cheese, ricotta cheese, and other products derived from sheep breeding, offering a genuine and memorable taste of local rural life. The property's integration within the natural park of Arcidosso makes it particularly well suited to guests seeking a quiet and restorative retreat in an unspoiled natural environment. The surrounding area offers a wide range of outdoor activities, including hiking and mountain biking along the various trails that wind through the countryside. Tennis and horseback riding are also available in the nearby vicinity, ensuring that active guests have plenty of options to fill their days.
Distances and Attractions
The Santa Fiora Retreat enjoys a privileged location that provides easy access to a wealth of cultural, natural, and leisure attractions. The centre of Arcidosso, where you will find shops, restaurants, and bicycle rentals, is just 7 km away, making it a convenient destination for daily excursions. The world-renowned Saturnia thermal baths, a celebrated wellness destination, are located 30 km from the property, while the sandy beaches of the Tuscan coast are reachable within 60 km, offering a wonderful seaside escape just an hour away by car. The Grosseto railway station, providing regional and national rail connections, is situated 60 km from the retreat. Beyond these practical amenities, the surrounding area is rich in history and culture, with numerous archaeological sites waiting to be explored. The property also serves as an excellent base for visiting the Saturnia health spa and discovering the diverse natural landscapes of the Maremma region. Arcidosso 800
Special Offer for Spiga 800.1
Apartment:
Papavero 800.2
Quadrifoglio 800.3
Last-Minute Offer for Spiga 800.1
Other apartments with last-minute offers:
Papavero 800.2
Quadrifoglio 800.3
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- 14
- 6
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Fogolar 130.1 | 6 | 3 | 3 | ||
| Beatrice 130.2 | 6 | 2 | 2 | ||
| Villastrada 130.3 | 2 | 1 | 1 | ||
| All 3 Accommodations | 14 | 6 | 6 |
Description
Property Summary
Nestled among the rolling fields of the Umbrian countryside, Agriturismo "Villastrada" offers an authentic and tranquil retreat in the heart of Italy. This charming rural estate, part of the resort known as Cantagallina, is positioned atop a scenic hill approximately 15 km from the centre of Castiglione Del Lago, making it an ideal holiday rental for those seeking a peaceful escape surrounded by nature. The property comprises 3 self-contained apartments, all of which benefit from a shared fenced garden of 1,000 m2, a generous swimming pool, and reliable Internet WiFi connectivity. The lush yard provides ample space for relaxation and outdoor enjoyment, while the swimming pool, measuring 13 x 5 m with a depth ranging from 140 to 200 cm, is available for use seasonally from 01 June to 30 September. Together, these amenities create a welcoming and well-equipped environment suited to families, couples, and groups looking to immerse themselves in the Italian countryside.
Outdoors
The outdoor spaces at Agriturismo "Villastrada" are thoughtfully arranged to encourage relaxation and convivial living in the open air. The shared fenced garden extends across 1,000 m2, offering a safe and private environment for guests of all ages. The swimming pool, measuring 13 x 5 m with a depth between 140 and 200 cm, is available on a seasonal basis from 01 June to 30 September, providing a refreshing centrepiece to the outdoor area during the warmer months. A barbecue is available for al fresco dining, allowing guests to enjoy leisurely meals in the fresh countryside air. A dedicated children's playground is also located within the outdoor grounds, making the property particularly well suited to families travelling with young children.
Other Information
The property is accessed by motor vehicle via a 1.5 km unmade road, and a roofed parking area is available on site for guests' convenience. A car is strongly recommended for the duration of the stay, given the rural location of the estate. Inside the main house, guests have access to a fitness room, allowing for exercise without the need to leave the property. A washing machine is available for use at an additional charge. Heating is provided, though it is available exclusively during the period from 15 October to 15 April, in line with the seasonal nature of the property.
