Autumn Vacation Rentals in Sant'Enea
Results 381 - 396 of 396
San Giovanni 801
Great accommodation with pool, WIFI, TV, terrace and pets allowed
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4
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21
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8
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Girasole 801.1 | 4 | 1 | 1 | 54 m2 | € 118 /Night |
| Lavanda 801.2 | 6 | 3 | 1 | 70 m2 | € 143 /Night |
| Rosmarino 801.3 | 5 | 2 | 1 | 110 m2 | € 145 /Night |
| Corbezzolo 801.4 | 6 | 2 | 1 | 210 m2 | € 195 /Night |
| All 4 Accommodations | 21 | 8 | 4 |
Description
Property Summary
Nestled at an elevation of 150 meters above sea level in the serene Tuscan countryside of Cavriglia, Italy, Manor House "Filicaia" is an exceptional vacation rental that combines rural tranquillity with refined comfort. The property comprises 5 individual apartments set within a quiet and sun-drenched landscape, offering guests an authentic experience of the Italian countryside. Throughout your stay, you will benefit from a range of carefully considered amenities designed to enhance your comfort and relaxation. The expansive yard surrounding the property provides a peaceful natural setting where you can unwind and immerse yourself in the beauty of the Tuscan hills. A shared swimming pool is available for guests to enjoy during the warmer months, offering a refreshing retreat after a day of exploration. For those who need to remain connected, high-speed internet WiFi is provided throughout the property, ensuring seamless connectivity without compromising the sense of escape that Manor House "Filicaia" so effortlessly delivers.
Outdoors
The outdoor spaces at Manor House "Filicaia" have been thoughtfully arranged to offer guests a complete al fresco experience in the heart of the Tuscan countryside. The shared swimming pool measures 12 x 6 meters with a depth ranging from 120 to 200 cm, and is available for seasonal use from 07 May to 24 September, providing ample opportunity to enjoy the warm Italian summer. Complementing the pool area, an outdoor shower is conveniently available for guests returning from a swim. The garden is furnished with outdoor furniture, creating a welcoming space where you can relax, dine, and socialise in the open air. A barbecue is also at your disposal, inviting you to make the most of the long Tuscan evenings with al fresco dining surrounded by the natural beauty of the countryside.
Other Information
To ensure a comfortable and well-organised stay at Manor House "Filicaia," several practical amenities and house policies are in place for your convenience. A washing machine is available for shared use among guests, making longer stays particularly comfortable. Heating is provided seasonally, available from 01 November to 07 April, and is subject to an additional charge. Private parking is available directly on the premises, offering ease of access for guests arriving by car. Please be aware that the owner of the property resides on the same premises, which ensures attentive and responsive hospitality throughout your visit.
Distances and Attractions
Manor House "Filicaia" enjoys a privileged position in the Tuscan countryside, placing you within easy reach of some of the region's most celebrated destinations and attractions. The centre of San Giovanni Valdarno is just 3.8 km away, offering a convenient base for everyday needs including shops, restaurants, and local services. For those wishing to explore the renowned Chianti wine region, the centre of Gaiole in Chianti is approximately 18 km from the property, while Radda in Chianti lies at a distance of 26 km. Further afield, the historic Castello di Meleto, the charming villages of Greve in Chianti, Castellina in Chianti, and Panzano in Chianti are all within comfortable driving distance, each offering a unique glimpse into the rich cultural and viticultural heritage of Tuscany. For those seeking the grandeur of Italy's most iconic cities, the art-filled streets of Firenze and the medieval splendour of Siena are both easily accessible by car, making Manor House "Filicaia" an ideal base from which to discover the very best of this extraordinary region. San Giovanni 801
Villa Vittoria
Stunning independent accommodation with WIFI, private pool, TV and panoramic view
Special Offer-
6
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3
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2
Description
Property Summary
Villa Vittoria is a beautifully appointed holiday rental nestled within the nature reserve of Le Balze, in the charming area of Castelfranco Di Sopra, Italy. Surrounded by breathtaking beech woods and hills gracefully terraced with olive trees and vines, this detached villa was fully renovated in 2000 and offers guests an idyllic retreat immersed in nature. Set within a private, fenced garden spanning 1 hectare of lush meadows and mature trees, the property provides an exceptional sense of seclusion and tranquility, making it an ideal choice for families seeking a peaceful and restorative escape. Guests can enjoy the outdoor swimming pool measuring 8 x 4 m, available seasonally from 03 May to 04 October, as well as the expansive yard that invites relaxation and outdoor living at its finest. The villa is equipped with Internet WiFi, ensuring guests remain connected throughout their stay, while convenient on-site parking allows for effortless arrivals and departures with personal vehicles.
