Gaiole in Chianti Villas with Pool
Results 561 - 580 of 614
Villa Adriana
Pretty private accommodation with A/C, private pool, WIFI, patio and panoramic view
-10% Special Offer-
8
-
4
-
2
-
350 m2
Description
Independent villa with a private pool in the Florentine hills near the cities of Montelupo Fiorentino and Florence.
The villa has two floors and 4 bedrooms to comfortably accommodate up to 8 people.
On the grounds there is a private pool with panoramic views, a multi-purpose court for tennis and five-a-side soccer, and a lovely veranda with a barbecue where you can dine outside.
Villa Adriana is within easy reach of Tuscany’s major art cities, such as Florence, Siena, San Gimignano, Pisa and Lucca.
At guests’ disposal:4 bedrooms, 2 bathrooms; sleeps 8; private pool with panoramic views (15 x 7,5 meters; minimum depth: 1,50 meters; maximum depth: 3 meters); outdoor shower; changing room with showers next to the pool area; multi-use court for tennis and five-a-side soccer; veranda with outdoor dining area; sunbathing area; private garden; barbecue; parking; stationary bike; Wifi internet; air conditioning in 2 bedrooms and the living room
Distances: Montelupo Fiorentino (shops of all kinds) 3 km, Empoli 8 km, Vinci 21 km, Florence (airport) 24 km, San Gimignano 38 km, Lucca 54 km, Pisa (airport) 57 km, Tyrrhenian coast with beach facilities 65-71 km, Siena 76 km.
Please check carefully for any extras that must be paid at the property! Villa Adriana
Villa Roberto
Independent Accommodation with private pool, A/C, WIFI, TV, terrace, pets allowed, panoramic view
-10% Special Offer-
4
-
2
-
1
-
50 m2
Description
Charming small independent villa with private pool situated on the hills surrounding the small town of Cambiano, approx. 45 km from Florence. This villa offers nice outdoor areas with a beautiful panoramic terrace, gazebo, furnished garden and private pool. The interiors are welcoming and provide air-conditioning.
The access to the property is via an unpaved but well-maintained road.
Distances: Fontanelle with general stores 500 m, a nice restaurant / pizzeria 100 m away, Cambiano 4 km, Castelfiorentino with general stores and railway station 7 km, Empoli 7 km away, Certaldo 17 km, San Gimignano 30 km away, Florence (airport) 45 km, Lucca 55 km, Pisa (airport) 58 km, Siena 65 km away.
At guests’ disposal: furnished garden with private bean-shaped swimming-pool (7 x 3 m circa – depth 1,2 m – open from 01/04 to 30/10), barbecue, large furnished terrace with gazebo ideal for al-fresco dining offering extensive panoramic views over the surrounding landscape.
Parking within the grounds.
Extra Services: Baby bed available upon request (free of charge). Maid service by arrangement (€ 10,- / per hour to be paid on the spot).
Small pets are allowed by paying an extra charge of € 40,- / per pet (the property is not completely fenced).
Please carefully check if there are any extra costs to be paid on site! Villa Roberto
Lavacchio 14
Unique private vacation rental with WIFI, A/C, private pool, TV and panoramic view
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14
-
7
-
6
-
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 18
Wonderful private holiday rental with private pool, WIFI, A/C, TV and panoramic view
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18
-
9
-
8
-
450 m2
Description
Lavacchio 18 is located 11 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist area "Grosseto - Maremma". Vacation rental Lavacchio 18 is a beautiful stone building (450 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 18 people comfortably in nine bedrooms with eight bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
Your Experience
When you arrive at Lavacchio 18 you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid 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 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 18 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 226 km (140 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Inquire for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 18
Fontanelle 16
Stunning independent property with WIFI, A/C, private pool, TV, patio and panoramic view
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16
-
8
-
8
-
500 m2
Description
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". Vacation rental Fontanelle 16 is a nice stone building (500 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 16 guests comfortably in eight bedrooms with eight bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, 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 perfect setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 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).