Distances and Attractions
Agriturismo "Villastrada" enjoys a well-connected position despite its peaceful rural setting, with a range of everyday conveniences and cultural destinations within easy reach. A shop, grocery store, and supermarket are all located 4 km from the property, as is a restaurant, ensuring that daily needs can be met with minimal effort. A bus stop is situated 2 km away. The bathing lake "Trasimeno" is 15 km from the estate, offering a beautiful natural destination for swimming and lakeside leisure. The renowned thermal baths of "Chianciano" are 21 km away, providing an excellent opportunity for relaxation and wellness. A riding stable can be found 10 km from the property for those wishing to explore the surrounding landscape on horseback. The historic town of Chiusi is just 8 km away, while Cetona lies 16 km from the estate and Sarteano is 18 km distant. Città della Pieve, a charming hilltop town, is 20 km away, and the celebrated wine town of Montepulciano can be reached in approximately 30 km. The iconic Val d'Orcia village of Pienza is situated 43 km from the property, rounding out an exceptional array of cultural and scenic attractions within comfortable driving distance. Castiglione del Lago 130
Special Offer for Fogolar 130.1
Apartment:
Beatrice 130.2
Villastrada 130.3
Last-Minute Offer for Fogolar 130.1
Other apartments with last-minute offers:
Beatrice 130.2
Villastrada 130.3
Chiusi 607
Beautiful multi-unit villa rental with hot tub, A/C, private pool, WIFI, TV, patio, panoramic view
- 3
- 50
- 16
- 19
| Accommodation | |||||
|---|---|---|---|---|---|
| Borgo del Papa 607.1 | 25 | 8 | 10 | ||
| Vecchio Mulino 607.2 | 7 | 2 | 2 | ||
| Antico Convento 607.3 | 18 | 6 | 7 | ||
| All 3 Accommodations | 50 | 16 | 19 |
Description
Property Summary
Nestled among rolling fields and vineyards in the heart of Tuscany, Italy, "Borgo del Papa" is a distinguished farm estate offering an exceptional holiday rental experience for those seeking privacy, space, and authentic rural charm. The property is composed of a main house and an outbuilding, set within a fully fenced grounds of 2,000 m2 planted with trees and open meadow. Among the most remarkable features of this estate is the presence of a consecrated church located directly on the property, lending the estate a rare historical and spiritual character that sets it apart from any ordinary rural retreat. Guests have access to a generous outdoor swimming pool measuring 12 x 6 m, with a depth ranging from 140 to 220 cm, available seasonally from 1 May to 2 October. The estate is equipped with high-speed Internet WiFi, ensuring connectivity throughout your stay, as well as an EV charging station for guests travelling with electric vehicles. The main house features a lift, providing ease of access across floors. The property is well suited for events and cooking courses, which can be booked on request, making it an ideal setting for both relaxed family gatherings and more structured group experiences. The estate is located 13 km from the centre of Castiglione del Lago, Italy, placing you within comfortable reach of some of the most celebrated destinations in Umbria and Tuscany.
Outdoors
The outdoor spaces at "Borgo del Papa" are expansive and thoughtfully appointed, inviting guests to make the most of the Tuscan countryside throughout their stay. The centrepiece of the exterior is the swimming pool, measuring 12 x 6 m with a depth of 140 to 220 cm, open seasonally from 1 May to 2 October, and complemented by an outdoor shower for convenience after a swim. The fully fenced yard of 2,000 m2 encompasses mature trees and a wide meadow, creating a sense of seclusion and natural beauty that enhances the overall atmosphere of the estate. A shaded arbour provides a cool retreat during warmer hours, while the garden furniture and barbecue area offer ideal settings for outdoor dining and relaxed evenings under the open sky. A table tennis table adds a recreational dimension to the outdoor offering, suitable for guests of all ages. Access to the estate is via an 800 m motor road along an unmade track, and ample parking is available on the premises for up to 15 cars.
Other Information
"Borgo del Papa" operates as a working farm estate, and guests have the opportunity to purchase locally produced farm products directly on site, adding an authentic and immersive dimension to the stay. Cooking courses can be arranged on request, allowing guests to engage with the culinary traditions of the region in a hands-on setting. The property is also suitable for events, making it a versatile choice for special occasions. Please be aware that the owner does not accept bookings from youth groups. The estate is accessible via an 800 m unmade road, and guests are encouraged to plan their arrival accordingly.