Outdoors
The outdoor spaces of Villa Vittoria are thoughtfully designed to complement the natural beauty of the surrounding Le Balze nature reserve. The private garden, extending across 1 hectare of fenced grounds, offers a serene and sunny setting where guests can unwind in complete privacy. The swimming pool, measuring 8 x 4 m with a depth of 120 cm, is available seasonally from 03 May to 04 October and serves as the centerpiece of outdoor leisure. A dedicated pool house equipped with a fridge and shower is conveniently located nearby, enhancing the overall poolside experience. Garden furniture is provided throughout the outdoor areas, allowing guests to relax and soak in the peaceful atmosphere, while a barbecue is available for those who wish to enjoy al fresco dining surrounded by the sights and sounds of the Tuscan countryside.
Other Information
Villa Vittoria is well suited for families and guests seeking a quiet and restorative stay in the heart of the Tuscan countryside. The property sits in a secluded, sunny position that ensures both privacy and comfort throughout the duration of your visit. A shop, grocery store, and supermarket are all located within 1 km of the villa, making it straightforward to purchase everyday essentials and provisions for your stay.
Distances and Attractions
Villa Vittoria benefits from an excellent location that places a wealth of cultural, natural, and recreational attractions within easy reach. The charming town of Castelfranco Di Sopra is just 7 km away, offering a delightful glimpse into traditional Tuscan life. The center of Reggello can be reached in approximately 9 km, while the renowned Outlet "The Mall" is located 18 km from the property, providing a premier shopping destination for those interested in luxury Italian brands. The picturesque wine village of Greve in Chianti lies 28 km away, and the spiritual retreat of Vallombrosa, celebrated for its ancient monastery and forest, is 22 km from the villa. The magnificent city of Firenze is situated 45 km away, offering world-class museums, architecture, and gastronomy, while the historic city of Arezzo can be reached within 50 km. For outdoor enthusiasts, a riding stable is conveniently located just 5 km from the property, and an 18-hole golf course is available 28 km away, ensuring a diverse range of leisure activities for all guests. Villa Vittoria
Podere Vigna Nuova
Amazing independent property with private pool, A/C, TV, patio and panoramic view
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8
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4
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6
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600 m2
Description
Holiday rental Podere Vigna Nuova is a beautiful property (600 sq m) that includes air conditioning and private pool. The property can accommodate up to eight people comfortably in four bedrooms with six bathrooms. Conveniently located 910 m (2956 ft) from Madonna Della Sanità, Italy and only 36 km (22 mi) from Montepulciano.
What to Expect
After arriving at Podere Vigna Nuova you’ll find a nice clean well-maintained property perfect for a peaceful holiday in Umbria. 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 at the pool for a perfect ending to another day in Umbria. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Italian 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 eight people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the lovely Italian 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: Montepulciano 36 km (22 mi), Perugia 45 km (28 mi), Cortona 45 km (28 mi), Montalcino 64 km (40 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 161 km (100 mi), Milan 435 km (270 mi) and Naples 352 km (219 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 153 km (95 mi), Roma Ciampino (cia) 170 km (106 mi), Roma Fiumicino (fco) 182 km (113 mi), Pisa (psa) 216 km (134 mi) and Bologna (blq) 240 km (149 mi).
Podere Vigna Nuova
Castelfranco di Sopra 649
Unique multi-unit villa rental with pool, WIFI, TV, patio and pets allowed
Special Offer-
3
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11
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4
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Le Masse 649.2 | 3 | 1 | 1 | 50 m2 | € 56 /Night |
| Le Masse 649.4 | 4 | 1 | 1 | 50 m2 | € 57 /Night |
| Le Masse 649.1 | 4 | 2 | 1 | 48 m2 | € 65 /Night |
| All 3 Accommodations | 11 | 4 | 3 |
Description
Property Summary
Nestled in the rolling Tuscan countryside of Castelfranco Di Sopra, Italy, Le Masse is a charming country house that offers an idyllic retreat for those seeking tranquillity, natural beauty, and authentic rural character. The property comprises a main house and a separate outbuilding, both set within a sprawling natural estate of 20,000 square metres, encompassing a lush garden and an open meadow. This exceptional holiday rental invites you to unwind in a sunny, peaceful setting where the owner resides on the same grounds, ensuring a warm and attentive welcome throughout your stay. Guests benefit from the convenience of internet wifi, allowing you to remain connected while immersing yourself in the serene Tuscan landscape. The generous yard surrounding the property provides ample space to breathe, explore, and enjoy the unspoiled natural environment. A lovely above-ground swimming pool measuring 9 x 4 metres completes the picture, offering a refreshing escape during the warmer months.