Special Services
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the supplemental cost.
Cleaning service is included 15 hours a week. Fontanelle 16
Villa Lorian
Wonderful private vacation home with WIFI, private pool, A/C, TV and patio
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10
-
5
-
5
-
500 m2
Description
Villa Lorian is located 10 km (6 mi) from Montalcino, Italy and only 46 km (29 mi) from Montepulciano in the tourist area "Grosseto - Maremma". Holiday home Villa Lorian is a lovely stone building (500 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms.
What to Expect
Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the building has a distinctive U-shaped structure and develops around a central patio.The sense of interior space is accentuated by the high vaulted ceilings.
Guests can enjoy seasonal products from the vegetable garden.
The resident maid lives in a separate apartment at the rear of the farmhouse, and will be happy to cook for guests (additional charge).
When you arrive you’ll find a beautiful clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 46 km (29 mi), Siena 54 km (34 mi), Cortona 79 km (49 mi), Arezzo 81 km (50 mi) and San Gimignano 91 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 229 km (142 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 416 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) 136 km (85 mi), Pisa (psa) 194 km (121 mi), Bologna (blq) 221 km (137 mi), Roma Fiumicino (fco) 221 km (137 mi) and Roma Ciampino (cia) 243 km (151 mi).
On the estate there are 2 resident cats and an aged friendly dog and is therefore not possible to accept other pets.
Cleaning service included 3 hours a day, five days a week.Special Services
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the additional cost.
Baby Sitting - A babysitter can be scheduled at Villa Lorian. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Lorian
Lavacchio 12
Fabulous independent property with A/C, private pool, WIFI, TV and panoramic view
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12
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6
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5
-
360 m2
Description
Lavacchio 12 is a beautiful stone building (360 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. Lavacchio 12 is located 12 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist area "Grosseto - Maremma". There is a golf course nearby if you'd like to get in a round or two while on vacation.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
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: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
More Services
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.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
Lavacchio 16
Superb independent vacation home with private pool, WIFI, A/C, TV and panoramic view
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16
-
8
-
7
-
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
Lavacchio 10
Fabulous private holiday home with WIFI, private pool, A/C, TV and panoramic view
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10
-
5
-
4
-
360 m2
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Lavacchio 10 is a nice stone building (360 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal 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 visiting museums. 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 ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
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: Montepulciano 48 km (30 mi), Siena 69 km (43 mi), Cortona 79 km (49 mi), Arezzo 82 km (51 mi) and San Gimignano 109 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 428 km (266 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) 149 km (93 mi), Pisa (psa) 191 km (119 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Special Services
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 10
Il Frantoio
Unique independent holiday villa with WIFI, private pool, TV, patio, panoramic view, near Florence
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18
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8
-
8
-
345 m2
Description
Big independent farmhouse with private swimming-pool created by the restoration of an ancient oil mill situated approx. 18 km from Florence away. This property nestling deep among vineyards and olive groves is very large and offer nicely furnished rustic interiors. The villa is part of a farming estate producing wine and olive oil and offering an ideal terrain for beautiful walks in close contact with the Tuscan landscape.
The owners run a nice restaurant on the premises where it is possible to taste excellent local recipes .
On the property live a couple of helpful keyholders.
The access to the property is via an unpaved but well-maintained road.
Distances: Malmantile with food shops 4 km away, Lastra a Signa with all kinds of shops 5 km, Florence (airport) 18 km away, the charming medieval town of San Gimignano 45 km, Pisa (airport) 65 km away, Siena approx. 75 km.
At guests disposal: large outdoor areas, private swimming-pool (4 x 11 m – maximum depth 1,8 m). Parking within the grounds. All of the bedrooms provide safe, ceiling fans and hairdryer. WI-FI internet connection available (free of charge).
