Gaiole in Chianti Vacation Villa Rentals

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Villa Piazza Della Fortezza: Property, Room, Building, Furniture, Interior Design, Living Room, Real Estate, House, Home, Ceiling € 1069/night

Superb independent holiday home with A/C, hot tub, WIFI, TV, patio and panoramic view

  •   6
  •   3
  •   3
€ 1069per Night

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

Lavacchio 14: Water, Sky, Plant, Property, Swimming Pool, Azure, Tree, Shade, Body Of Water, Leisure € 985 - € 1568/night

Fabulous private property with A/C, private pool, WIFI, TV and panoramic view

  •   14
  •   7
  •   6
: EAS183652
€ 985 - € 1568per Night

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: Water, Sky, Plant, Property, Swimming Pool, Azure, Tree, Shade, Body Of Water, Leisure € 1127 - € 1710/night

Fabulous independent vacation rental with private pool, A/C, WIFI, TV and panoramic view

  •   16
  •   8
  •   7
: EAS183653
€ 1127 - € 1710per Night

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

Casa Mulinello: Plant, Building, Window, Sky, Property, Tree, Nature, Fence, Real Estate, Facade 0% Interest Installments € 235 - € 321/night

Fabulous independent villa with WIFI, patio and panoramic view, close to Montepulciano

  •   6
  •   3
  •   2
: EAS194967
€ 235 - € 321per Night

Description

Conveniently located 790 m (2587 ft) from Montefollonico, Italy in the tourist area "Orcia Valley" and only 7 km (5 mi) from Montepulciano. Vacation rental Casa Mulinello is a lovely stone building (90 sq m) that includes WiFi internet. The property can accommodate up to six guests comfortably in three bedrooms with two bathrooms.


On the same property there is another independent house Casa Banditello: the two houses only share the parking, but they both have their private garden and entrance.

What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to unwind at the end the day. Outside you will also find a patio and barbecue grill. There is a kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people.

Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 7 km (5 mi), Cortona 32 km (20 mi), Montalcino 33 km (21 mi), Arezzo 49 km (31 mi) and Siena 63 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).

Additional Information
Check-In Time: 17:00 - 18:00
Check-Out Time: 08:00 - 09:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).


Casa Mulinello

Casa Banditello: Sky, Plant, Building, Window, Cloud, Tree, Natural Landscape, House, Land Lot, Flowerpot 0% Interest Installments € 275 - € 365/night

Amazing private property with WIFI, terrace and panoramic view, near Montepulciano

  •   6
  •   3
  •   2
: EAS194968
€ 275 - € 365per Night

Description

Casa Banditello is a beautiful stone building (130 sq m) with WiFi internet. The property can sleep up to six people comfortably in three bedrooms with two bathrooms. Casa Banditello is located 790 m (2587 ft) from Montefollonico, Italy and only 7 km (5 mi) from Montepulciano in the tourist area "Orcia Valley".


On the same property there is another independent house Casa Mulinello: the two houses only share the parking, but they both have their private garden and entrance.

The Experience
When you arrive at Casa Banditello you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people.

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 7 km (5 mi), Cortona 32 km (20 mi), Montalcino 33 km (21 mi), Arezzo 49 km (31 mi) and Siena 63 km (39 mi).

Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).

Additional Information
Check-In Time: 17:00 - 18:00
Check-Out Time: 08:00 - 09:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).


Casa Banditello

Mulino della Frateria: Swimming Pool, Garden, Resort, Eco Hotel, Landscaping, Villa, Farmhouse, Hacienda, Hotel, Backyard € 533 - € 815/night

Great holiday home with private pool, WIFI, A/C and TV

  •   8
  •   4
  •   3
: EAS210311
€ 533 - € 815per Night

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: Property, Natural Landscape, Real Estate, Tree, House, Estate, Room, Sky, Home, Swimming Pool € 902 - € 1642/night

Private Villa with hot tub, private pool, WIFI, A/C, panoramic view, close to Cortona

  •   24
  •   12
  •   11
€ 902 - € 1642per Night

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

Lavacchio 18: Water, Sky, Plant, Property, Swimming Pool, Azure, Tree, Shade, Body Of Water, Leisure € 1241 - € 1840/night

Amazing independent property with A/C, private pool, WIFI, TV and panoramic view

  •   18
  •   9
  •   8
: EAS151957
€ 1241 - € 1840per Night

Description

Conveniently located 11 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Property Lavacchio 18 is a nice stone building (450 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 18 guests comfortably in nine bedrooms with eight bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.

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 relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. 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.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).

Special Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.

Maid service is included 15 hours per week. Lavacchio 18

Fontanelle 16: Swimming Pool, Property, Natural Landscape, Real Estate, Leisure, Water, House, Estate, Building, Vacation € 1347 - € 2067/night

Amazing independent vacation rental with WIFI, private pool, A/C, TV, patio and panoramic view

  •   16
  •   8
  •   8
: EAS151958
€ 1347 - € 2067per Night

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". Fontanelle 16 is a nice stone building (500 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms.

Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 holiday. 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 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 visit that can be arranged by the owner. Ask for more details about the supplemental cost.

Cleaning service is included 15 hours a week. Fontanelle 16

La Rosa: Swimming Pool, Resort, Outdoor Furniture, Eco Hotel, Shade, Sunlounger, Villa, Estate, Hacienda, Hotel 0% Interest Installments € 956 - € 1013/night

Property with A/C, hot tub, WIFI, private pool, TV, terrace, pets allowed, panoramic view

  •   17
  •   8
  •   8
€ 956 - € 1013per Night

Description

Property Summary
Nestled in the picturesque surroundings of Montelupo Fiorentino, Italy, Villa "La Rosa" is a breathtaking semi-detached vacation rental that promises an unforgettable stay. This magnificent property, constructed in 2005, is perched 250 meters above sea level, providing stunning vistas of trees, meadows, and vineyards. With a range of amenities including a Swimming Pool, Yard, Internet Wifi, and Parking, you are guaranteed a comfortable and convenient holiday experience.

Outdoors
Step outside and immerse yourself in the villa's terraced garden, spanning an impressive 2,000 square meters of fenced and private space. The true highlight, however, is the magnificent swimming pool, measuring 12 x 6 meters with a depth of 150 cm. This oasis is open seasonally from 04.May. to 21.Sep., operating from 10:00 to 19:00. Enhancing the outdoor experience, you'll find an outdoor shower, table tennis, basketball hoop, garden furniture, and a barbecue area, ensuring endless entertainment for all ages.

Other Information
The villa is meticulously maintained, with pool maintenance taken care of by the owner/gardener. For your convenience, a nearby shop and grocery are located just 1 kilometer away, while a supermarket is 1.8 kilometers from the villa. Heating is available from 01.11. to 15.04. to ensure your comfort during cooler months. Additionally, the "Montelupo Fiorentino" railway station is a mere 2 kilometers away, providing easy access to explore the region.

Distances and Attractions
Strategically situated, Villa "La Rosa" offers proximity to numerous captivating destinations. The city center of Montelupo Fiorentino is just 2 kilometers away, while Firenze and Pisa are within reach at 22 and 60 kilometers, respectively. The coastal allure is also within easy reach, with the sea merely 70 kilometers from the villa. Nearby attractions include the charming towns of San Miniato (18 km), San Casciano in Val di Pesa (20 km), Certaldo (26 km), and the iconic San Gimignano (38 km), offering a wealth of cultural and historical experiences. La Rosa

Brunello: Plant, Sky, Water, Cloud, Property, Building, Azure, Botany, Tree, Swimming Pool € 257 - € 396/night

Nice flat with pool, A/C, TV, pets allowed and panoramic view

  •   3
  •   14
  •   8
  •   7
€ 257 - € 396per Night
  Accommodation
Brunello 1 3 2 2
Brunello 2 4 2 2
Brunello 3 7 4 3
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

La Rosa: Swimming Pool, Resort, Outdoor Furniture, Eco Hotel, Shade, Hacienda, Estate, Villa, Sunlounger, Chair 0% Interest Installments € 393 - € 591/night

Unique accommodation with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view

  •   9
  •   4
  •   5
: EAS213016
€ 393 - € 591per Night

Description

Property Summary: At Villa "La Rosa", you can enjoy a semi-detached property built in 2005, surrounded by trees, meadows, and vineyards, situated at an elevation of 250 meters above sea level. The villa provides amenities such as a swimming pool, Internet WiFi, and parking on the premises. The terraced garden spans 2,000 square meters and is fenced, offering an idyllic setting for your vacation rental.

Outdoors: The property boasts a private terraced garden of 2,000 square meters, complete with a fenced enclosure. Indulge in the refreshing 12 x 6 meter swimming pool with a depth of 150 cm, which is available seasonally from May 3 to September 20, with pool opening hours from 10:00 to 19:00. Enjoy outdoor activities like table tennis, basketball, and alfresco dining with the provided garden furniture and barbecue. An outdoor shower adds to the convenience.

Other Information: The villa features a central heating system available from November 1 to April 15. Guests have access to a machine providing filtered drinking water at room temperature or filtered cold and sparkling water. One pool towel per person is provided free of charge. The property is just 1 km from a shop, 1 km from a grocery store, and 1.8 km from a supermarket. The nearest railway station, "Montelupo Fiorentino," is 2 km away, and the thermal baths "Gambassi Terme" are 30 km away. A 10-hole golf course is located just 4 km from the villa.

