Poschini Villas with Pool
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Montelucci Chianti Agrivilla
Wonderful independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
- 14
- 7
- 6
Description
Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms. Conveniently located 560 m (1795 ft) from Montegrossi, Italy in the tourist area "Chianti" and only 30 km (18 mi) from Greve In Chianti.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is 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.
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: 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 learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the additional 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. Inquire for more details, including the extra cost and how to schedule this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
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- 6
- 4
Description
Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena. Property Villa Di Gaiole is a nice stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
The Experience
When you arrive at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can 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.
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: 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 Niccone
Fabulous independent property with A/C, private pool, hot tub, WIFI, sauna and TV, near Cortona
- 24
- 14
- 12
Description
Conveniently located , Italy and only 21 km (13 mi) from Cortona. Villa Niccone is a lovely stone building (700 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 24 guests comfortably in 14 bedrooms with 12 bathrooms.
The property is composed by the main building and a dependance:
- The main building spreads over 2 levels and is divided into 5 independent apartments with private entrance. Each apartment has a living area with dining table, kitchen and tv.
- The dependance is on the ground floor and consists of 2 large double bedrooms, each with private bathroom with shower.
The Experience
After arriving you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. There is a kitchen including coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to 24 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 vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 21 km (13 mi), Perugia 41 km (25 mi), Montepulciano 45 km (28 mi), Arezzo 48 km (30 mi) and Gubbio 51 km (32 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 239 km (149 mi), Rome 227 km (141 mi), Venice 369 km (229 mi) and Milan 432 km (269 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 26 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) 213 km (132 mi), Roma Ciampino (cia) 236 km (147 mi), Bologna (blq) 237 km (147 mi) and Roma Fiumicino (fco) 249 km (155 mi).
More Services
Villa Fornace
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
- 6
- 2
- 1
Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests 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.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
Villa Rubino
Private Holiday villa with A/C, WIFI, private pool, TV, terrace, panoramic view, near Cortona
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- 5
- 3
Description
Holiday home Villa Rubino is a lovely stone building that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located 6 km (4 mi) from Lisciano Niccone, Italy in the tourist area "Cortona And Surroundings" and only 20 km (13 mi) from Cortona.
The Villa is composed of two independent apartments but they are rented together.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the lake perfect for a peaceful holiday in Umbria. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Dining with friends and family is a big 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 ten people. Dine 'al fresco' like a real Italian, the fully furnished balcony is the ideal setting to enjoy food, family and the nice Italian weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 20 km (13 mi), Montepulciano 39 km (24 mi), Perugia 43 km (27 mi), Gubbio 57 km (35 mi) and Assisi 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 233 km (145 mi), Rome 221 km (137 mi), Venice 382 km (238 mi) and Milan 426 km (264 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rubino. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 146 km (91 mi), Pisa (psa) 207 km (129 mi), Bologna (blq) 227 km (141 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 243 km (151 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Italian cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Italian 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 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.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Rubino. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Rubino
Villa Castiglione
Unique private holiday villa with private pool, WIFI, TV, patio, panoramic view, near Montepulciano
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- 6
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Description
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored and turned into a welcoming country residence with nicely furnished interiors and large well-kept outdoor areas (6500 square meters).
The location is ideal to visit most of central Tuscany as well Umbria. The property is in easy access to some of the most beautiful and renowned spas of Tuscany (only a few km away): Bagni di San Filippo, Bagno Vignoni both offering sulphureous waters, treatments, massages…
Distances: Gallina with a bar and a restaurant 3 km away, Campiglia with general stores 6 km away, San Filippo (spas) 7 km, Bagno Vignoni (spas) 9 km, Pienza 13 km away, Siena 60 km away, Perugia 90 km away.
At guests’ disposal: large furnished outdoor areas, private swimming-pool (15 x 7,5 m – min. depth 1,35 m – max. depth 1,45 m – open from 01/05 to 30/09), with solarium area, gazebo, barbecue, playground for children with swing and slide, covered furnished portico with bread oven, table football, table tennis. Laundry with washing-machine available.
Parking within the grounds.
Pets are allowed by paying an extra charge (payment on the spot).
Wood for fireplace, barbecue and stove available free of charge.