Upon request it is possible to arrange guided tours, visit of the property wine cellars, wine tasting and beautiful walks.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Il Frantoio
Mulino della Frateria
Great home with private pool, WIFI, A/C and TV
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8
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4
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3
-
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 Giare
Beautiful private vacation home with A/C, WIFI, hot tub, private pool, panoramic view, near Cortona
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24
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12
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11
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760 m2
Description
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 8 appealing apartments, all of which offer tastefully furnished interiors that allow their guests a combination of old charm and contemporary design.
Splendid extensive views of the surrounding valleys.
From the park and from the apartments you can enjoy a magnificent view surrounding hills.
The garden well kept and maintained, has a gazebo ideal for outdoor living and al fresco dining.
At guests' disposal:
By renting the 8 apartments together it is possible to obtain an independent villa with private swimming-pool. Common room with dining room with fireplace, kitchen, 2 toilets.
Baby bed available free of charge. Barbecue.
The swimming pool, 14 x 7 depth 1.40 offers a splendid view over the valley. Wi-Fi internet connection available free of charge. Mosquito screens in all the units. Parking within the grounds
Distances:
The village of Fratticciola is at only 200 mt with a food shop.
Fratta at 2 km with shops and restaurant.
Camucia at 5 km
Cortona at 8 km
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Giare
Villa Montalcino
Amazing independent villa with private pool, WIFI, patio and panoramic view
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8
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3
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3
-
180 m2
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
La Rosa
House with private pool, A/C, WIFI, hot tub, TV, terrace, pets allowed, panoramic view
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13
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6
-
6
Description
Property Summary
Villa "La Rosa" is a stunning semi-detached holiday rental nestled in the picturesque hills of Montelupo Fiorentino, Italy, situated at an elevation of 250 meters above sea level. Enveloped by lush trees, rolling meadows, and scenic vineyards, this exceptional property offers a serene and peaceful retreat for those seeking both tranquility and convenience. The villa enjoys a privileged sunny position on a gentle slope, providing guests with a harmonious blend of natural beauty and refined comfort. A spacious private yard of 2,000 square meters, fully fenced and terraced, surrounds the property, offering ample outdoor space for relaxation and recreation. The magnificent 12 x 6-meter swimming pool is a centerpiece of the outdoor experience, complementing the villa's generous grounds. Reliable Internet WiFi connectivity is available throughout the property, ensuring guests remain effortlessly connected during their stay. Parking is conveniently provided on the premises, and an EV charging station is available for guests traveling with electric vehicles, reflecting a thoughtful commitment to modern and sustainable hospitality.
Outdoors
The outdoor spaces of Villa "La Rosa" are truly exceptional, inviting guests to immerse themselves in the natural splendor of the Tuscan countryside. The private terraced garden, extending across 2,000 square meters of fully fenced grounds, provides a safe and beautifully landscaped environment ideal for leisurely strolls, outdoor dining, and quiet contemplation. At the heart of the exterior is the impressive 12 x 6-meter swimming pool, open seasonally from May 4th to September 21st, with designated pool hours from 10:00 am to 7:00 pm. An outdoor shower is conveniently located adjacent to the pool for guests' comfort. The garden is thoughtfully equipped with outdoor furniture, creating inviting spaces to unwind and soak in the surrounding landscape. Guests can also enjoy a range of recreational activities, including table tennis and basketball, making the outdoor area equally suited to active pursuits and relaxed leisure. A barbecue is available on the premises, perfect for alfresco dining experiences in the warm Tuscan evenings.
Other Information
Villa "La Rosa" is equipped with a heating system available from November 1st to April 15th, ensuring a comfortable stay during the cooler months of the year. As a thoughtful touch, 1 pool towel per person is provided to guests free of charge. The property also features a dedicated machine offering filtered drinking water, available at room temperature, cold, or sparkling, providing a convenient and sustainable hydration solution throughout the stay.