Distances and Attractions
"Borgo del Papa" enjoys a privileged position in the Tuscan-Umbrian countryside, with a wide range of services and attractions within easy reach. A local shop is located just 2 km away, while a supermarket and restaurant are both accessible within 8 km. The nearest town centre is Vaiano, only 2 km from the estate, and the centre of Chiusi is 8 km away. The railway station "Chiusi Scalo" is situated 17 km from the property, offering convenient rail connections to major cities. The renowned thermal baths of "Chianciano Terme" are 21 km away, providing a relaxing wellness option for guests. Lake Trasimeno, known locally as the bathing lake "Trasimeno", is reachable within 15 km, offering swimming and water-based leisure activities. The centre of Castiglione del Lago is 13 km from the estate, with the lake itself also at 13 km. For those wishing to explore the wider region, the medieval hilltop town of Panicale is 16 km away, Città della Pieve is 20 km, the celebrated town of Cortona is 30 km, Montepulciano is 30 km, and the stunning Val d'Orcia village of Pienza is 40 km from the property. Chiusi 607
Special Offer for Borgo del Papa 607.1
Apartment:
Vecchio Mulino 607.2
Antico Convento 607.3
Last-Minute Offer for Borgo del Papa 607.1
Other apartments with last-minute offers:
Vecchio Mulino 607.2
Antico Convento 607.3
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- 10
- 4
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Acqua 300.1 | 2 | 1 | 1 | ||
| Aria 300.2 | 2 | 1 | 1 | ||
| Fuoco 300.3 | 6 | 2 | 2 | ||
| All 3 Accommodations | 10 | 4 | 4 |
Description
Property Summary
Agriturismo "Monte Labbro" is a renovated property surrounded by trees and fields, offering a secluded and peaceful vacation rental experience. The residence comprises three houses, and guests can enjoy shared amenities such as a natural garden, meadow, washing machine, and bicycle rental. The property is conveniently located near various attractions and amenities, including a supermarket, restaurant, bar, and bus stop within 8 km. Additionally, it offers on-site parking for your convenience.
Outdoors
The property boasts a natural garden and meadow areas, perfect for outdoor relaxation and activities. Nature enthusiasts will appreciate the proximity to the Monte Labbro Natural Reserve, just 1 km away, and the Monte Amiata Faunal Park, located 2 km from the property. Hiking and mountain biking trails are available nearby, inviting guests to explore the surrounding landscapes.
Other Information
Please note that a car is recommended for your stay at Agriturismo "Monte Labbro" due to its secluded location. The property features a 2.8 km long bumpy motor access via an unmade road. Guests can enjoy on-site amenities like a washing machine for shared use and bicycle rental facilities.
Distances and Attractions
Agriturismo "Monte Labbro" is located in Arcidosso, Italy, 8 km from the town center and 9 km from Santa Fiora. Nearby attractions include the Monte Labbro Natural Reserve (8 km), Saturnia thermal baths (30 km), Montalcino and Val d'Orcia (40 km), tennis courts (10 km), and a riding stable (5 km). The Grosseto railway station is approximately 65 km away. Guests can also enjoy walking paths directly from the property, just 50 meters away. Arcidosso 300
Special Offer for Acqua 300.1
Apartment:
Aria 300.2
Fuoco 300.3
Last-Minute Offer for Acqua 300.1
Other apartments with last-minute offers:
Aria 300.2
Fuoco 300.3
Le Loggine del Pignatello Apartment, Siena City
Comfortable apartment with WIFI and TV
- 4
- 2
- 2
Description
In the heart of Siena’s historic center, a two-level apartment with access from a charming internal courtyard that offers an authentic and peaceful atmosphere.
Stay in this accommodation to explore the city of Siena and nearby attractions. A must-see is Piazza del Campo, the heart of Siena and one of the most beautiful medieval squares in Europe. This is where the famous Palio di Siena takes place (July 2nd and August 16th). Climbing the Torre del Mangia (about 400 steps) rewards you with a spectacular view over the city’s rooftops and the Tuscan countryside. The Siena Cathedral is one of the most fascinating in Italy, featuring unique inlaid floors and works by Michelangelo, Donatello, and Pisano.
Nearby, you can visit San Gimignano with its medieval towers, the Val d’Orcia with its iconic landscapes, Monteriggioni, a fortified village, and Montalcino, famous for its Brunello wine cellars.
The cities of Florence and Arezzo are also easily reachable.
Parking available on request at an extra cost of €35 per day.
Distance to the bus stop: 20 meters from the front door, with a direct connection to the station escalator in less than 5 minutes. Le Loggine del Pignatello Apartment, Siena City
Villa Mimosa
Unique private house with A/C, private pool, WIFI, TV, patio, pets allowed, close to Cortona
- 10
- 5
- 2
Description
Conveniently located 550 m (1795 ft) from Il Passaggio, Italy and only 6 km (4 mi) from Cortona. Villa Mimosa is a lovely property (175 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to ten people comfortably in five bedrooms with two bathrooms.
The Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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. Also available outdoors are a patio and barbecue grill. 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 microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Arezzo 34 km (21 mi), Montepulciano 35 km (22 mi), Perugia 53 km (33 mi) and Gubbio 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Mimosa. 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 June - 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (139 mi), Roma Ciampino (cia) 226 km (141 mi) and Roma Fiumicino (fco) 239 km (148 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 vital to prepare mouth-watering 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 holiday? Why not book a professional chef to prepare and serve you a mouth-watering 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 extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
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 after arriving.
