Vacation Rentals with Air Conditioning in Villa a Sesta, Italy
Results 221 - 240 of 283
Lavacchio 14
Fabulous private house with A/C, WIFI, private pool, TV and panoramic view
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14
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7
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6
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390 m2
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
Lavacchio 16
Unique independent holiday villa with WIFI, A/C, private pool, TV and panoramic view
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16
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8
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7
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420 m2
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
Fontanelle 16
Beautiful independent villa with A/C, private pool, WIFI, TV, patio and panoramic view
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16
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8
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8
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500 m2
Description
Fontanelle 16 is a nice stone building (500 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Fontanelle 16 is located 10 km (6 mi) from Montalcino, Italy and only 47 km (29 mi) from Montepulciano in the tourist area "Grosseto - Maremma".
Your 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 perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. 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 vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice 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 47 km (29 mi), Siena 54 km (34 mi), Cortona 80 km (50 mi), Arezzo 82 km (51 mi) and Greve In Chianti 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 230 km (143 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 415 km (258 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 154 km (96 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 221 km (137 mi), Bologna (blq) 239 km (148 mi) and Roma Ciampino (cia) 243 km (151 mi).
More Services
Maid Service - If you'd like maid service during your stay that can be arranged by the owner. Inquire for more details about the supplemental cost.
Cleaning service is included 15 hours a week. Fontanelle 16
Mulino della Frateria
Nice accommodation with WIFI, private pool, A/C and TV
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8
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4
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3
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300 m2
Description
Property Summary
Mulino della Frateria is an exceptional holiday villa nestled in the heart of Montalcino, Italy, where history and luxury converge to create an unforgettable retreat. This extraordinary property stands as a testament to Tuscan heritage, born from the meticulous conversion and restoration of an authentic water mill dating back to 1606. Completely rebuilt in local stone by the Arrighi family, the mill operated continuously for centuries until approximately 60 years ago and shares its rich history with the neighboring Abbey of St. Antimo, a magnificent 12th-century landmark. Today, this independent residence welcomes you with sophisticated furnishings and modern comforts, including convenient parking facilities and complimentary Internet Wifi connectivity available both inside the residence and throughout the outdoor spaces. The property features a stunning non-heated swimming pool and captures the essence of rural Tuscan elegance while providing all contemporary amenities necessary for a refined stay in one of Italy's most celebrated wine regions.
Outdoors
The outdoor spaces of this remarkable property invite you to immerse yourself in the breathtaking beauty of the Montalcino countryside. The magnificent swimming pool measures 10x7 meters and is available for your enjoyment from May 15th through September 30th, providing the perfect setting for refreshing dips during warm Tuscan days. Surrounding the pool, you will find beautifully maintained gardens adorned with comfortable outdoor furniture, creating multiple areas for relaxation, al fresco dining, and contemplation of the stunning landscape. The property sits on approximately 40 hectares of land with a south to southwest exposure, positioned between 200 and 250 meters above sea level and descending toward the river Orcia. Mount Amiata stands as a majestic sentinel on one side, while a protective ridge shields the estate from northern winds. The gardens offer direct access from the kitchen and dining areas, seamlessly blending indoor and outdoor living spaces and allowing you to savor meals surrounded by the sights and scents of this extraordinary terroir.
Unit Layout
This thoughtfully designed residence accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, distributed throughout multiple levels that showcase the property's historical architecture. The ground floor welcomes you with a spacious dining room and fully equipped kitchen that opens directly onto the garden, complemented by a practical pantry and a dedicated utility room. A bathroom with shower completes the ground floor facilities. Ascending to the first floor, you will discover a double bedroom featuring an ensuite private bathroom with shower, offering privacy and comfort. This level also houses a generous lounge room anchored by an inviting fireplace, another double bedroom, and a large bathroom with shower that serves the common areas. The old tower, a distinctive architectural element that speaks to the mill's storied past, has been transformed to accommodate two additional double bedrooms, providing unique sleeping quarters that blend historical charm with contemporary comfort. The layout ensures both communal gathering spaces and private retreats, making it ideal for families or groups seeking an authentic Tuscan experience.