Distances and Attractions
Villa "La Rosa" benefits from an enviable location that places guests within easy reach of a wide array of local services, cultural landmarks, and natural attractions. The nearest shopping areas are just 1 kilometer away, while a grocery store and a supermarket are located 1.8 kilometers from the property. The center of Montelupo Fiorentino is only 2 kilometers away, and the Montelupo Fiorentino railway station is equally situated at a distance of 2 kilometers, offering excellent transport connections for guests wishing to explore the wider region. A 10-hole golf course is conveniently located just 4 kilometers from the villa, ideal for enthusiasts of the sport. The magnificent city of Florence, with its world-renowned art, architecture, and gastronomy, is 22 kilometers away, while the historic city of Pisa is 60 kilometers from the property. The nearest coastline is approximately 70 kilometers away. For those seeking wellness and relaxation beyond the villa, the Gambassi Terme thermal baths are located 30 kilometers away. The surrounding area is also rich in charming towns and villages well worth exploring, including San Miniato, San Casciano in Val di Pesa, Certaldo, and San Gimignano, each offering a distinctive glimpse into the cultural and historical heritage of Tuscany. La Rosa
La Rosa
Amazing property with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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9
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4
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5
Description
Property Summary
Nestled at 250 metres above sea level among trees, meadows, and vineyards, Villa "La Rosa" is a semi-detached property built in 2005 that offers a refined and tranquil holiday rental experience in the heart of Tuscany. Situated just 2 km from the centre of Montelupo Fiorentino, Italy, the villa enjoys a sunny position on a gentle slope, providing a serene and picturesque setting for your stay. The property features a private fenced terraced garden of 2,000 m2, at the heart of which lies a generous swimming pool measuring 12 x 6 metres with a depth of 150 cm, available seasonally from 3 May to 20 September, with pool opening hours from 10:00 to 19:00. Connectivity is fully covered with Internet WiFi available throughout the property, ensuring you remain effortlessly connected during your stay. Parking is conveniently available on the premises, and for guests travelling with electric vehicles, an EV charging station with a 20 kW Type 2 charger is provided on site.
Outdoors
The outdoor spaces of Villa "La Rosa" are thoughtfully designed to make the most of the property's natural surroundings and sunny aspect. The private terraced garden, fully fenced and extending over 2,000 m2, invites you to relax and explore amid lush greenery. The swimming pool, measuring 12 x 6 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available from 3 May to 20 September, with access between 10:00 and 19:00. An outdoor shower is conveniently located near the pool area for your comfort. The garden is well equipped for leisure and recreation, featuring a table tennis table and a basketball area for active enjoyment. Comfortable garden furniture is provided throughout the outdoor spaces, and a barbecue is available for alfresco dining, allowing you to savour the warm Tuscan evenings in style.
Other Information
Villa "La Rosa" is equipped with a central heating system, though please be aware that heating is available exclusively from 1 November to 15 April. A thoughtful amenity available to all guests is a machine dispensing filtered drinking water, offered at room temperature or as filtered cold and sparkling water. 1 pool towel per person is provided free of charge for your convenience during the pool season.