Outdoors
The outdoor spaces at Le Masse are a true highlight of the property, inviting you to make the most of the Tuscan sunshine and the estate's natural surroundings. The above-ground swimming pool, measuring 9 x 4 metres, is available for use from 10th May to 30th September, with opening hours running from 8:30 am to 7:30 pm each day. Whether you choose to relax poolside or take a refreshing dip on a warm summer afternoon, the pool area provides a delightful setting for leisure and relaxation. Beyond the pool, the estate's 20,000 square metres of grounds encompass a well-maintained garden and a broad meadow, offering generous space for outdoor enjoyment, leisurely strolls, and a genuine connection with the natural Tuscan environment.
Other Information
A washing machine is available on the property for shared use among guests, accessible at an additional cost. The presence of the owner on the same estate ensures that assistance is readily available should you require any support or guidance during your visit, adding a personal and reassuring dimension to your stay.
Distances and Attractions
Le Masse enjoys an enviable position just 1.3 km from the centre of Castelfranco Di Sopra, a picturesque village where you will find a supermarket, a restaurant, and a bar, all within easy reach for your everyday needs. The property's location in Tuscany places you at the heart of one of Italy's most celebrated regions, with the iconic cities of Florence and Arezzo each approximately 40 km away, making them ideal destinations for day trips filled with art, history, and culture. Whether you wish to explore world-renowned museums and Renaissance architecture in Florence or discover the medieval charm and artistic heritage of Arezzo, both cities are comfortably accessible from Le Masse, allowing you to experience the very best of Tuscany during your stay. Castelfranco di Sopra 649
Montelucci Chianti Agrivilla
Superb independent house with A/C, private pool, WIFI, TV, patio and panoramic view
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14
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7
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6
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400 m2
Description
Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti. Vacation rental Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms.
What to Expect
When you arrive at Montelucci Chianti Agrivilla you’ll find a lovely clean well-maintained property with views of the mountains and 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 hectic day of visiting museums. Also available outdoors are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering 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. Inquire for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your visit that can be scheduled by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Ask for more details, including the additional cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Montelucci Chianti Agrivilla. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Montelucci Chianti Agrivilla
Description
La Dimora del Chianti Dimora: Stunning Tuscan Ston is a lovely holiday home (200 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms. La Dimora del Chianti Dimora: Stunning Tuscan Ston is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished 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: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Ston
Villa di Gaiole
Pretty private villa rental with A/C, private pool, WIFI and TV
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12
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6
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4
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400 m2
Description
Villa Di Gaiole is located in Gaiole In Chianti, Italy and only 29 km (18 mi) from Siena in the tourist area "Siena And Surroundings". Villa Di Gaiole is a beautiful stone building (400 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
The Experience
When you arrive 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 splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Villa Cassia
Wonderful holiday rental with private pool, WIFI, TV and panoramic view, close to Montepulciano
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8
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4
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4
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150 m2
Description
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fresco dining and of a nice private pool.
This property is situated in the splendid Val d’Orcia region, in easy access to the charming towns of Pienza, San Quirico d’Orcia, San Casciano dei Bagni.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Quirico with general stores 8 km away, Bagno Vignoni 4 km, Pienza 10 km away, Montepulciano 16 km, Siena 50 km away, Cortona 52 km, Arezzo 70 km, Florence (airport) 135 km, Rome (airport) 190 km.
At guests’ disposal: large furnished garden with table, chairs barbecue and swing, private swimming-pool (12 x 6 m – min. depth 1,1 m – max. depth 1,3 m – open from 01/05 to 30/09), open-air shower by the pool (only cold water).