Please carefully check if there are any extra costs to be paid on site! Villa Castiglione
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa Frati
Amazing private vacation rental with private pool, WIFI, hot tub, TV and terrace, near Montalcino
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- 4
- 4
Description
Property Summary
Nestled atop a gentle hill in the heart of Tuscany, "Casa Frati" is a remarkable holiday rental that invites you to experience the timeless beauty of the Orcia valley in Castiglione D'Orcia, Italy. This former small monastery, dating back to the 15th century, has been thoughtfully and beautifully renovated into 2 spacious and elegant country Tuscan-style apartments, connected by an external staircase and offering breathtaking panoramic views of the surrounding landscape. Situated within the southern province of Siena and enveloped by rolling fields and vineyards, the property exudes an atmosphere of authentic tranquility and historical charm. Guests enjoy access to a refreshing swimming pool measuring 6 x 12 metres, set within a generous private yard spanning 4,600 m2, where a large lawn provides the ideal setting for leisurely afternoons in the open air. Internet WiFi is available inside the property, ensuring you remain connected throughout your stay, while on-site parking is conveniently provided, making arrival and departure entirely stress-free. Whether you are seeking a peaceful retreat or a base from which to explore the wonders of the Tuscan countryside, "Casa Frati" offers an exceptional combination of history, comfort, and natural beauty.
Outdoors
The outdoor spaces at "Casa Frati" are as generous as they are inviting, offering a true sanctuary within the Tuscan hills. The private garden, extending across 4,600 m2, is beautifully landscaped and provides ample space for relaxation and outdoor enjoyment. A large lawn stretches across the grounds, perfect for sunbathing or simply unwinding in the warm Italian sun. The swimming pool, measuring 6 x 12 metres with a depth ranging from 140 to 180 cm, is available seasonally from April to October and serves as the centrepiece of the outdoor area. For those seeking additional relaxation, a hot tub is also available on the property, offering a soothing experience amid the natural surroundings. A barbecue area completes the outdoor offering, providing the perfect setting for al fresco dining during warm Tuscan evenings. The secluded hilltop position of the property ensures that all outdoor spaces benefit from sweeping, uninterrupted views of the Orcia valley, creating an atmosphere of complete privacy and serenity.
Other Information
"Casa Frati" is accessed via a 1 km unmade road, which contributes to the sense of seclusion and exclusivity that defines this remarkable property. A sauna is available on the premises for an extra cost, offering an additional layer of relaxation for guests who wish to indulge. Housekeeping services are also available upon request for an additional fee, ensuring that your stay remains as comfortable and effortless as possible. A washing machine is accessible inside the property for the convenience of longer-stay guests. The 2 apartments that make up the property are connected by an external staircase, maintaining a sense of independence while sharing the communal outdoor spaces. A car is strongly recommended in order to fully explore and enjoy the surrounding area and its many attractions.
Distances and Attractions
"Casa Frati" enjoys an enviable location that places a wealth of Tuscan attractions within easy reach. The charming village of Castiglione D'Orcia lies just 3 km from the property, while the historic centre of San Quirico d'Orcia is situated 6 km away, where you will find a selection of restaurants and larger supermarkets. At just 3 km from the property, guests can also visit a local grocery store and the renowned Bagno Vignoni thermal baths, a destination celebrated for its ancient healing waters and unique open-air pool set within the village square. For those wishing to venture further afield, the elegant town of Pienza is located 18 km away, offering its celebrated Renaissance architecture and world-famous Pecorino cheese. Montepulciano, renowned for its noble wines and medieval streets, is 25 km from the property, while Montalcino, home to the prestigious Brunello wine, lies 23 km away. The magnificent city of Siena, a UNESCO World Heritage Site famed for its Gothic cathedral and the legendary Palio horse race, is reachable within 55 km. The surrounding area offers a rich tapestry of cultural, gastronomic, and natural experiences, making "Casa Frati" the ideal base from which to discover the very best of southern Tuscany. Casa Frati
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Description
Property Summary
Il Frassino del Borgo di Ghiora is a distinguished country house positioned at 550 metres above sea level in the picturesque countryside of Subbiano, Italy. This holiday rental is situated 6 kilometres from the centre of Subbiano, 20 kilometres from Arezzo, and 50 kilometres from Cortona. The property features a fenced swimming pool measuring 12 by 6 metres with a depth ranging from 117 to 177 centimetres, available seasonally from 01 May to 30 September with pool opening hours from 10:00 to 19:00. Internet WiFi connectivity ensures you remain connected throughout your stay. Convenient parking facilities are available on the premises for your vehicles. The property is equipped with a central heating system available from 01 November to 28 March, with heating costs to be paid on the spot.