Distances and Attractions
Villa "La Rosa" benefits from an excellent location that places a wide range of services and attractions within easy reach. A shop and a grocery store are both located just 1 km away, while a supermarket can be found at 1.8 km. The railway station "Montelupo Fiorentino" is 2 km from the property, offering convenient access to the wider region. The centre of Firenze is approximately 22 km away, making it an ideal destination for day trips to explore its world-renowned art and architecture. The sea is reachable within approximately 70 km, and the centre of Pisa lies 60 km from the villa. For golf enthusiasts, a 10-hole golf course is situated just 4 km away, while the thermal baths of "Gambassi Terme" can be reached in approximately 30 km. Among the nearby cultural attractions, San Miniato is 18 km away, San Casciano in Val di Pesa is 20 km, Certaldo is 26 km, and the iconic San Gimignano is 38 km from the property. La Rosa
La Rosa
Holiday rental with A/C, hot tub, WIFI, private pool, TV, terrace, pets allowed, panoramic view
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17
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8
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8
Description
Property Summary
Villa "La Rosa" is a captivating semi-detached holiday rental nestled in the picturesque Tuscan countryside of Montelupo Fiorentino, Italy, positioned at 250 meters above sea level. Built in 2005, this beautifully appointed villa enjoys a sunny aspect on a gentle slope, surrounded by an enchanting landscape of trees, meadows, and vineyards that creates a truly serene and immersive retreat. The property is available in 2 configurations, accommodating a group of 13 people (ref. IT5492.901.1) or a group of 17 people (ref. IT5492.900.3), making it an ideal choice for large families or groups seeking a memorable Tuscan getaway. Guests benefit from a comprehensive range of amenities designed to ensure maximum comfort and convenience throughout their stay. A magnificent swimming pool invites relaxation and leisure, while the expansive private yard, spanning 2,000 square meters of terraced, fenced garden, offers ample space to unwind in complete privacy. Reliable internet Wi-Fi connectivity is available throughout the property, keeping guests seamlessly connected during their stay. Parking is conveniently provided on the premises, and an EV charging station is also available, catering to guests travelling with electric vehicles.
Outdoors
The outdoor spaces of Villa "La Rosa" are truly exceptional, offering a wealth of recreational and relaxation opportunities within a beautifully landscaped setting. The centrepiece of the exterior is the magnificent swimming pool, measuring an impressive 12 x 6 meters with a depth of 150 cm, available seasonally from 04 May to 21 September and open daily from 10:00 to 19:00. Pool maintenance is professionally managed by the owner and gardener, ensuring the water remains in pristine condition throughout the season. The pool area is thoughtfully equipped with garden furniture, a barbecue, an outdoor shower, a table tennis table, and a basketball hoop, providing a diverse range of leisure activities for guests of all ages. The surrounding terraced garden extends across 2,000 square meters of fully fenced and private grounds, offering a safe and tranquil environment where guests can enjoy the stunning natural scenery of vineyards, meadows, and trees that frame the property on all sides.
Other Information
Villa "La Rosa" is designed to provide a comfortable and well-equipped stay for all guests. Heating is available seasonally, from 01 November to 15 April, ensuring warmth and comfort during the cooler months. As a thoughtful welcome gesture, each adult guest is provided with 1 pool towel free of charge during their stay.
Distances and Attractions
Villa "La Rosa" enjoys an exceptionally convenient location, placing guests within easy reach of a wide array of services, destinations, and cultural attractions. Essential everyday amenities are close at hand, with a nearby shop and grocery store both situated just 1 kilometer from the villa, and a supermarket located 1.8 kilometers away. The railway station "Montelupo Fiorentino" is just 2 kilometers from the property, providing straightforward access to the wider region by public transport. The vibrant centre of Montelupo Fiorentino itself is only 2 kilometers away, while the magnificent city of Florence can be reached in approximately 22 kilometers, offering world-renowned museums, galleries, and architectural landmarks. The historic city of Pisa, home to its iconic leaning tower, lies 60 kilometers from the villa, and the nearest coastline is accessible within approximately 70 kilometers, perfect for a day trip to the sea. Culture enthusiasts will also appreciate the proximity of several celebrated Tuscan destinations, including San Miniato at 18 kilometers, San Casciano in Val di Pesa at 20 kilometers, Certaldo at 26 kilometers, and the medieval gem of San Gimignano at 38 kilometers. La Rosa
Brunello
Comfortable home with pool, A/C, 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 | € 257 /Night |
| Brunello 2 | 4 | 2 | 2 | 90 m2 | € 268 /Night |
| Brunello 3 | 7 | 4 | 3 | 160 m2 | € 342 /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
Villa la Fragola
Independent House with A/C, private pool, WIFI, patio, panoramic view, close to Montepulciano
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6
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3
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2
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100 m2
Description
Villa La Fragola is located , Italy and only 19 km (12 mi) from Montepulciano. Villa La Fragola is a lovely vacation rental (100 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to six guests comfortably in three bedrooms with two bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
The Experience
The garden area is not fully fenced, anyway the pool area is divided from the rest of the garden by a hedge (height about 0.7 m) and a wire net. There is a small gate which can be locked, for the safeness of small children.