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Villa Cassia
Amazing holiday home with WIFI, pool, TV, terrace and panoramic view, close to Greve In Chianti
-15% Special Offer-
6
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2
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1
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90 m2
Description
Vacation rental Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can accommodate up to six people comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
What to Expect
After arriving you will be welcomed 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. 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. There is a kitchen including coffee machine, microwave, toaster, stove 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Il Cinghiale
Comfortable flat with pool, WIFI, A/C, TV, patio and panoramic view
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6
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3
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1
Description
Property Summary
Nestled in the rolling hills of Tuscany, Italy, the historic hamlet of Montefienali offers an extraordinary holiday rental experience steeped in centuries of heritage. Situated at 600 metres above sea level, this remarkable residential village dates back to the 13th century and has been thoughtfully renovated to combine its original character with modern comforts. The property is part of a charming hamlet comprising 25 houses, with a total of 25 apartments available within the residence, set in a secluded and elevated position surrounded by lush trees and the unspoiled Tuscan countryside. Located 15 km from the centre of Gaiole in Chianti, near Castelnuovo Berardenga, the setting offers a rare sense of tranquillity and immersion in nature. Guests have access to a generously sized swimming pool measuring 10 x 15 metres, available seasonally from 15 May to 30 September, with pool hours running from 09:00 to 20:00. The expansive natural grounds extend across 3 hectares of fenced land, offering ample open space and a yard-like environment filled with native plants and trees. Wireless internet connectivity is available to keep you connected during your stay, and parking is conveniently provided on the premises, ensuring ease of arrival and departure.
Outdoors
The outdoor spaces at Montefienali are a true highlight of the experience, inviting you to spend long, leisurely hours in the open air of the Tuscan hills. The shared natural grounds, spanning 3 hectares of fenced land, are home to an abundance of plants and trees that create a peaceful and shaded environment throughout the warmer months. The swimming pool, measuring 10 x 15 metres, is open seasonally from 15 May to 30 September between 09:00 and 20:00, and is maintained by the resident owner and gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool is also available, making the outdoor area suitable for families with younger guests. An outdoor shower provides added convenience after a refreshing swim. The patio and terrace areas are furnished with garden furniture, offering ideal spots for relaxing, dining al fresco, or simply taking in the surrounding landscape. Children are further catered for with a dedicated playground featuring a slide, swing, and sandbox, providing hours of entertainment in a safe and natural setting. The property sits just 100 metres from the edge of the forest, adding a sense of adventure and natural beauty to the outdoor environment.
Other Information
Access to the property is via a 2 km bumpy motor road leading to the grounds, followed by a 50-metre footpath to the house itself, making a car not only convenient but strongly recommended for your stay. A washing machine is available for shared use among guests within the residence. Baby equipment is included as part of your stay at no additional charge. Groups of teenagers are accommodated on request only and must be arranged in advance. The swimming pool is maintained by the owner and gardener, ensuring consistent upkeep throughout the operational season.
Distances and Attractions
Montefienali enjoys a wonderfully central position within the Tuscan landscape, placing a wealth of cultural and practical destinations within easy reach. Essential amenities are close at hand, with a grocery store and restaurant each located just 3 km away, as well as a bar at the same distance, making it easy to enjoy local produce and cuisine without travelling far. A shop and supermarket are both available 15 km from the property, while bicycle rental can also be found at 15 km, offering a wonderful way to explore the surrounding countryside. The nearest bus stop is located 10 km away. For those wishing to explore the region's extraordinary cultural heritage, the medieval city of Siena lies 36 km from the property, offering world-renowned art, architecture, and gastronomy. Arezzo, celebrated for its historic centre and antique market, is 44 km away, while the magnificent city of Florence, with its unparalleled concentration of Renaissance masterpieces, is reachable within 66 km. The surrounding area of Gaiole in Chianti itself is emblematic of the Chianti wine region, offering scenic vineyards, local wineries, and quintessential Tuscan villages to discover throughout your stay. Il Cinghiale
Gaiole Apartament
Great accommodation with WIFI and TV
Special Offer-
2
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1
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1
Description
Property Summary
Nestled in the heart of Gaiole in Chianti, one of Tuscany's most charming medieval villages, this elegant 2-family house offers an exceptional holiday rental experience in the very centre of this celebrated Italian destination. The property is ideally positioned for guests who wish to immerse themselves in the authentic atmosphere of the Chianti wine region, with its rolling hills, historic estates, and timeless landscapes. Throughout your stay, you will benefit from a reliable Wi-Fi internet connection, allowing you to remain connected while enjoying the tranquillity of the Tuscan countryside. Public parking is conveniently available on the road nearby, ensuring easy access for guests travelling by car. The property is equipped with a central heating system, providing warmth and comfort during the cooler months of the year.