Outdoors
The outdoor amenities at this property are available for shared use and include the seasonal swimming pool maintained by the owner and gardener. You will have access to an outdoor shower adjacent to the pool area, table tennis facilities for entertainment, comfortable garden furniture for relaxation, and a barbecue for outdoor dining experiences. The property's elevated position and countryside setting provide an ideal environment for enjoying the natural surroundings.
Other Information
Essential services and facilities are located within reasonable proximity to the property. A shop is situated 6 kilometres away, while a supermarket can be found at the same distance. Dining options are available at a restaurant 2 kilometres from the property. Public transportation is accessible via a bus stop located 8 kilometres away. For those seeking coastal experiences, the sandy beaches of Riviera Adriatica and Maremma are 170 kilometres distant, whilst Lago Trasimeno, a bathing lake, is positioned 85 kilometres from the property.
Distances and Attractions
The property offers convenient access to numerous noteworthy attractions in the region. The historic town of Anghiari is located 18 kilometres away, whilst the Casentino area and Caprese Michelangelo are both positioned 20 kilometres from the property. Nature enthusiasts will appreciate the proximity to Parco Nazionale Foreste Casentinesi, situated 30 kilometres away. Monte San Savino is accessible at a distance of 46 kilometres, providing additional opportunities for exploration and cultural discovery in the surrounding area. A Il Frassino del Borgo di Ghiora
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- 3
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Description
Property Summary
L'Oasi del Poggio is a cosy, rustic, and comfortable single-family holiday rental located 5 km from the centre of Subbiano, Italy, and 20 km from the centre of Arezzo. You will find this charming property situated in a quiet position on top of a hill, offering a peaceful retreat in the Tuscan countryside. The property features a private, well-kept fenced garden that provides a secure and pleasant outdoor environment. A seasonal swimming pool with an unconventional shape is available from 1st May to 30th October, complete with shower and WC facilities in the pool area. The property offers reliable Internet WiFi connectivity to keep you connected during your stay. An arbour provides shaded relaxation areas, while garden furniture, a barbecue, and convenient parking on the premises ensure a comfortable and practical experience. Pool maintenance is handled by the owner or gardener throughout the season. Both the garden surrounding the house and the pool area are fenced and equipped with lockable gates for added security and privacy.
Outdoors
The outdoor spaces at L'Oasi del Poggio are designed for relaxation and enjoyment in the beautiful Tuscan landscape. The private, well-kept garden is completely fenced, providing a secure environment for guests to enjoy the natural surroundings. The seasonal swimming pool, available from 1st May to 30th October, features an unconventional shape that adds character to the property. The pool is located in an elevated area compared to the main house and is accessible through a small gate and 13 steps. Shower and WC facilities are conveniently situated in the pool area for your comfort. An arbour offers a shaded retreat where you can relax with a book or enjoy outdoor meals. Garden furniture is provided throughout the outdoor spaces, and a barbecue is available for those who enjoy al fresco dining. The pool area is fenced and equipped with lockable gates, ensuring both safety and privacy during your stay.
Other Information
Please note that a car is recommended for your stay at L'Oasi del Poggio due to its hilltop location in Subbiano, Italy. The property's elevated and peaceful position offers tranquility but requires transportation to access nearby amenities and attractions. The pool is situated in an elevated area compared to the main house, accessible through a small gate and 13 steps, which should be considered when planning your stay. Both the garden surrounding the house and the pool area are fenced and equipped with lockable gates, providing additional security and peace of mind. Pool maintenance is regularly performed by the owner or gardener to ensure the swimming area remains clean and inviting throughout the season.
