Luxury Villas with Pool in San Casciano in Val di Pesa, Italy
Results 81 - 88 of 88
La Capanna
Wonderful private villa rental with private pool, WIFI, TV, terrace and panoramic view
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12
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6
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4
-
250 m2
Description
La Capanna is located in Montelopio, Italy and only 32 km (20 mi) from San Gimignano. La Capanna is a beautiful holiday rental (250 sq m) with private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. There is a golf course nearby if you'd like to get in a round or two while on vacation.
The Experience
Located on the same estate as Villa di Montelopio, this restored farmhouse is a fitting vacation home for families who wish to enjoy the laid-back atmosphere of the Tuscan countryside. The private swimming pool set at a brief walk away from the villa, in a very peaceful position. The caring staff residing in a separate section of the same estate is available for any wish or assistance.
After arriving you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 32 km (20 mi), Pisa 50 km (31 mi), Lucca 58 km (36 mi), Siena 72 km (45 mi) and Viareggio 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 79 km (49 mi), Forte Dei Marmi 91 km (56 mi), Rome 310 km (193 mi), Venice 325 km (202 mi) and Milan 334 km (208 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): Pisa (psa) 52 km (32 mi), Firenze Peretola (flr) 83 km (52 mi), Bologna (blq) 173 km (108 mi), Genova (goa) 224 km (139 mi) and Roma Ciampino (cia) 320 km (198 mi).
Special Services
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 arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Cleaning service is included 9 hours per week. La Capanna
Villa del Santo Bastiano
Beautiful private holiday rental with WIFI, A/C, private pool, hot tub, TV, patio and panoramic view
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12
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5
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5
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220 m2
Description
Conveniently located in Monsummano Terme, Italy in the tourist area "Lucca And Surroundings" and only 38 km (24 mi) from Lucca. Property Villa Del Santo Bastiano is a beautiful property (220 sq m) that includes air conditioning, hot tub and private pool. The property can sleep up to 12 guests comfortably in five bedrooms with five bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Outdoors you will also find a hot tub and patio.
The external hot tub is available only while the swimming pool is open.
Both are heatable on request, the cost will be upon consumption (electricity).
The Electricity has to be paid if the usage results to be over 300kwh, at cost Euro 0.45 Kwh
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: Lucca 38 km (24 mi), Florence 51 km (31 mi), Viareggio 59 km (37 mi), Pisa 60 km (37 mi) and Forte Dei Marmi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 51 km (31 mi), Viareggio 59 km (37 mi), Forte Dei Marmi 66 km (41 mi), Rome 333 km (207 mi), Venice 286 km (177 mi) and Milan 310 km (192 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 4 April - 9 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) 49 km (31 mi), Pisa (psa) 65 km (41 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 200 km (124 mi) and Venezia (vce) 288 km (179 mi).
Special Services
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 arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Villa San Bastiano
Villa Dell'Angelo
Amazing private vacation home with private pool, A/C, hot tub, WIFI, TV and panoramic view
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10
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4
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3
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350 m2
Description
Conveniently located 4 km (2 mi) from Monsummano Terme, Italy in the tourist area "Lucca And Surroundings" and only 37 km (23 mi) from Lucca. Villa Dell'angelo is a lovely stone building (350 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
SPECIAL: by booking this villa (for a 7 nights stay minimum) the following services are included in the price:
1) 2 hours of cleaning: on Wednesday (unless otherwise requested by the guest)
2) A welcome basket including:
Everything you need for dinner on the evening of the arrival: homemade pasta, parmesan, bread and salad, Chianti wine and water
Everything you need for breakfast for the following morning: toast, croissants, jam, butter, honey, cereals, fruit juice, coffee, tea, milk
and sugar
What to Expect
Upon arrival at Villa Dell'angelo you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting 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: Lucca 37 km (23 mi), Florence 50 km (31 mi), Viareggio 59 km (36 mi), Pisa 59 km (37 mi) and Forte Dei Marmi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 59 km (36 mi), Forte Dei Marmi 66 km (41 mi), Rome 332 km (206 mi), Venice 285 km (177 mi) and Milan 309 km (192 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 14 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) 49 km (30 mi), Pisa (psa) 65 km (41 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 199 km (124 mi) and Venezia (vce) 288 km (179 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will 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 supplemental costs.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the extra cost.
Villa Dell'angelo
Villa Dorella di Montaperti
Unique private house with A/C, WIFI, private pool, TV, patio, panoramic view, near San Gimignano
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20
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10
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12
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500 m2
Description
Villa Dorella Di Montaperti is a lovely holiday rental (500 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 20 guests comfortably in ten bedrooms with 12 bathrooms. Villa Dorella Di Montaperti is located 12 km (8 mi) from Volterra, Italy and only 22 km (14 mi) from San Gimignano. There is a golf course nearby if you'd like to get in a round or two while on vacation.
This exclusive rental, in a private, green setting in the Tuscan hills, is the ideal scenario for celebrating your wedding: there is a lovely little 18th century church, still consecrated and adjacent to the villa.
When you arrive at Villa Dorella Di Montaperti 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 unwind while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a patio and barbecue grill.
Places Nearby
Most people enjoy visiting close-by cities and towns while on 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), Pisa 56 km (35 mi), Siena 58 km (36 mi), Lucca 68 km (42 mi) and Florence 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 70 km (43 mi), Viareggio 85 km (53 mi), Forte Dei Marmi 96 km (60 mi), Rome 297 km (184 mi), Venice 315 km (196 mi) and Milan 340 km (211 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 07:00 - 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): Pisa (psa) 57 km (36 mi), Firenze Peretola (flr) 73 km (45 mi), Bologna (blq) 164 km (102 mi), Genova (goa) 230 km (143 mi) and Roma Ciampino (cia) 306 km (190 mi).