Outdoors
The surrounding area of the property reflects the quintessential beauty of the Chianti region, where the gentle Tuscan landscape unfolds in every direction. The central location of the house places you within immediate reach of the village's streets, local architecture, and the vibrant outdoor life that characterises this part of Italy. The setting invites leisurely strolls through the historic centre and provides a wonderful base from which to explore the vineyards, olive groves, and scenic countryside that define this remarkable corner of Tuscany.
Other Information
The property features a central heating system, which is available exclusively from 1 November to 4 April, with heating costs to be settled directly on the spot. Guests should be aware of this seasonal availability when planning their visit during the colder months of the year.
Distances and Attractions
The property's central position in Gaiole in Chianti places a wealth of destinations and services within easy reach. Essential amenities are immediately accessible, with a shop located just 100 m away, a supermarket at 500 m, and a bus stop at 200 m, making daily life both practical and convenient. A restaurant can be found within 2 km of the property. For those wishing to explore the wider Chianti region, the centre of Radda in Chianti is 10 km away, while Castellina in Chianti lies 22 km from the property. The magnificent city of Firenze is situated 65 km away, offering world-renowned art, architecture, and culture. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths of "Rapolano Terme" at 42 km, while the sandy beach of "Castiglione della Pescaia" is reachable at 125 km. Among the most notable nearby attractions, the Castello di Meleto is just 5 km from the property, followed by Castelnuovo Berardenga at 21 km, San Donato in Poggio at 28 km, Greve in Chianti at 29 km, the historic city of Siena at 40 km, and the iconic medieval towers of San Gimignano at 55 km, all contributing to an extraordinarily rich cultural and scenic experience throughout your stay in Italy. Gaiole Apartament
Gaiole in Chianti 915
Amazing multi-unit accommodation with A/C, pool, WIFI, TV and pets allowed
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2
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | 60 m2 | € 125 /Night |
| San Regolo 915.2 | 4 | 2 | 2 | 90 m2 | € 178 /Night |
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Nestled at 460 metres above sea level in the heart of the Tuscan countryside, Resort "San Regolo" is an exceptional holiday rental set within the hamlet of San Regolo, just 10 km from the centre of Gaiole in Chianti, Italy. Comprising 6 individual houses, this charming hilltop resort enjoys a sunny elevated position within a residential area of villas, surrounded by the rolling landscapes that define this celebrated region. The resort is ideally suited for families seeking an authentic and refined Tuscan retreat. Guests benefit from a shared swimming pool measuring 15 x 6 metres with a depth ranging from 120 to 220 cm, available seasonally from 1 May to 25 October, offering a refreshing focal point during the warmer months. Staying connected is effortless thanks to Internet WiFi access, while environmentally conscious travellers will appreciate the convenience of the on-site EV charging station, ensuring electric vehicles can be charged directly at the property. A central heating system serves the resort, with heating costs to be settled on the spot during the period from 29 March to 31 October, while heating is available as a standard inclusion from 1 November to 28 March. Additional services available on request or for an extra charge include massage treatments at the resort's reception, a cook, and bicycle rental.
Outdoors
The outdoor spaces at Resort "San Regolo" are thoughtfully designed to make the most of the property's privileged hilltop setting and the stunning natural surroundings of the Chianti countryside. The shared swimming pool, measuring 15 x 6 metres with a depth of 120 to 220 cm, is open seasonally from 1 May to 25 October and is maintained by the owner's gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool provides a safe and enjoyable space for younger guests, while an outdoor shower offers practical convenience for all. The garden is furnished with outdoor furniture, creating comfortable spaces to relax, dine, and take in the panoramic views across the Tuscan hills. The overall outdoor environment reflects the tranquil and unspoiled character of the resort's countryside location.
