Top 20 Villas Near Town in Monticello Amiata, Italy
Results 1 - 20 of 33
Villa Monticello
Superb private holiday home with private pool, WIFI, TV, terrace and panoramic view
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In high demand!
Description
Property Villa Monticello is a lovely property (120 sq m) that includes WiFi internet and private pool. The property can accommodate up to nine guests comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Monticello Amiata, Italy in the tourist area "Grosseto - Maremma" and only 30 km (19 mi) from Montalcino.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to nine people.
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: Montalcino 30 km (19 mi), Montepulciano 67 km (42 mi), Siena 76 km (47 mi), Cortona 98 km (61 mi) and Arezzo 102 km (63 mi).
Some other major tourist destinations you should consider visiting are: Florence 143 km (89 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 233 km (144 mi), Rome 241 km (150 mi), Venice 394 km (245 mi) and Milan 439 km (273 mi).
Additional Information
Check-In Time: 16:00 - 20:00
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) 156 km (97 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 224 km (139 mi), Bologna (blq) 245 km (152 mi) and Roma Ciampino (cia) 246 km (153 mi).
Villa Bella Costa
Podere Peteglia
Wonderful private house with WIFI, A/C, private pool, patio and panoramic view, close to Montalcino
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In high demand!
Description
Comfortable, renovated country house from the 1800s in a scenic spot in the Val d’Orcia hills.
It is part of a large, 77-hectare farm with vineyards, olive groves, and fields of grain, which produces excellent wine and extra virgin olive oil that can be purchased on site. The owners also raise Chianina cattle.
Podere Peteglia is made up of a Main house and a cottage, and has a private pool exclusively for guests.
Thanks to 7 bedrooms, each with a private bathroom, the property can accommodate up to 16/18 people.
It offers tasteful, rustic Tuscan-style interiors equipped with all amenities.
Guests can taste traditional Tuscan delicacies at the farm restaurant on the ground floor of the main House (open only to property guests, reservation required).
The property’s strategic location allows you to reach the charming villages of the Val D’Orcia and Tuscany, such as Pienza, Montalcino, Montepulciano, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, and Siena, as well as Umbria and Lake Trasimeno.
Distances: Montenero d’Orcia (shops of all kinds) 1 km, Castel del Piano (shops of all kinds) 13 km, Montalcino 22 km, San Filippo (thermal spas) 39 km, Bagno Vignoni (thermal spas) 40 km, Pienza 44 km, Saturnia (thermal spas) 46 km, Chianciano Terme (thermal spas) 56 km, Montepulciano 58 km, San Casciano dei Bagni 59 km, Pitigliano 60 km, Siena 63 km, Castiglion della Pescaia (sea) 65 km, Orvieto 84 km, Florence 138 km.
Please check carefully for any extras that must be paid at the property! Podere Peteglia
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Description
Casa Dell'ambasciatore is a beautiful stone building (97 sq m) with WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with two bathrooms. Conveniently located in Vivo D'orcia, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino.
The pool is shared with the following properties: EAS183983 - EAS 183984 - EAS 183374.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
Your Experience
Upon arrival 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. Regardless of how you spend your days - sightseeing, shopping, visiting museums 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 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) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Dell'ambasciatore
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
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Description
Casa Di Lilli is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Casa Di Lilli is a lovely stone building (52 sq m) with WiFi internet. The property can sleep up to two guests comfortably in one bedroom with one bathroom.
The pool is shared with the following properties: EAS183983 - EAS 183985. So here we have four expertly restored dwellings (including Casa dell'Ambasciatore and Casa di Giulio that you can book together with Casa di Lilli in the case of large families or friend groups), mixing ancient and modern to make them comfortable and at the same time full of charm. Each house has its own outdoor space equipped with tables and chairs, while a beautiful saltwater pool (6x10) is shared among the residences that make up the hamlet.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
Your Experience
When you arrive 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 - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Cortona 70 km (43 mi), Siena 76 km (47 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 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) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Special Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Di Lilli. Ask for more details, including the supplemental cost and how to arrange this service.
Casa Di Lilli
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
Description
Conveniently located in Vivo D'orcia, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino. Holiday home Casa Di Giulio is a nice stone building (100 sq m) that includes WiFi internet. The property can accommodate up to five people comfortably in three bedrooms with two bathrooms.
The pool is shared with the following properties: EAS183985 - EAS 183984 - EAS 183374.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 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) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Di Giulio
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
Casa di Pietro in Vivo D'Orcia, Pool
Amazing vacation home with pool, WIFI, TV and panoramic view
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Someone else is looking at this property right now!