Villa Mimosa
Villa Gelsomino
Independent Vacation home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
- 8
- 4
- 3
Description
Conveniently located 2 km (1 mi) from Pergo, Italy and only 7 km (4 mi) from Cortona. Holiday rental Villa Gelsomino is a nice stone building (260 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms.
The Experience
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 hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 7 km (4 mi), Arezzo 34 km (21 mi), Montepulciano 35 km (22 mi), Perugia 53 km (33 mi) and Gubbio 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Gelsomino. 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 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (139 mi), Roma Ciampino (cia) 226 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques needed to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare 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 sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Gelsomino. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Gelsomino
Villa Il Borgo
Private Holiday villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Cortona
- 8
- 4
- 4
Description
Conveniently located 3 km (2 mi) from Pergo, Italy and only 8 km (5 mi) from Cortona. Villa Il Borgo is a beautiful stone building (240 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Property is composed of the main Villa and an annex.
What to Expect
Upon arrival at Villa Il Borgo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outdoors you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 8 km (5 mi), Arezzo 35 km (22 mi), Montepulciano 37 km (23 mi), Perugia 54 km (34 mi) and Gubbio 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (143 mi), Rome 219 km (136 mi), Venice 380 km (236 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Borgo. 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 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) 142 km (88 mi), Pisa (psa) 205 km (127 mi), Roma Ciampino (cia) 228 km (142 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask 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 vital 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 holiday? 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 needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner after arriving 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 arranged. Speak to the owner directly about this service after arriving.
Villa Il Borgo
Villa Fracassini
Superb private accommodation with A/C, WIFI, private pool, TV, patio, panoramic view, near Arezzo
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Description
VILLA FRACASSINI is a beautiful centuries' old building that will enchant you with its local traditional style that you can see in the stone walls, the red bricks, the landlords coat of arms in the garden, or the hidden well behind the elevator... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Villa Fracassini
Book your vacation for the period from 30 March 2026 to 31 May 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book 10 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Residenza la Casuccia
Private Villa with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
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Description
Are you looking for a house in Tuscany, in the countryside but close to a typical Tuscan village? Where you can live like a local and savor the true Italian hospitality and lifestyle? Then La Casuccia is the place for you!
The recently restored house enjoys beautiful panoramic views and is just minutes from the historic center of the village of Pergine Valdarno, which can also be reached on foot.
La Casuccia is an independent house that is part of the farm of the same name that produces wine and extra virgin olive oil.
We are in the heart of the Tuscan region, in a beautiful and very authentic area, and strategic to reach all the most popular destinations of our famous region.
Here you can relax surrounded by nature, but you can also decide to meet and get to know local people simply by going to the bar to have breakfast or to have an aperitif in the afternoon, you can experience moments of daily life in contact with the local community! Residenza la Casuccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 3 nights minimum and can not be combined with any other special offers.
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Description
Lovely holiday house with swimming pool near San Casciano dei Bagni, Tuscany, Italy.
This welcoming property is surrounded by the countryside and its position is perfect to explore the entire Tuscany and the nearby Umbria.
Casa Olivia is part of a renovated farmhouse.
Externally, this home for rent has a large garden full of plants and trees and which hosts a beautiful (shared) swimming pool and sunbeds. There is also a little terrace furnished with table and chairs to have al-fresco dinings.
Inside, this home rental is tastefully furnished following the typical Tuscan style and it has all kind of appliance.
A few kilometres away from the property guests can find attractive hamlets and villages such as Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani and the famous area of Crete Senesi, stretching from the provinces of Siena and Arezzo until Mount Amiata (1738m above the sea level).
San Casciano dei Bagni, with famous thermal springs and spas, is just 12km away from the property.
The house is accessed via an unpaved road of around 1.5km.
At guests' disposal: swimming pool (11 x 4 m, depth 1,40 m) to share with property owners and with guests of a second unit (with 2 bedrooms), sun terrace and outdoor shower (cold water), wi-fi internet access (free wi-fi), - air conditioning, 2 baby beds (free of charge, on request at the time of the reservation), barbecue, maid service (included in the rental price) on Tuesdays and Thursdays (3 hours a day).