Distances and Attractions
L'Oasi del Poggio offers convenient access to both daily amenities and fascinating Tuscan attractions. A shop is located 4 km from the property, with a grocery also at 4 km and a supermarket at 3.6 km. You will find a restaurant just 100 m away for convenient dining options. The bus stop "Subbiano" is situated 4.7 km from the property, while the railway station "Subbiano" is 6 km away. For beach enthusiasts, the sandy beach "Riviera Romagnola" is 150 km from the property, and the bathing lake "Lago Trasimeno" is 83 km away. The property provides excellent access to nearby attractions that showcase the rich cultural heritage of the region. Anghiari, a picturesque medieval town, is located 26 km away, while Caprese Michelangelo, the birthplace of the Renaissance master, is 27 km from the property. Nature lovers will appreciate the Parco Nazionale Foreste Casentinesi, situated 32 km away. Castiglion Fiorentino is 36 km from the property, and the historic town of Cortona is 47 km away. The magnificent city of Firenze is 100 km from L'Oasi del Poggio, making it accessible for a memorable day trip. L'Oasi del Poggio
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
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- 14
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- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Last-Minute Offer for La Castellana
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
La Casina del Bosco
Amazing independent holiday rental with WIFI, A/C, private pool and TV, close to Arezzo
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Description
You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco
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Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| 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
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
Villa Bilor Luxe
Amazing independent holiday villa with WIFI, A/C, private pool, TV and patio, near Arezzo
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Description
Vacation rental Villa Bilor Luxe is a beautiful property (200 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with three bathrooms. Conveniently located in Subbiano, Italy in the tourist area "Arezzo And Surroundings" and only 16 km (10 mi) from Arezzo.
What to Expect
When you arrive you’ll find a nice clean well-maintained property perfect 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 at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill.
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: Arezzo 16 km (10 mi), Cortona 42 km (26 mi), Montepulciano 64 km (40 mi), Siena 80 km (50 mi) and Greve In Chianti 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 187 km (116 mi), Forte Dei Marmi 195 km (121 mi), Rome 237 km (147 mi), Venice 340 km (211 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 106 km (66 mi), Pisa (psa) 168 km (105 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Bilor Luxe
Villa Essiccatoio
Unique private vacation home with WIFI, private pool, A/C, TV, patio, panoramic view, near Cortona
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Description
Villa Essiccatoio is a nice stone building (350 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 20 guests comfortably in eight bedrooms with seven bathrooms. Conveniently located 610 m (1953 ft) from Lisciano Niccone, Italy and only 22 km (14 mi) from Cortona.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Umbria. 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. Also available outside are a barbecue grill and patio.
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: Cortona 22 km (14 mi), Perugia 42 km (26 mi), Arezzo 49 km (30 mi), Gubbio 51 km (32 mi) and Montepulciano 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 228 km (142 mi), Venice 369 km (229 mi) and Milan 435 km (270 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 152 km (94 mi), Pisa (psa) 214 km (133 mi), Bologna (blq) 232 km (144 mi), Roma Ciampino (cia) 237 km (147 mi) and Roma Fiumicino (fco) 250 km (155 mi).
Villa Essiccatoio
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Description
Vacation rental Palazzo Trasimeno is a beautiful stone building (600 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in seven bedrooms with six bathrooms. Palazzo Trasimeno is located 6 km (4 mi) from Passignano Sul Trasimeno, Italy and only 26 km (16 mi) from Perugia in the tourist area "Trasimeno Lake".
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the lake ideal for a relaxing holiday in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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: Perugia 26 km (16 mi), Cortona 29 km (18 mi), Montepulciano 43 km (27 mi), Assisi 47 km (29 mi) and Arezzo 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 143 km (89 mi), Viareggio 230 km (143 mi), Forte Dei Marmi 237 km (147 mi), Rome 199 km (124 mi), Milan 430 km (267 mi) and Naples 390 km (242 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 11:00
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) 148 km (92 mi), Roma Ciampino (cia) 208 km (129 mi), Pisa (psa) 211 km (131 mi), Roma Fiumicino (fco) 220 km (137 mi) and Bologna (blq) 235 km (146 mi).
Please note that there is a part of the castle closed to our guests that belongs to one of the owners of the castle that is totally separated inside and outside and where our guests don't have access since the park and the indoor are totally separated by walls and fence outside. Everything is described and pictures is what will be of exclusive use of guests staying at the castle who will have exclusive use of the interiors and garden here described.
Special Services
Cooking Lessons - If you're interested in discovering more about Italian cooking, ask about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Italian 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 requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Castello Borgia
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Description
Villa San Leo is a nice stone building (250 sq m) with private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
What to Expect
After arriving at Villa San Leo you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Umbria. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a big part of the Italian culture. Take advantage of the 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 Italian, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Italian weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 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) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
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Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Vacation rental Lavacchio 12 is a nice stone building (360 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the 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: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