Description
Casa Di Pietro In Vivo D'orcia, Pool is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Casa Di Pietro In Vivo D'orcia, Pool is a lovely stone building (80 sq m) with WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four 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: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Cortona 69 km (43 mi), Siena 76 km (47 mi) and Arezzo 100 km (62 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (155 mi), Rome 205 km (128 mi), Milan 459 km (285 mi) and Naples 396 km (246 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) 177 km (110 mi), Roma Ciampino (cia) 214 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Di Pietro In Vivo D'orcia, Pool
Book your vacation for the period from 01 May 2026 to 01 June 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 11 May 2026 to 25 May 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 14 June 2026 to 23 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Podere Palazzo
Superb private accommodation with private pool, A/C, WIFI and panoramic view, close to Montalcino
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Description
Property Podere Palazzo is a nice property (200 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy in the tourist area "Orcia Valley" and only 24 km (15 mi) from Montalcino.
The Ground Floor can't be rented and it is closed, as the owners live there occasionally.
They may use the pool too, when they are at the villa.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing.
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: Montalcino 24 km (15 mi), Montepulciano 31 km (19 mi), Siena 58 km (36 mi), Cortona 70 km (43 mi) and Arezzo 92 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 197 km (123 mi), Venice 376 km (234 mi) and Milan 419 km (260 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 07:00 - 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) 140 km (87 mi), Pisa (psa) 185 km (115 mi), Roma Ciampino (cia) 206 km (128 mi), Roma Fiumicino (fco) 219 km (136 mi) and Bologna (blq) 221 km (137 mi).
Birthdays and parties are generally not accepted, especially for groups of young people under the age of 30.
Podere Palazzo
Villa Ombrone
Fabulous independent property with sauna, WIFI, private pool, A/C, TV, patio, panoramic view
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In high demand!
Description
Villa Ombrone is a nice vacation rental (160 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with four bathrooms. Conveniently located 12 km (8 mi) from Campagnatico, Italy in the tourist area "Grosseto - Maremma" and only 53 km (33 mi) from Montalcino.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a hectic day of shopping, 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, playground 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: Montalcino 53 km (33 mi), Siena 72 km (45 mi), Montepulciano 89 km (55 mi), San Gimignano 110 km (68 mi) and Greve In Chianti 112 km (69 mi).
Some other major tourist destinations you should consider visiting are: Florence 140 km (87 mi), Viareggio 188 km (117 mi), Forte Dei Marmi 200 km (124 mi), Rome 203 km (126 mi), Venice 386 km (240 mi) and Milan 446 km (277 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ombrone. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 23:00
Check-Out Time: 06:00 - 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) 148 km (92 mi), Pisa (psa) 165 km (102 mi), Roma Fiumicino (fco) 186 km (115 mi), Roma Ciampino (cia) 208 km (129 mi) and Bologna (blq) 239 km (148 mi).
Villa Ombrone
Book 28 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Fontanelle 16
Fabulous private holiday villa with private pool, A/C, WIFI, TV, patio and panoramic view
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Someone else is looking at this property right now!
Description
Holiday rental Fontanelle 16 is a beautiful stone building (500 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 47 km (29 mi) from Montepulciano.
The Experience
Upon arrival at Fontanelle 16 you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, 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. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 47 km (29 mi), Siena 54 km (34 mi), Cortona 80 km (50 mi), Arezzo 82 km (51 mi) and Greve In Chianti 94 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 230 km (143 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 415 km (258 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 154 km (96 mi), Pisa (psa) 197 km (123 mi), Roma Fiumicino (fco) 221 km (137 mi), Bologna (blq) 239 km (148 mi) and Roma Ciampino (cia) 243 km (151 mi).
More Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the extra cost.
Cleaning service is included 15 hours a week. Fontanelle 16
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Description
Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 46 km (29 mi) from Montepulciano. Villa Lorian is a lovely stone building (500 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms.
The Experience
Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the building has a distinctive U-shaped structure and develops around a central patio.The sense of interior space is accentuated by the high vaulted ceilings.
Guests can enjoy seasonal products from the vegetable garden.
The resident maid lives in a separate apartment at the rear of the farmhouse, and will be happy to cook for guests (additional charge).
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful 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 46 km (29 mi), Siena 54 km (34 mi), Cortona 79 km (49 mi), Arezzo 81 km (50 mi) and San Gimignano 91 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 229 km (142 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 194 km (121 mi), Bologna (blq) 221 km (137 mi), Roma Fiumicino (fco) 221 km (137 mi) and Roma Ciampino (cia) 243 km (151 mi).
On the estate there are 2 resident cats and an aged friendly dog and is therefore not possible to accept other pets.
Cleaning service included 3 hours a day, five days a week.Additional Services
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the extra cost.
Baby Sitting - A babysitter can be arranged at Villa Lorian. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Lorian
Castello D'Ombrone
Superb independent villa with private pool, A/C, WIFI, TV and panoramic view, near Montalcino
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Description
Castello D'Ombrone is a lovely holiday rental with private pool, WiFi internet and air conditioning. The property can sleep up to 18 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 6 km (3 mi) from Buonconvento, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. If playing a round of golf is important while on holiday, 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.