Amenities Included
The residence provides comprehensive modern amenities to ensure your comfort throughout your stay. Air Conditioning is installed in 3 bedrooms, allowing you to maintain ideal temperatures during warmer months. The utility room features both a Washing Machine and dryer, enabling you to pack light and refresh your wardrobe as needed during extended stays. The kitchen comes fully equipped with a Dishwasher, making meal cleanup effortless after enjoying Tuscan culinary adventures. Entertainment options include Satellite TV and Television, keeping you connected to international programming and providing relaxation options for quieter evenings. The magnificent Fireplace in the first-floor lounge room creates a warm and inviting atmosphere, perfect for gathering with loved ones during cooler seasons. The complimentary wifi internet connection extends throughout the interior spaces and outdoor areas, ensuring you remain connected with the outside world while enjoying this secluded retreat. These carefully selected amenities blend seamlessly with the historical character of the property, providing modern convenience without compromising the authentic atmosphere of this converted mill.
Other Information
Check-in is available from 2:00 pm to 5:00 pm, and check-out must be completed by 10:00 am. The swimming pool is accessible from May 15th through September 30th. Pets are welcome at the property. The residence features heating systems suitable for cooler months. Upon arrival, you will be required to provide a security deposit which will be returned at the end of your stay minus any costs for damages incurred. The property sits within the renowned terroir of Montalcino, surrounded by Brunello vineyards that benefit from the region's exceptional microclimate. The land comprises a rich mixture of clay, marl, and crushed stone abundant in minerals, creating the perfect conditions for the celebrated Brunello wines produced by the Azienda Molino di Sant'Antimo estate. The modern wine cellar, situated in nearby woods, spans approximately 800 square meters where vinification occurs in steel barrels and aging takes place in French oak barrels from Alliers and barriques of French and American oak. A tourist tax may be required upon arrival according to local municipal regulations.
Distances and Attractions
The property enjoys an enviable location in the heart of Montalcino's wine country, offering immediate access to both natural beauty and cultural treasures. The magnificent Abbey of St. Antimo, a 12th-century architectural masterpiece, can be reached in just 5 minutes on foot, allowing you to explore this historic landmark at your leisure and perhaps attend one of the evocative Gregorian chant services for which the abbey is renowned. A charming medieval bridge with graceful arches stands nearby, providing a picturesque destination for leisurely walks and photography. The property's position along the river Orcia valley places you in one of Tuscany's most scenic areas, with the commanding presence of Mount Amiata visible in the distance. When the maestrale wind blows from the west, it carries the scent of the sea and coast, connecting you to the Mediterranean despite your hillside location. The town of Montalcino itself, famous worldwide for its exceptional Brunello wine, offers restaurants, wine bars, shops, and cultural attractions within easy reach. This location provides the perfect base for exploring the broader Val d'Orcia region, visiting neighboring hilltop towns, discovering acclaimed wineries, and experiencing the authentic rhythms of rural Tuscan life.
Costs & Services
Included services
- Consumption of water, gas, and electricity
- Linen for rooms and bathrooms with weekly change
Extra costs
- Heating: €400.00 per week
- Air conditioning: €25.00 per day
- Final cleaning: €200.00
- Security deposit: €500.00
- Tourist tax may apply according to municipal regulations
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Mulino della Frateria
Villa Piazza della Fortezza
Beautiful private villa with hot tub, A/C, WIFI, TV, patio and panoramic view
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6
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3
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3
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150 m2
Description
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley.
The property is located just a few steps away from the traditional shops of the village, known all over the world for its excellent “Brunello" wine.
The owner of this villa for rent in Montalcino runs a nearby wine-bar (breakfast, lunch or dinner or wine tastings at discounted rates). The lovers of the fantastic Tuscan wines will also have the chance to book private wine tasting lessons (with local sommeliers) within the next door fortress (the fortress houses the largest selection of Brunello di Montalcino of the whole region).
This villa has been carefully restored and furnished, perfectly mixing traditional details with modern elements of contemporary art. Additionally the villa, despite being located within a village, is provided with a private parking, a garden, a private outdoor Jacuzzi and a large furnished terrace ideal for al-fresco dining while enjoying the panoramic views.
The property is equipped with wi-fi internet connection (free of charge) and with electrical bicycles perfect for exploring the surrounding areas.
Villa Piazza della Fortezza is provided with a pleasant, private outdoor Jacuzzi (4 persons; 2,1 x 2,1 meters), ideal for a refreshing dip during the summer months.
Distances: the square and historical center of Montalcino (shops of any kind) are a few steps away, Abbazia di Sant'Antimo 10 km away, Bagno Vignoni 18 km away, Pienza 23 km away, Montepulciano 39 km away, Siena 45 km away, Orvieto 100 km away, Florence 110 km away, Rome 200 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Piazza Della Fortezza
Brunello
Nice home with A/C, pool, TV, pets allowed and panoramic view
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3
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14
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8
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Brunello 1 | 3 | 2 | 2 | 80 m2 | € 249 /Night |
| Brunello 2 | 4 | 2 | 2 | 90 m2 | € 261 /Night |
| Brunello 3 | 7 | 4 | 3 | 160 m2 | € 333 /Night |
| All 3 Accommodations | 14 | 8 | 7 |
Description
Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away.