Important: The First floor is accessed only through the external staircase and it is not communicating internally with the ground floor.
One room with access through the garden with shower and changing room for guests who want to enjoy the pool without entering the house.
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful 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. For your pleasure, on the grounds there is a 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 vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
The house is just 500 m from a very tiny village, Chianacce (grocery and coffe-bar, reachable on foot).
Closest restaurant 2 km far.
The nearest villages offering all shops/services are Foiano della Chiana and Bettolle (about 7 km).
The Guests can enjoy a visit to the wonderful Trasimeno lake (about 25 km).
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 19 km (12 mi), Cortona 20 km (12 mi), Arezzo 45 km (28 mi), Montalcino 52 km (32 mi) and Perugia 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (66 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 210 km (131 mi), Rome 192 km (119 mi), Venice 359 km (223 mi) and Milan 402 km (249 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa La Fragola. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
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) 124 km (77 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 207 km (129 mi) and Roma Fiumicino (fco) 220 km (136 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 learning 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Villa La Fragola
Villa Manuela
Private Holiday rental with private pool, WIFI, A/C, TV, patio, panoramic view, near San Gimignano
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8
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4
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4
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220 m2
Description
Holiday home Villa Manuela is a lovely property (220 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located in Iano, Italy and only 18 km (11 mi) from San Gimignano.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. 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 eight people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: San Gimignano 18 km (11 mi), Pisa 61 km (38 mi), Florence 63 km (39 mi), Siena 64 km (40 mi) and Greve In Chianti 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 90 km (56 mi), Forte Dei Marmi 102 km (63 mi), Rome 303 km (188 mi), Venice 309 km (192 mi) and Milan 345 km (214 mi).
Additional Information
Pool Open: 20 April - 26 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): Pisa (psa) 62 km (39 mi), Firenze Peretola (flr) 67 km (42 mi), Bologna (blq) 157 km (98 mi), Genova (goa) 235 km (146 mi) and Venezia (vce) 311 km (193 mi).
More 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 enjoyable 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 holiday? 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 vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
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.
La Sassolina
Villa la Vigna
Beautiful private accommodation with WIFI, hot tub, private pool, TV and terrace, close to Florence
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8
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4
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2
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190 m2
Description
Villa La Vigna is located 6 km (4 mi) from Montepulico, Italy and only 24 km (15 mi) from Florence in the tourist area "Florence And Surroundings". Villa La Vigna is a beautiful stone building (190 sq m) with WiFi internet, private pool and hot tub. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms.
Access to the property is via a 250m concrete uphill road, therefore we advise against sports cars or vehicles with low ground clearance.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. For your pleasure, on the grounds there is a hot tub and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 24 km (15 mi), Greve In Chianti 54 km (34 mi), San Gimignano 84 km (52 mi), Bologna 95 km (59 mi) and Arezzo 102 km (63 mi).
Some other major tourist destinations you should consider visiting are: Florence 24 km (15 mi), Viareggio 132 km (82 mi), Forte Dei Marmi 139 km (86 mi), Rome 305 km (190 mi), Venice 247 km (154 mi) and Milan 292 km (182 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) 27 km (17 mi), Bologna (blq) 100 km (62 mi), Pisa (psa) 127 km (79 mi), Venezia (vce) 253 km (157 mi) and Treviso (tsf) 256 km (159 mi).
Podere La Vigna