Distances and Attractions: The villa is conveniently situated 2 km from the center of Montelupo Fiorentino, Italy. It's also within proximity to several notable attractions, including San Miniato (18 km), San Casciano in Val di Pesa (20 km), Certaldo (26 km), and the famous San Gimignano (38 km). Additionally, the centers of Firenze and Pisa are 22 km and 60 km away, respectively, while the sea is 70 km from the property. Just an example. La Rosa

La Rosa: Swimming Pool, Property, Real Estate, Leisure, Water, House, Estate, Building, Tree, Villa 0% Interest Installments € 843 - € 893/night

Holiday rental with private pool, WIFI, hot tub, A/C, TV, terrace, pets allowed, panoramic view

  •   13
  •   6
  •   6
: EAS182899
€ 843 - € 893per Night

Description

Property Summary
Villa "La Rosa" offers a serene and peaceful escape surrounded by trees, meadows, and vineyards. Located 250 meters above sea level, this stunning semi-detached vacation rental boasts a private terraced garden spanning 2,000 square meters, complete with a 12 x 6-meter swimming pool, outdoor shower, table tennis, basketball court, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking and high-speed Internet WiFi throughout your stay.

Outdoors
Immerse yourself in the villa's outdoor paradise, featuring a fenced 2,000 square meter terraced garden and a stunning 12 x 6-meter swimming pool, open seasonally from May 4th to September 21st, with pool hours from 10:00 am to 7:00 pm. Soak up the sun on the garden furniture or challenge your travel companions to a game of table tennis or basketball. The outdoor area also includes a barbecue area, perfect for al fresco dining.

Other Information
Villa "La Rosa" offers modern amenities to enhance your vacation rental stay. The villa is equipped with heating available from November 1st to April 15th, ensuring your comfort throughout the cooler months. Additionally, guests have access to a machine providing filtered drinking water at room temperature, cold, or sparkling. For your convenience, one pool towel per person is provided free of charge.

Distances and Attractions
Situated just 2 kilometers from the center of Montelupo Fiorentino, Italy, the villa offers convenient access to local amenities, with shopping areas, a grocery store, and a supermarket located within a 1.8-kilometer radius. The Montelupo Fiorentino railway station is conveniently situated just 2 kilometers away. Nearby attractions include San Miniato, San Casciano in Val di Pesa, Certaldo, and San Gimignano. Explore the Gambassi Terme thermal baths 30 kilometers away or indulge in a round of golf at the 10-hole course situated 4 kilometers from the villa. Florence is 22 kilometers away, while Pisa is 60 kilometers away, providing ample opportunities for day trips and sightseeing. La Rosa

Villa Lorian: Swimming Pool, Property, Real Estate, House, Villa, Building, Estate, Vacation, Leisure, Resort € 792 - € 1411/night

Superb independent accommodation with WIFI, private pool, A/C, TV and patio

  •   10
  •   5
  •   5
€ 792 - € 1411per Night

Description

Vacation rental Villa Lorian is a lovely stone building (500 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. 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".

The Experience
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).
After arriving at Villa Lorian you’ll find a nice clean well-maintained property perfect for a splendid holiday 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. Outside you will also find 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 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 patio 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 holiday, 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 when you arrive.

Villa Lorian

Casa del Sole: Cloud, Plant, Sky, Building, Property, Window, Azure, Tree, Urban Design, Neighbourhood 0% Interest Installments € 101 - € 220/night

Great apartment with WIFI, pets allowed and panoramic view

  •   6
  •   3
  •   3
: EAS203258
€ 101 - € 220per Night

Description

Property Summary
Casa del Sole is a modern residence that was built in 2020, surrounded by fields and vineyards in Castelnuovo dell'Abate, 10 km from Montalcino, Italy. The residence features 20 apartments and offers amenities such as a yard, internet WiFi, and parking, making it an ideal holiday rental for your stay.

Outdoors
The residence is situated in a sunny, elevated position, 300 m from the edge of the forest, providing ample opportunities for outdoor activities. Walking paths can be accessed directly from the property, allowing you to explore the surrounding nature.

Other Information
Casa del Sole offers convenient amenities, including a grocery store located 300 m away, a supermarket within 10 km, and a restaurant and bar just 300 m from the residence. Bicycle rental is available 10 km away, and there is a bus stop conveniently located 300 m from the property.

Distances and Attractions
Casa del Sole offers a prime location for exploring the region's attractions. The sandy beach "Marina di Grosseto" is 55 km away, and the thermal baths "Bagni San Filippo" are just 25 km from the residence. Nearby attractions include Amiata (33 km), Montepulciano (42 km), Siena (47 km), and Castiglione della Pescaia (73 km), offering a wealth of cultural and natural experiences. Casa del Sole

Villa Manuela: Property, Real Estate, Patio, Umbrella, Table, Building, Shade, Home, Outdoor Table, Furniture 0% Interest Installments € 335 - € 521/night

Private Holiday home with private pool, A/C, WIFI, TV, patio, panoramic view, close to San Gimignano

  •   8
  •   4
  •   4
€ 335 - € 521per Night

Description

Conveniently located in Iano, Italy and only 18 km (11 mi) from San Gimignano. Vacation rental Villa Manuela is a beautiful 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.

Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a 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, 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 balcony is the ideal setting to enjoy food, family and the lovely Tuscan weather.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).

Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Baby Sitting - A babysitter can be scheduled at Villa Manuela. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.

La Sassolina

Villa Gaeta: Property, Grass, Swimming Pool, Lawn, Real Estate, Land Lot, House, Estate, Building, Residential Area € 460 - € 708/night

Stunning private villa rental with WIFI, private pool, A/C, TV, panoramic view, near Montepulciano

  •   10
  •   5
  •   5
€ 460 - € 708per Night

Description

Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.

Note: The villa has an outdoor video surveillance system

Please carefully check if there are any extra costs to be paid on site! Villa Gaeta

Villa La Fragola: Aerial Photography, Property, House, Home, Real Estate, Estate, Architecture, Building, Photography, Tree 15% Off Discount  Special Offer 0% Interest Installments € 141 - € 351/night

Private Accommodation with WIFI, A/C, private pool, patio, panoramic view, close to Montepulciano

  •   6
  •   3
  •   2
€ 141 - € 351per Night

Description

Vacation rental Villa La Fragola is a beautiful property (100 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms. Conveniently located , Italy and only 19 km (12 mi) from Montepulciano. There is a golf course nearby if you'd like to get in a round or two while on holiday.

What to Expect
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.

After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a peaceful 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. 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 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 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 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 ask 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 needed to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.

Villa La Fragola

Villa La Vigna: Water, Plant, Property, Swimming Pool, Nature, Azure, Tree, Building, Shade, Outdoor Furniture € 245 - € 337/night

Beautiful private vacation home with hot tub, WIFI, private pool, TV and terrace, close to Florence

  •   8
  •   4
  •   2
: EAS194990
€ 245 - € 337per Night

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". Holiday home Villa La Vigna is a nice stone building (190 sq m) that includes hot tub, WiFi internet and private pool. The property can sleep 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’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a hectic 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. Outside you will also find a hot tub 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 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 ideal setting to enjoy food, family and the lovely Tuscan weather.

What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, 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

Cerretalta: Swimming Pool, Property, House, Real Estate, Building, Leisure, Home, Resort, Estate, Vacation € 474 - € 787/night

Private Accommodation with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino

  •   14
  •   7
  •   8
€ 474 - € 787per Night

Description

Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of Torrenieri (5 km) where you can find the nearest shops, supermarket and restaurants.
The owner occasionally uses the independent building nearby and whilst respecting your privacy will be at your disposal if you should need any help.
Cerretalta is completely surrounded by hedges and fences to guarantee total privacy. Nonetheless, you have a wonderful sight over the countryside.
Once you enter the gateway, there is a large courtyard plenty of tables and chairs at guests’ disposal as well as the brick barbeque. Across the court there is a lovely area with a big round stone table and matching benches sheltered from the sun by a pergola. Here there is also a second way out from the property, down a stone staircase and through a small iron gate.
There are two garden areas.
The first one is bordered by mature trees, should the guests enjoy a peaceful shady lawn, and it is situated next to a white travertine floored space with tables, chairs and parasol. This is the perfect location where you can have your meals, while taking in the beautiful view over the surrounding farmland.
From here, few stone steps lead to the second garden that is located near the poolside. A small gate possibly delimits the way so as to prevent little children from reaching the swimming-pool area without permission. Some fruit trees, flowers and shrubs brighten the place and there is also a gazebo with table and chairs. An extensive hedge marks the limits of the patch.
Distances: Torrenieri 5 km, San Quirico D'Orcia 10 km, Montalcino 12 km, Bagno Vignoni 14 km, Pienza 18 km, Montepulciano 32 km, Siena 36 km, Monte Amiata 45 lm, Grosseto 70 km, Firenze 100 km, Roma 200 km.
At guests' disposal:The salt water swimming pool is 12 x 6 meters, and has a depth from 1.20 to to 1.60 m.
Here there are parasols and several sun-loungers to relax in.
The seventh bathroom of the property is situated here at the poolside. In addition there is also an outdoor shower. Baby bed and highchair available on site free of charge.
Wi Fi connection is available in the villa.
Tennis table available free of charge.
children playground.
Motor vehicle access to the house: 3 km via unpaved road.
Air conditioning is also available in each of the bedrooms, to be charged according to consumption.

Extra Services: Four extra bed are available upon request at € 200,- / for week / each (to be paid on the spot).


Please carefully check if there are any extra costs to be paid on site! Cerretalta