Other Information
Resort "San Regolo" offers a range of shared and on-site facilities designed to enhance the comfort and convenience of your stay. The complex features a reception area where guests can access information and arrange additional services, including massage treatments available for an extra charge. A communal laundry room equipped with a washing machine is available for shared use among guests. Parking is available directly on the premises at no additional cost. Up to 6 bicycles are available to rent for an extra charge, providing a wonderful way to explore the surrounding countryside and nearby villages. A cook can also be arranged on request for an additional fee. The resort is noted as being particularly suitable for families. Please be aware that the photographs provided show a typical example of the accommodation within the resort.
Distances and Attractions
Resort "San Regolo" benefits from a well-connected location that places a wealth of Tuscan destinations and everyday amenities within easy reach. A restaurant is located just 1 km away, while a grocery store can be found at 5 km. A shop and supermarket are both situated 10 km from the resort, as is the nearest bus stop. The historic centre of Gaiole in Chianti lies 10 km away, while Radda in Chianti is 16 km distant. For those wishing to explore further afield, the thermal baths of "Rapolano Terme" are 26 km away, and the renowned city of Siena is reachable within 20 km. The iconic Castello di Brolio is just 2 km from the resort, making it an effortless excursion. Castelnuovo Berardenga is 13 km away, Castellina in Chianti is 27 km, Monteriggioni is 35 km, and Monte San Savino is 39 km. The charming town of Greve in Chianti is also within the surrounding area. For those seeking a coastal escape, the sandy beach of "Castiglione della Pescaia" is located 115 km away. The city of Firenze is 76 km from the resort, making it an accessible destination for a day trip to experience its extraordinary art, architecture, and culture. Gaiole in Chianti 915
Gaiole in Chianti 649
Multi-unit house with WIFI, private pool, A/C, TV, terrace, pets allowed, panoramic view
Special Offer-
3
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24
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10
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5
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | 70 m2 | € 86 /Night |
| Montechioccioli 649.2 | 6 | 2 | 1 | 70 m2 | € 86 /Night |
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
Nestled in the picturesque hamlet of Rietine, just 4 km from the centre of Gaiole in Chianti, Italy, Montechioccioli is a charming 3-family house that offers an authentic and rustic holiday rental experience in the heart of Tuscany. Surrounded by rolling vineyards and breathtaking countryside, this property comprises 3 separate apartments, making it an ideal choice for families or groups of friends seeking to immerse themselves in the beauty of the Tuscan landscape. The property features a generous terraced yard spanning 1,000 m2, beautifully landscaped with a variety of plants and trees that frame the surrounding scenery. Guests can take a refreshing dip in the impressive swimming pool, which measures 12 x 6 m with a depth of 170 cm and is available seasonally from 02 May to 03 October. Staying connected is effortless thanks to the internet wifi available throughout the property, while an EV charging station further enhances the convenience and modernity of this countryside retreat. A washing machine is also available for shared use among guests, and parking is provided on the premises.
Outdoors
The outdoor spaces at Montechioccioli are a true highlight of the property, offering guests a wonderful setting in which to unwind and enjoy the Tuscan countryside. The terraced garden, extending across 1,000 m2, is thoughtfully planted with a diverse selection of trees and plants, creating a lush and tranquil environment that invites relaxation at every turn. The swimming pool area, where the pool reaches a depth of 170 cm, is complemented by a dedicated shower and WC facility, ensuring comfort and practicality for all guests. Adjacent to the pool, a terrace equipped with a barbecue provides an ideal space for outdoor dining and socialising, allowing guests to savour al fresco meals while taking in the panoramic views of the surrounding vineyards and hills.
Other Information
The owner of Montechioccioli resides on the same property, ensuring a welcoming and attentive presence throughout your stay. The swimming pool is available on a seasonal basis, open from 02 May to 03 October. A washing machine is available on the premises and is shared among the guests of the 3 apartments. Parking is conveniently provided on site at no additional inconvenience to guests.