Distances: Le Piazza (food shops, bar, restaurants, post office) 4 km away, San Casciano dei Bagni (shops of any kind, thermal spa) 12 km away, Città della Pieve 13 km away, Chiusi (train station) 17 km away, Montepulciano 40 km away, Pienza 50 km away, Orvieto 50 km away, Cortona 60 km away, Montalcino (famous for its wine "Brunello di Montalcino") 70 km away, Siena 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Olivia
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
IL PIGIONALE is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Il Pigionale
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 2 nights minimum and can not be combined with any other special offers.
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Description
CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Casa Di Vignolo
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 2 nights minimum and can not be combined with any other special offers.
La Miccia
Superb independent vacation rental with hot tub, A/C, WIFI, TV and pets allowed, close to Arezzo
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Description
LA MICCIA is a beautiful centuries' old apartment that will enchant you with its local traditional features: the stone walls all over the place, the original ceilings in red bricks, original pavements in "cotto" toscano,... you will be captured by the fusion of antique and modern style, like the hot tub in the living room!!!
You will also fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. La Miccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 2 nights minimum and can not be combined with any other special offers.
Marina'S Lodge
Cosy accommodation with A/C, hot tub, TV, patio, pets allowed and panoramic view, close to Arezzo
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Description
Description:
Nestled in the peaceful Tuscan countryside in the historic village of Pergine Valdarno, Marina's is a stone house recently renovated to combine rustic charm with modern comfort. The accommodation has a private entrance and is fully independent, located next to (but separate from) the owner’s home.
Inside you’ll find a fully equipped kitchen, a cozy living room with TV and streaming services, two double bedrooms, and two bathrooms. The exposed stone walls and wooden beams create a truly authentic Tuscan atmosphere.
Outside, a private hot-tub invites you to unwind while enjoying the olive-tree views — the perfect spot for a sunset soak or a barbecue under the stars. A short stroll leads you to the village center, with a bar, bistrot, pharmacy, post office/bank and a local restaurant — great for convenient meals or casual outings without needing a car. Casa Marina is ideal for travelers seeking a serene, nature-immersed retreat rich in history, without compromising on comfort. Marina's Lodge
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 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 2 nights minimum and can not be combined with any other special offers.
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Description
La Casina Del Canneto is a lovely holiday home (60 sq m) with WiFi internet. The property can accommodate up to four people comfortably. La Casina Del Canneto is located in the centre of Pergine Valdarno, Italy and only 19 km (12 mi) from Arezzo in the tourist area "Arezzo And Surroundings". If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
What to Expect
When you arrive at La Casina Del Canneto you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 19 km (12 mi), Cortona 44 km (27 mi), Greve In Chianti 49 km (30 mi), Siena 50 km (31 mi) and Montepulciano 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 74 km (46 mi), Viareggio 161 km (100 mi), Forte Dei Marmi 168 km (105 mi), Rome 234 km (145 mi), Venice 318 km (197 mi) and Milan 361 km (224 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 83 km (52 mi), Pisa (psa) 142 km (88 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 256 km (159 mi).
La Casina Del Canneto
Book 21 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 5 nights minimum and can not be combined with any other special offers.
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Description
Property Summary
This beautiful holiday villa is a former mill nestled in the picturesque countryside of Val d'Ambra, perfectly positioned between the renowned Chianti wine region and the historic city of Arezzo near Bucine, Italy. The property has been meticulously restored with careful attention to every architectural detail, incorporating traditional materials such as wood, terracotta and stone that honor its historical heritage. You will enjoy exclusive access to this independent villa surrounded by a magnificent garden and sunflower fields that create an idyllic Tuscan landscape. The property features a heated swimming pool with hydromassage for ultimate relaxation, while convenient parking and Internet Wifi connectivity ensure modern comfort throughout your stay. The villa accommodates up to 10 guests comfortably with the possibility of hosting 2 additional guests.
Outdoors
The outdoor spaces of this exceptional property offer an impressive array of features designed for relaxation and entertainment. The centerpiece is a generous heated swimming pool measuring 7x17 meters with a depth of 1.40 meters, enhanced with hydromassage jets and surrounded by the golden hues of sunflower fields. The pool area is set within a secure 1-hectare fenced park that provides complete privacy and safety. Below the pool, you will discover a dedicated outbuilding equipped with a large barbecue area, a traditional wood-burning oven, a spacious sink, and a gas cooker with electric oven, perfect for outdoor culinary experiences. This outbuilding also features a comfortable dining room where you can enjoy alfresco meals while taking in the stunning countryside views. The beautiful garden provides direct access from the main living areas, offering multiple spots for outdoor relaxation and enjoyment of the authentic Tuscan atmosphere.