This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features preserved and has been nicely furnished in a rustic style.
The property is part of a large and renowned farming estate producing an excellent Brunello wine. Access via dirt road (1km).
Distances: Montalcino with all kinds of shops 4 km away, Pienza 20 km, Siena 38 km, Montepulciano 50 km away, Grosseto 55 km away.
At guests’ disposal: large garden (3 hectares) with charming panoramic terrace and swimming-pool (5 x 14 m – maximum depth 1,6 m – open from 01/05 to 30/09), open-air shower (cold water), dressing room with bathroom with shower (warm water), ancient bread oven, laundry (free use). All of the apartments provide alarm system.
Extra services included in the rental price: linen change on Wednesdays.
Extra Services: Baby bed available upon request at € 70,- / per week (payable on site).The produce of the estate is available for clients to be purchased.
Arrivals must be within 19.00.
Please carefully check if there are any extra costs to be paid on site! Brunello
Fattoria Fronzano
Beautiful accommodation with A/C, WIFI, pool, TV, patio, pets allowed and panoramic view
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4
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14
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6
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Piazza 1 Bilo | 3 | 1 | 1 | 45 m2 | € 127 /Night |
| Piazza 2 Bilo | 3 | 1 | 1 | 45 m2 | € 127 /Night |
| San Donato 1 Trilo | 4 | 2 | 1 | 70 m2 | € 141 /Night |
| San Donato 2 Trilo | 4 | 2 | 1 | 70 m2 | € 141 /Night |
| All 4 Accommodations | 14 | 6 | 4 |
Description
Fattoria Fronzano is a beautiful stone building with air conditioning, WiFi internet and shared pool. Fattoria Fronzano is a residence that has a total of four private apartments. The property can accommodate up to 14 people comfortably in six bedrooms with four bathrooms. Conveniently located 510 m (1636 ft) from San Donato Fronzano, Italy in the tourist area "Florence And Surroundings" and only 35 km (22 mi) from Florence.
The residence is composed of 3 buildings which include 45 apartments and 27 suites; we manage only 4 apartments.
Your Experience
When you arrive at Fattoria Fronzano you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Also available outdoors are a patio, playground, tennis court and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
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: Florence 35 km (22 mi), Greve In Chianti 36 km (22 mi), Arezzo 65 km (40 mi), San Gimignano 87 km (54 mi) and Montepulciano 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 143 km (89 mi), Forte Dei Marmi 150 km (93 mi), Rome 269 km (167 mi), Venice 299 km (186 mi) and Milan 342 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Fattoria Fronzano. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 23:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 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) 64 km (39 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 148 km (92 mi), Roma Ciampino (cia) 278 km (173 mi) and Genova (goa) 284 km (176 mi).
At guests' disposal: 3 swimming pools, tennis court, riding school and a restaurant. La Piazza Di San Donato
Villa Il Gabbro
Amazing private vacation home with WIFI, private pool, A/C, TV and pets allowed
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10
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5
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6
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450 m2
Description
Villa Il Gabbro is located 8 km (5 mi) from Casole D'elsa, Italy and only 31 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Property Villa Il Gabbro is a nice property (450 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms.
Your Experience
When you arrive at Villa Il Gabbro you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: San Gimignano 31 km (20 mi), Siena 46 km (29 mi), Greve In Chianti 57 km (35 mi), Florence 72 km (45 mi) and Montalcino 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 121 km (75 mi), Forte Dei Marmi 133 km (82 mi), Rome 281 km (174 mi), Venice 319 km (198 mi) and Milan 369 km (229 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Il Gabbro. 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) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 171 km (106 mi), Roma Fiumicino (fco) 262 km (163 mi) and Genova (goa) 263 km (163 mi).