Distances and Attractions
Montechioccioli enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations. The centre of Gaiole in Chianti is just 4 km away, offering a charming selection of local restaurants, shops, and services that capture the essence of authentic Chiantishire life. The historic town of Radda in Chianti lies approximately 12 km from the property, providing further opportunities to explore the region's renowned wine culture, medieval architecture, and traditional Tuscan cuisine. For those wishing to venture further afield, the magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Piazza del Campo, is located approximately 40 km from the property and makes for an unforgettable day trip. Gaiole in Chianti 649
La Casa di Fiore
Wonderful independent accommodation with WIFI, TV, patio, pets allowed and panoramic view
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5
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3
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1
Description
Property Summary
"Casa Di Fiore" is a charming traditional Tuscan stone house nestled in the rolling hills of Castel San Niccolò, in the province of Arezzo, Italy. Situated in the heart of the Casentino valley, this cosy and comfortable detached country house offers an ideal holiday rental experience for those seeking an authentic retreat surrounded by nature, culture, and timeless landscapes. Renovated in 2026, the property combines rustic Tuscan character with modern comforts, set within a peaceful, private position along a quiet cul-de-sac approximately 2 km from the centre of Castel San Niccolò. The house is surrounded by open meadows and fields, creating a serene and restorative atmosphere throughout your stay. Wireless internet connection is available at the property, keeping you connected whenever needed, while private parking on the premises ensures convenient and secure access for your vehicle.
Outdoors
The outdoor spaces of "Casa Di Fiore" are perfectly suited to relaxed country living and al fresco enjoyment. A private patio provides a welcoming area to unwind, dine, and take in the surrounding natural scenery, while a barbecue facility invites leisurely outdoor meals in the warm Tuscan air. The property is enveloped by lush meadows and open fields, offering a genuine sense of space and tranquillity that complements the rural character of the Casentino landscape.
Other Information
"Casa Di Fiore" is a detached property, offering complete privacy and independence throughout your stay. The house was fully renovated in 2026, ensuring a comfortable and well-maintained environment. Given the rural setting and the distances involved in reaching local amenities and attractions, the use of a car is strongly recommended for guests staying at the property.
Distances and Attractions
The property enjoys a convenient location with a range of everyday amenities and notable attractions within easy reach. A grocery store is located just 1 km away, while a larger supermarket can be found at 7 km. A restaurant is situated approximately 1.1 km from the house, and a bus stop is accessible within 700 m. For those wishing to explore the wider region, the Parco Nazionale del Casentino is approximately 20 km away, offering exceptional opportunities for hiking, wildlife observation, and immersion in one of Tuscany's most celebrated natural reserves. The historic city of Arezzo, renowned for its medieval architecture and cultural heritage, lies 40 km from the property. Florence, one of Italy's most iconic destinations, is reachable within 59 km, while the picturesque hilltop town of Cortona is situated approximately 70 km away. La Casa di Fiore
Il Querceto
Superb independent vacation rental with private pool, A/C, TV and pets allowed
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8
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4
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5
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260 m2
Description
Holiday home Il Querceto is a nice property (260 sq m) that includes air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms. Il Querceto is located 4 km (2 mi) from Monteleone D'orvieto, Italy and only 45 km (28 mi) from Montepulciano.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Umbria. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and toaster, 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 garden where you can enjoy the weather while dining outdoors.
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 45 km (28 mi), Perugia 48 km (30 mi), Assisi 70 km (43 mi), Cortona 72 km (45 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 155 km (96 mi), Viareggio 241 km (150 mi), Forte Dei Marmi 248 km (154 mi), Rome 153 km (95 mi), Milan 441 km (274 mi) and Naples 343 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Querceto. 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: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 160 km (99 mi), Roma Ciampino (cia) 169 km (105 mi), Roma Fiumicino (fco) 174 km (108 mi), Pisa (psa) 222 km (138 mi) and Bologna (blq) 246 km (153 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques vital to master Italian cuisine. The owner can schedule 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 vital to prepare sumptuous Italian meals when you return home. For more details and the additional cost, please contact us.
Il Querceto
Castello D'Ombrone
Beautiful private house with A/C, private pool, WIFI, TV, panoramic view, near Montalcino
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18
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9
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8
Description
Castello D'Ombrone is located 6 km (3 mi) from Buonconvento, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley". Property Castello D'Ombrone is a lovely property that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 18 people comfortably in nine bedrooms with eight bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
The property is located within a wildlife reserve, which is why wild animals can sometimes be seen on the grounds. However, they usually do not come close to the houses.
The Experience
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 vacation 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 visiting museums.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Siena 35 km (21 mi), Montepulciano 45 km (28 mi), Arezzo 68 km (42 mi) and Cortona 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 196 km (122 mi), Forte Dei Marmi 203 km (126 mi), Rome 221 km (137 mi), Venice 353 km (219 mi) and Milan 394 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 29 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 117 km (72 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 201 km (125 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Borgo Castelrotto