What to Expect
When you arrive at Castello D'Ombrone you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: 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 organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Ask for more details about the supplemental cost.
Borgo Castelrotto
Villa Montichiello
Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano
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Description
Property Summary
Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.
Other Information
Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.
Distances and Attractions
Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello
Podere D'Asso
Private Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
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Someone just enquired about this property!
Description
Vacation rental Podere D'Asso is a nice stone building (778 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with eight bathrooms. Podere D'Asso is located 2 km (2 mi) from San Giovanni D'asso, Italy and only 20 km (12 mi) from Montalcino in the tourist area "Orcia Valley".
Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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. Also available outdoors are a barbecue grill and patio. 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 holiday. 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 veranda is the ideal setting to enjoy food, family and the beautiful 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: Montalcino 20 km (12 mi), Montepulciano 31 km (19 mi), Siena 47 km (29 mi), Cortona 47 km (29 mi) and Arezzo 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 132 km (82 mi), Viareggio 219 km (136 mi), Forte Dei Marmi 226 km (140 mi), Rome 214 km (133 mi), Milan 419 km (260 mi) and Naples 405 km (251 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 09:00 - 12:00
Pool Open: 20 May - 1 November (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) 137 km (85 mi), Pisa (psa) 200 km (124 mi), Roma Ciampino (cia) 223 km (138 mi), Bologna (blq) 224 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Podere D'Asso. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Podere Verninelle
- 9
- 5
- 4
Description
Vacation rental Town House Garden is a nice stone building (350 sq m) that includes private pool and air conditioning. The property can sleep up to nine guests comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montepulciano.
What to Expect
Upon arrival at Town House Garden you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 21 km (13 mi), Montalcino 27 km (17 mi), Cortona 43 km (27 mi), Arezzo 56 km (35 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (138 mi), Rome 209 km (130 mi), Milan 414 km (257 mi) and Naples 400 km (249 mi).
Additional Information
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) 133 km (83 mi), Pisa (psa) 195 km (121 mi), Bologna (blq) 220 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Town House Garden
Casale Biancospino
Private Villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Montepulciano
- 10
- 4
- 3
Description
Holiday home Casale Biancospino is a nice property (160 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms. Casale Biancospino is located 5 km (3 mi) from Chianciano Terme, Italy and only 14 km (9 mi) from Montepulciano. There is a golf course nearby if you'd like to get in a round or two while on holiday.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: Montepulciano 14 km (9 mi), Cortona 35 km (22 mi), Montalcino 44 km (27 mi), Arezzo 65 km (40 mi) and Perugia 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 223 km (138 mi), Forte Dei Marmi 230 km (143 mi), Rome 171 km (106 mi), Venice 379 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 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) 143 km (89 mi), Roma Ciampino (cia) 186 km (115 mi), Roma Fiumicino (fco) 198 km (123 mi), Pisa (psa) 204 km (127 mi) and Bologna (blq) 224 km (139 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Casale Biancospino
Book 20 days or less before the arrival date and receive a 15 % 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.
Villa Bartolomeo
Wonderful private vacation rental with A/C, hot tub, sauna, private pool, WIFI, TV, veranda
- 12
- 6
- 6
Description
Villa Bartolomeo is located 3 km (2 mi) from Bivio Di San Biagio, Italy and only 5 km (3 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Bartolomeo is a lovely stone building (400 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping.
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 5 km (3 mi), Cortona 36 km (22 mi), Montalcino 36 km (23 mi), Arezzo 55 km (34 mi) and Siena 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 221 km (137 mi), Rome 186 km (115 mi), Venice 366 km (228 mi) and Milan 414 km (257 mi).
Additional Information
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) 133 km (82 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 195 km (121 mi), Roma Fiumicino (fco) 207 km (129 mi) and Bologna (blq) 219 km (136 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan 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 fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule 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 supplemental costs.
Villa Benefizio
Villa Il Troscione
Fabulous independent holiday villa with private pool, WIFI, TV, patio and panoramic view
- 10
- 5
- 4
Description
Property Villa Il Troscione is a lovely stone building that includes private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with four bathrooms. Villa Il Troscione is located 7 km (4 mi) from San Casciano Dei Bagni, Italy and only 33 km (20 mi) from Montepulciano in the tourist area "Orcia Valley".
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a patio and barbecue grill.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (20 mi), Perugia 62 km (39 mi), Montalcino 64 km (40 mi), Cortona 67 km (41 mi) and Arezzo 78 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (147 mi), Forte Dei Marmi 243 km (151 mi), Rome 169 km (105 mi), Milan 436 km (271 mi) and Naples 360 km (224 mi).