Unit Layout
This independent villa is thoughtfully designed across two levels to accommodate 10 guests with the capacity to host 2 additional guests if needed, featuring 5 bedrooms and 5 bathrooms throughout. The ground floor welcomes you with a spacious living room complete with a welcoming fireplace, creating a warm and inviting atmosphere for gathering with family and friends. Adjacent to this is a large dining area that opens directly onto the garden, seamlessly connecting indoor and outdoor living spaces. The well-equipped kitchen on this level provides everything needed for preparing meals during your stay. Ascending to the upper floor, you will find five generously proportioned double bedrooms, two of which can accommodate an extra bed when required. Each bedroom benefits from its own private bathroom fitted with either a shower or bathtub, ensuring privacy and convenience for all guests. One of the bathrooms stands out as particularly luxurious, featuring a jacuzzi tub where you can unwind after a day of exploring the Tuscan countryside.
Amenities Included
Your comfort is ensured through a comprehensive range of modern amenities thoughtfully provided throughout the villa. Climate control is managed by sophisticated software that maintains an ideal temperature year-round, with Air Conditioning available for the warmer months and underfloor heating for cooler periods. The entertainment options include Satellite TV, a DVD player, VCR and Television, along with a hi-fi system for your enjoyment. The kitchen is fully equipped with essential appliances including a Dishwasher, Microwave, and oven to make meal preparation effortless. For longer stays, you will appreciate the convenience of a Washing Machine and dryer to keep your wardrobe fresh. The outdoor Barbecue area, complemented by the wood-burning oven in the poolside outbuilding, provides wonderful opportunities for outdoor cooking experiences. The living room Fireplace adds both warmth and ambiance to cooler evenings. Additional thoughtful touches include mosquito nets throughout the property, a safe for securing valuables, bicycles for exploring the surrounding countryside, games for children, and a complimentary GPS device to help you navigate the region with ease.
Other Information
The villa operates with underfloor heating and temperature management controlled by advanced software to ensure optimal comfort throughout your stay. You are welcome to bring your pets to this property. The outbuilding below the pool area includes additional facilities such as a bathroom and a dedicated room featuring a sauna and shower, perfect for wellness and relaxation. An electric car charging station is available on the property for guests traveling with electric vehicles. Check-in is available between 15.00 and 19.00, and check-out is scheduled for 10.00. The swimming pool is open seasonally from 01/05 to 31/10. Upon arrival, you will be required to provide a security deposit of 1000 euros, which will be returned at the end of your stay minus any costs for damages that may have been incurred. A tourist tax may be required upon arrival in accordance with the regulations of the host municipality.
Distances and Attractions
The property enjoys an enviable location in the Val d'Ambra countryside, positioned harmoniously between two of Tuscany's most celebrated areas. To one side lies the famous Chianti region, renowned worldwide for its exceptional wines, rolling vineyards and charming medieval villages where you can sample local cuisine and explore historic wine cellars. To the other side, you will find the artistic city of Arezzo, a treasure trove of Renaissance art and architecture, offering museums, antique markets and authentic Tuscan culture. The surrounding countryside provides endless opportunities for scenic drives, cycling excursions using the bicycles provided at the villa, and discovering the authentic charm of rural Tuscany with its sunflower fields, olive groves and traditional farmhouses.
Costs & Services
Included services
- Consumption of water, gas and electricity
- Final cleaning
- Linen for bedrooms and bathrooms with weekly linen change
- Pizza party
Extra costs
- Air conditioning or heating consumption: €12.00 per day
- Pool heating: €450.00 per week
- Security deposit: €1000.00
- Pets: €25.00 per week
- Cot: €30.00 per week
- Extra bed: €80.00 per week
- Tourist tax: amount determined by local municipality regulations
On request
- Electric car charging: based on consumption Mulino della Villa
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Description
Casale le Fonti is located 3 km (2 mi) from Moiano, Italy and only 33 km (21 mi) from Montepulciano. Holiday home Casale le Fonti is a lovely property (420 sq m) that includes private pool and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
What to Expect
When you arrive at Casale le Fonti you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. 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 12 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 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 33 km (21 mi), Cortona 38 km (23 mi), Perugia 46 km (29 mi), Montalcino 62 km (38 mi) and Assisi 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Milan 432 km (268 mi) and Naples 364 km (226 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Roma Ciampino (cia) 189 km (117 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale le Fonti