More Services
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 advice for the various courses and the wine. Inquire for more details and the extra costs.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the additional cost.
Villa Montaperti
Villa Roncovisi
Unique independent house with private pool, hot tub, A/C, WIFI, TV, patio, panoramic view
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19
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7
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7
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500 m2
Description
Vacation rental Villa Roncovisi is a beautiful stone building (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 19 guests comfortably in seven bedrooms with seven bathrooms. Conveniently located 4 km (2 mi) from Monsummano Terme, Italy in the tourist area "Lucca And Surroundings" and only 37 km (23 mi) from Lucca.
SPECIAL: by booking this villa (for a 7 nights stay minimum) the following services are included in the price:
1) 2 hours of cleaning: on Wednesday (unless otherwise requested by the guest)
2) A welcome basket including:
Everything you need for dinner on the evening of the arrival: homemade pasta, parmesan, bread and salad, Chianti wine and water
Everything you need for breakfast for the following morning: toast, croissants, jam, butter, honey, cereals, fruit juice, coffee, tea, milk
and sugar
Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground, patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 19 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Lucca 37 km (23 mi), Florence 50 km (31 mi), Viareggio 58 km (36 mi), Pisa 59 km (37 mi) and Forte Dei Marmi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 58 km (36 mi), Forte Dei Marmi 66 km (41 mi), Rome 332 km (206 mi), Venice 285 km (177 mi) and Milan 309 km (192 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 14 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) 49 km (30 mi), Pisa (psa) 65 km (41 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 199 km (124 mi) and Venezia (vce) 288 km (179 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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 extra costs.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Inquire for more details about the additional cost.
Villa Roncovisi
Villa Medicea Lo Sprocco
Wonderful independent villa with WIFI, A/C, private pool, hot tub and TV
-10% Special Offer-
18
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9
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9
Description
Villa Medicea Lo Sprocco is a lovely stone building with air conditioning, WiFi internet and private pool. The property can sleep up to 18 guests comfortably in nine bedrooms with nine bathrooms. Conveniently located 6 km (4 mi) from Scarperia, Italy and only 49 km (30 mi) from Florence.
History
The foundations of Villa Medicea Lo Sprocco date back to the 1400s, commissioned by Lorenzo and Giovanni de' Medici, sons of Pier Francesco, and later sold to Taddeo Ducci in 1494. A cornerstone of the ancient Medici lineage, the Villa incorporates an 11th-century Ubaldina tower and was chosen by Lorenzo the Magnificent as a hunting lodge. After passing through the Gherardi family, the property was acquired by the Bolognese de' Bianchi family. Major restorations were initiated in 1898 by Count Filippo Sassoli de' Bianchi to restore its 15th-century appearance, despite significant 18th-century refurbishments, including the still-consecrated Chapel dated 1729. Key internal features include the Salone dei Medici with a 14th-century pietra serena fireplace bearing the Medici coat of arms, and the Papal Apartment which once hosted Popes Leo X and Clement VII.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums.
The owners
Massimo
As the villa's sommelier and maître, his focus is to introduce you to Tuscan wines and extra virgin olive oil, and to explain the dishes prepared by the villa's master chef and presented at the buffet. He is also particularly interested in rum and high-end spirits, which he serves at the villa bar alongside aperitifs, cocktails and appetisers.
Renata
Renata is nicknamed Nonna Renata (Grandmother Renata) because of her age, but also because of the way she makes you feel at home in the villa. She is like a sweet grandmother who makes delicious dishes to make you taste Medici's dishes and ancient Tuscan dishes.
Lorella
The queen of breakfast. Her cakes are among the best reviewed aspects of the villa. They are homemade and made early in the morning, just before the customers arrive in the salon near the kitchen. You will be greeted by an unbeatable scent of sweet cakes.
She is always prepared to demonstrate her techniques for baking delicious cakes, which you can then recreate when you return home.
The staff
Claudio
The gardener, lawnmower operator, BBQ chef, fireplace maintainer and person who provides you with fresh produce from our garden, such as tomatoes and courgettes, every day. He is Lorella's husband.
Valentino
The head chef, with a background in the best restaurants and five-star hotels, has been brought in by the villa to captivate your senses with a wide variety of unforgettable, refined dishes.
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 49 km (30 mi), Greve In Chianti 72 km (44 mi), Bologna 75 km (47 mi), San Gimignano 96 km (60 mi) and Lucca 99 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (30 mi), Viareggio 120 km (75 mi), Forte Dei Marmi 128 km (79 mi), Rome 327 km (203 mi), Venice 227 km (141 mi) and Milan 277 km (172 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 11:00
Pool Open: 25 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) 42 km (26 mi), Bologna (blq) 80 km (49 mi), Pisa (psa) 116 km (72 mi), Venezia (vce) 233 km (145 mi) and Treviso (tsf) 235 km (146 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire 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 supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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 supplemental costs.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be organized as well. Ask about the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask for more details about the extra cost.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Villa Medicea Lo Sprocco
La Maccinaia 14
Stunning villa with WIFI, A/C, private pool, TV, patio and panoramic view
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16
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7
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7
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650 m2
Description
La Maccinaia 14 is a lovely stone building (650 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms. Conveniently located 980 m (3168 ft) from San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 38 km (24 mi) from Siena.
The Experience
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. Also available outdoors are a patio, barbecue grill and playground. 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 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: Siena 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 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) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
Additional Services
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14
Wonderful private villa rental with A/C, WIFI, private pool, terrace and panoramic view
-10% Special Offer-
11
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6
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6
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400 m2
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