Additional Information
Pool Open: 4 April - 4 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) 155 km (96 mi), Roma Ciampino (cia) 178 km (111 mi), Roma Fiumicino (fco) 191 km (119 mi), Pisa (psa) 217 km (135 mi) and Bologna (blq) 241 km (150 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
IMPORTANT: there is a 1.3 km of gravel road, so sports cars are not recommended. Villa Il Troscione
Book your vacation for the period from 02 May 2026 to 01 August 2026 and save 10% (minimum 7 nights).
Book 30 days or less before the arrival date and receive a 25 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 60 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 5 nights minimum and can not be combined with any other special offers.
Terra Quercus
Beautiful private villa rental with WIFI, private pool, A/C, TV and patio, near Montepulciano
- 6
- 4
- 4
In high demand!
Description
Property Terra Quercus is a lovely stone building that includes air conditioning, private pool and WiFi internet. The property can accommodate up to six guests comfortably in four bedrooms with four bathrooms. Conveniently located 3 km (2 mi) from Sarteano, Italy in the tourist area "Orcia Valley" and only 25 km (15 mi) from Montepulciano.
The Experience
After arriving at Terra Quercus you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 25 km (15 mi), Montalcino 52 km (32 mi), Cortona 53 km (33 mi), Arezzo 64 km (40 mi) and Siena 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 230 km (143 mi), Rome 169 km (105 mi), Milan 423 km (262 mi) and Naples 360 km (224 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (88 mi), Roma Ciampino (cia) 178 km (111 mi), Roma Fiumicino (fco) 191 km (118 mi), Pisa (psa) 203 km (126 mi) and Bologna (blq) 228 km (141 mi).
Cleaning service is included 3 hours a week. Terra Quercus
Villa della Regina
Pretty private holiday home with WIFI, private pool, hot tub, A/C, TV and patio, near Montepulciano
- 15
- 7
- 7
Someone just enquired about this property!
Description
Villa Della Regina is located 1 km (3273 ft) from Fonte Della Regina, Italy and only 17 km (10 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Della Regina is a beautiful vacation rental (600 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and patio.
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: Montepulciano 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).
Additional Information
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) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious 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.
Villa Conti Galgani
Villa Danilo
Stunning private vacation home with WIFI, A/C, private pool, hot tub, TV, patio, panoramic view
- 13
- 7
- 7
Someone else is looking at this property right now!
Description
Wonderful independent villa with private pool situated in the proximity of the Val d’Orcia region, in the surroundings of San Casciano dei Bagni, a small town renowned for its beautiful hot springs. This villa has been recently restored an turned into an elegant country house enjoying enchanting views of the Tuscan landscape. A 3000-square-meter garden surrounds the villa and offers a beautiful private pool and a small restored outbuilding (rented together with the main villa allowing a total of 13 guests). This property is tastefully furnished and provides all modern comforts (ensuite bathrooms, mosquito nets, air-conditioning, internet connection, large outdoor areas furnished for al-fresco dining). This villa is only 150 m from the Fonte Verde spa center where guests can enjoy use of hot springs (the water is 38°), of a wellness centre, beauty treatments (a 25% reduction is available for guests staying at Villa Danilo from Monday to Saturday).
The area surrounding Villa Danilo is rich in hot-water brooks coming from the hot springs (one is on the ground as well but it is not accessible).
In a 50/100 km drive there are the most important and beautiful art cities and towns in Tuscany like Pienza, Montalcino, San Quirico d’Orcia, Contignano, Bagno Vignoni, Radicofani, the splendid “Crete Senese” region..
Distances: San Casciano dei Bagni with all kinds of shops 1 km away, spa center 150 meters away, Pienza 40 km, Città della Pieve 20 km, Siena 90 km away, Roma (airport) 150 km.
At guests disposal: large 3000-square-mter garden with private pool (12 x 6 m – minimum depth 1,6 m, maximum depth 1,70 m – open from 01/05 to 30/09), barbecue. The villa provides a laundry with washing-machine and dryer. A computer with internet connection is available.
Covered parking within the grounds.
Extra services included in the rental price: cleaning service (3 hours a day) 6 days a week. Linen change 2 times a week. Baby bed.
Extra service to be paid on the spot: Cooking service (with a chef and a waiter) at € 30,- / per hour (plus the cost for food shopping – an extra charge of € 25,- is requested if food shopping is done by the house staff).
The property owners also run an excellent restaurant less than 1 km away from the villa and offer a 10% reduction to Villa Danilo guests.
Extra maid service € 13,- / per hour. Baby sitting service upon request € 13,- / per hour.
Small pets are allowed by paying an extra security deposit of € 500,-
Please carefully check if there are any extra costs to be paid on site! Villa Danilo
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.