Il Gabbro, Luxury
Fantastic accommodation with WIFI, pool, A/C and terrace, near San Gimignano
-15% Special Offer-
2
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1
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1
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100 m2
Description
Property Alice - Podere Ribatti - Casole D'elsa, Toscana is a beautiful property (100 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to two people comfortably in one bedroom with one bathroom. Alice - Podere Ribatti - Casole D'elsa, Toscana is located 3 km (2 mi) from Casole D'elsa, Italy and only 22 km (14 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
Your Experience
Upon arrival you will be greeted by the owner or manager where 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, visiting museums, shopping 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 big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
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: San Gimignano 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
Alice - Podere Ribatti - Casole D'elsa, Toscana
Villa Milluzzi
Amazing independent accommodation with private pool, A/C, WIFI and TV, near Cortona
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10
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5
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5
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320 m2
Description
Villa Milluzzi is a beautiful holiday home (320 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. Villa Milluzzi is located 1 km (3432 ft) from Ronzano, Italy and only 12 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
Upon arrival at Villa Milluzzi you’ll find a lovely clean well-maintained property perfect for a relaxing 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 relax 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 kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 27 km (17 mi), Arezzo 28 km (17 mi), Montalcino 55 km (34 mi) and Perugia 63 km (39 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 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 201 km (125 mi), Venice 362 km (225 mi) and Milan 405 km (252 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 210 km (130 mi), Bologna (blq) 211 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Additional Services
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.
Villa Milluzzi
Villa Camelia
Stunning accommodation with WIFI, A/C, private pool, TV and panoramic view, near Cortona
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4
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2
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2
-
100 m2
Description
Property Villa Camelia is a beautiful property (100 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona.
The owner (1 person) lives in a house near Villa Camelia (50m away), in the same park. In any case he doesn’t use neither the swimming pool nor the garden.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the city and the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping 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 four people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
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 15 km (9 mi), Montepulciano 20 km (12 mi), Arezzo 34 km (21 mi), Montalcino 51 km (31 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 197 km (122 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) 203 km (126 mi), Roma Ciampino (cia) 206 km (128 mi) and Roma Fiumicino (fco) 218 km (135 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering 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. Inquire for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Camelia. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Camelia
Villa Anita
Beautiful private vacation rental with private pool, WIFI, A/C, TV and panoramic view, near Cortona
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13
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7
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4
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240 m2
Description
Holiday home Villa Anita is a beautiful stone building (240 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 13 guests comfortably in seven bedrooms with four bathrooms. Villa Anita is located 2 km (1 mi) from La Villa-farneta, Italy and only 13 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings".
The villa develops on three floors and it is divided into three apartments. Nevertheless, the are internally communicating with each other.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 13 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 13 km (8 mi), Montepulciano 22 km (14 mi), Arezzo 35 km (22 mi), Montalcino 52 km (32 mi) and Perugia 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 109 km (68 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 204 km (126 mi), Roma Ciampino (cia) 207 km (128 mi) and Roma Fiumicino (fco) 219 km (136 mi).
Additional Services
Cooking Lessons - If you're interested in learning 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 learning the techniques needed 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 vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Villa Anita
Il Tiglioré
Stunning independent vacation rental with WIFI, A/C, private pool, TV, patio and pets allowed
Special Offer-
4
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2
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1
Description
Property Summary
Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.
Outdoors
The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.
Other Information
"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.
Distances and Attractions
The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré
Il Cottage Roccaio
Wonderful independent vacation rental with A/C, private pool, WIFI, TV, patio and pets allowed
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8
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3
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3
Description
Property Summary
Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.
Outdoors
The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.
Other Information
Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.
Distances and Attractions
Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio
Il Sogno di Pietro
Independent Holiday rental with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view
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11
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5
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4
Description
Property Summary
Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.
Outdoors
The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.
Other Information
The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.
Distances and Attractions
"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro
Mensano Old Town Apartment
Fabulous vacation home with A/C, WIFI, TV and balcony
-15% Special Offer-
4
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2
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2
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200 m2
Description
Conveniently located in Mensano, Italy in the tourist area "Central Tuscany" and only 32 km (20 mi) from San Gimignano. Property Mensano Old Town Apartment is a nice stone building (200 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 32 km (20 mi), Siena 38 km (24 mi), Greve In Chianti 60 km (37 mi), Montalcino 71 km (44 mi) and Florence 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 166 km (103 mi), Forte Dei Marmi 173 km (108 mi), Rome 274 km (170 mi), Venice 323 km (200 mi) and Milan 369 km (229 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 174 km (108 mi), Roma Fiumicino (fco) 257 km (160 mi) and Roma Ciampino (cia) 283 km (176 mi).
Mensano Old Town Apartment
La Casa di Pino
Amazing private holiday rental with WIFI, A/C, private pool and TV, near Cortona
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4
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1
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1
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55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Galleria di Brolio
Pretty independent property with private pool, A/C, WIFI, TV and veranda, close to Cortona
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10
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4
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3
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170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
Casa Angela
Stunning private villa with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Podere i Gigli
Amazing private villa rental with A/C, private pool, WIFI, TV and terrace, close to Cortona
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6
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3
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3
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170 m2
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli