Results 61 - 80 of 159
Villa Sassinoro is a beautiful vacation rental (950 sq m) with air conditioning and private pool. The property can sleep up to 18 people comfortably in nine bedrooms with 12 bathrooms. Villa Sassinoro is located in the centre of Orvieto, Italy and only 69 km (43 mi) from Montepulciano.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. 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 18 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 69 km (43 mi), Perugia 77 km (48 mi), Spoleto 80 km (50 mi), Assisi 92 km (57 mi) and Cortona 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 179 km (111 mi), Viareggio 265 km (164 mi), Rome 128 km (80 mi), Venice 418 km (259 mi), Milan 467 km (290 mi) and Naples 319 km (198 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Roma Ciampino (cia) 137 km (85 mi), Roma Fiumicino (fco) 150 km (93 mi), Firenze Peretola (flr) 184 km (114 mi), Pisa (psa) 246 km (153 mi) and Bologna (blq) 270 km (168 mi).
More Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.
Villa Sassinoro
Holiday rental Casa Di Lilli is a nice stone building (52 sq m) that includes WiFi internet. The property can sleep up to two guests comfortably in one bedroom with one bathroom. 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 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
Upon arrival at Casa Di Lilli you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany.
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 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).
Additional 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. Inquire 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).
Property Casa Dell'ambasciatore is a nice stone building (97 sq m) that includes 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
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing.
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 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).
Holiday home Casa Di Giulio is a nice stone building (100 sq m) that includes WiFi internet. The property can sleep up to five guests comfortably in three 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: 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)
What to Expect
Upon arrival at Casa Di Giulio you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid 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.
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: 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 is a nice stone building (80 sq m) with WiFi internet. The property can sleep up to four guests 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.
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 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: 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).
Vacation rental Villa Bartolomeo is a lovely stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. 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".
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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.
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 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).
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 pleasant 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 vacation? 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 needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Benefizio
Villa Nibbiano is a nice holiday home (250 sq m) with private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. Villa Nibbiano is located 2 km (1 mi) from Montepulciano, Italy and only 31 km (19 mi) from Cortona in the tourist area "Orcia Valley".
Montepulciano can be reached on foot in about 25 minutes, or 200 mt from the villa you can take a bus that takes you into town.
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills and the city 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio, barbecue grill and playground. 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 six people.
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: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 65 km (40 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Nibbiano. 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: 09:00 - 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 210 km (131 mi) and Bologna (blq) 214 km (133 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 needs. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Villa Ludovica
Villa Ardene is a nice stone building with WiFi internet, air conditioning and private pool. The property can accommodate up to 14 people comfortably in seven bedrooms with seven bathrooms. Villa Ardene is located 3 km (2 mi) from Montepulciano, Italy and only 34 km (21 mi) from Cortona in the tourist area "Orcia Valley".
The Villa staff can organize various customized services such as: guided tours of wineries in Montepulciano, tasting tours, E-bike rental or tour, airport shuttle services and much more.
The Villa consists of a main building and a dependance surrounded by a beautiful garden, each one offering several apartments and bedrooms with bathrooms. A communal dining-room with kitchen is available, accessible only from the outside and not connected with the rest of the property from the inside.
There is also an external barbecue, equipped with wood oven and pick-nick area .
Montepulciano can be reached on foot by the villa if you like walking.
It is part of a working farm, the owners breed animals and grow fruit trees and vegetables. Some cats are present on site.
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 perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Also available outdoors are 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 14 people.
What's 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: Cortona 34 km (21 mi), Montalcino 37 km (23 mi), Arezzo 53 km (33 mi), Siena 69 km (43 mi) and Perugia 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 212 km (131 mi), Forte Dei Marmi 219 km (136 mi), Rome 178 km (110 mi), Venice 368 km (229 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Ardene. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 17:00
Check-Out Time: 08:00 - 11:00
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) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 193 km (120 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 213 km (132 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques needed 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 enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious 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 vacation? 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 suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can schedule 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 individual tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.
Villa Ardene
Book 14 days or less before the arrival date and receive a 25 % 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 Fontanelle is located 2 km (1 mi) from Monticchiello, Italy and only 14 km (9 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Fontanelle is a beautiful holiday rental with internet, private pool and air conditioning. The property can sleep up to 14 guests comfortably in seven bedrooms with nine bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation 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. Outdoors you will also find 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 14 people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Montalcino 28 km (17 mi), Cortona 46 km (29 mi), Siena 62 km (38 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 230 km (143 mi), Rome 186 km (116 mi), Venice 380 km (236 mi) and Milan 423 km (263 mi).
Additional Information
Pool Open: 9 May - 3 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) 144 km (89 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 204 km (127 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 228 km (142 mi).
More 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 arrange 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 additional costs.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the supplemental cost.
Le Fontanelle
Villa Montepulciano Vineyard and Pool Retreat is located 2 km (1 mi) from Montepulciano, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Villa Montepulciano Vineyard and Pool Retreat is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful 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 sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 40 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 126 km (78 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).
Villa Montepulciano Vineyard and Pool Retreat
Book your vacation for the period from 02 April 2026 to 19 December 2026 and save 15% (minimum 2 nights).
Holiday rental Villa Recanati, Val D'orcia, Private Pool, Jacuzzi is a beautiful property (500 sq m) that includes hot tub, private pool and air conditioning. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Conveniently located 18 km (11 mi) from Montepulciano, Italy and only 45 km (28 mi) from Montalcino.
The janitor resides in the annex and takes care of guests only when requested or needed. He can provide guests with their privacy, but at the same time ensure timely assistance in case of need.
Your Experience
After arriving at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a hot tub, barbecue grill and playground. 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.
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: Montalcino 45 km (28 mi), Cortona 52 km (32 mi), Perugia 58 km (36 mi), Arezzo 62 km (38 mi) and Assisi 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 218 km (136 mi), Forte Dei Marmi 228 km (142 mi), Rome 168 km (104 mi), Venice 374 km (232 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi. 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 April - 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) 140 km (87 mi), Roma Ciampino (cia) 177 km (110 mi), Roma Fiumicino (fco) 189 km (118 mi), Pisa (psa) 202 km (126 mi) and Bologna (blq) 226 km (141 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Recanati, Val D'orcia, Private Pool, Jacuzzi
Property Summary
This independent farmhouse vacation rental spans 450 square meters and is nestled on the slopes of Monte Cappuccini, which divides the Val d'Orcia from the Val di Chiana in Montepulciano, Italy. The property has been recently restored with meticulous attention to interior decoration, featuring authentic antique furniture, traditional terracotta ceilings, and antique parquet floors that embody true Tuscan style. You will find this detached residence offers both relaxation and easy access to explore the surrounding vineyards and olive groves that characterize the hills and plains of the region. The property provides convenient parking on site and complimentary Internet Wifi connection throughout your stay, ensuring you remain connected while enjoying the tranquility of the Tuscan countryside.
Outdoors
The property features a private non-heated swimming pool measuring 8 by 16 meters with a depth of 1.4 meters, available for your enjoyment from May 15 to September 30. You will discover a natural pond within the expansive garden, which is beautifully bordered by woods and olive groves, creating a serene environment for outdoor relaxation. A gazebo equipped with tables and chairs is positioned directly in front of the kitchen, offering an ideal space for al fresco dining while taking in the picturesque Tuscan landscape. Pool towels are provided for your convenience, and the entire property is fenced, ensuring privacy and security during your stay.
Unit Layout
The residence accommodates up to 12 guests across 6 bedrooms and 7 bathrooms, distributed thoughtfully over two levels. On the ground floor, you will find a reading and television lounge, a large kitchen seamlessly connected to a very spacious dining room, and 2 suites, each featuring a private bathroom with bathtub and an additional reading living room. An extra bathroom with laundry facilities is also located on this level. The first floor comprises 2 double bedrooms, each with a private bathroom equipped with a shower, and 2 junior suites, each also offering a private bathroom with shower. The entire villa showcases exceptional furnishings, including furniture dating from the 1800s combined with contemporary design elements. Upon request, the property can accommodate up to 17 guests for an additional cost, utilizing a double sofa bed and a single sofa bed in the ground floor suite, as well as single pouf beds in both junior suites on the first floor. A crib is also available upon request.
Amenities Included
Your accommodation includes comprehensive climate control with Air Conditioning available throughout the villa and Heat Available during the permitted season. The kitchen is fully equipped with modern conveniences including a Dishwasher, Microwave, oven, toaster, coffee maker, and American coffee maker to facilitate meal preparation. Entertainment options feature Television with Satellite TV offering English channels available for your viewing pleasure. The interior Fireplace adds warmth and ambiance to the living spaces. Practical amenities include a Washing Machine, iron and ironing board to ensure comfort during extended stays. Outdoor cooking enthusiasts will appreciate the Barbecue facilities available on the property.
Other Information
Check-in begins at 3:00 PM on Saturday by appointment, and check-out is required by 9:00 AM. You must provide arrival details at least 2 weeks prior to your arrival date. Upon arrival at the property, you are required to pay a security deposit in cash to the property representative in the amount of 800 euro, which will be returned prior to departure, net of any accidental damage to the property. All guests must provide a photocopy of their passport and sign a form for the local authorities upon arrival. The property is within walking distance from the city center. Heating in Italy is allowed by law from November 1 to April 1, with some exceptions for extreme weather conditions. Please note that fans are not usable. Kitchen services, if desired, must be arranged at least 2 months before arrival. An arrival fee applies if you arrive outside the indicated hours. Occasionally you may hear some noise coming from the underlying spa. Animals are not allowed on the property. Baby beds and child chairs are available with an extra cost.
Distances and Attractions
The farmhouse is situated in an enviable location that allows you to explore both the Val d'Orcia and the Val di Chiana regions. The surrounding area is characterized by rolling hills covered with vineyards and olive groves, offering scenic routes for leisurely walks or cycling excursions. The property's position on Monte Cappuccini provides easy access to numerous attractions in the Montepulciano area, including local wineries that offer tours and tastings. The historic city center is within walking distance, where you can discover traditional restaurants, shops, and cultural landmarks that showcase the authentic character of Tuscany.
Costs & Services
Included services
- Pool towels
- Free parking on site
Extra costs
- Stay tax: 1 euro per person per day
- Tourist tax for adults or children: 100 euro per week
- Cleaning: 350 euro per week
- Air conditioning: Extra charge
- Heating: According to consumption, approximately 80 to 100 euro per day
- Gas: Based on consumption at market value
- Arrival fee: To be paid upon arrival for arrivals outside indicated hours
- Baby bed available: Extra cost
- Child chair available: Extra cost
On request
- Dog: 100 euro per week
- Cooking service: 70 euro per person
- Cooking classes: 120 euro per person
- Breakfast service: 25 euro per person
- Housekeeping: 25 euro per hour
- Pre-provided villa: 80 euro plus the cost of groceries
- Winery tours: 40 euro per person
- Bicycles: Available by reservation only
- Ping-pong table: Available by reservation only
- Catering services: Breakfast, on the road lunch, brunch in the villa, traditional dinner, gourmet dinner Podere Monti
Aqua Bio Retreat is a lovely holiday rental (350 sq m) with private pool and air conditioning. The property can sleep up to nine people comfortably in five bedrooms with three bathrooms. Conveniently located in Castiglione Del Lago, Italy in the tourist area "Trasimeno Lake" and only 21 km (13 mi) from Cortona.
Your Experience
Upon arrival at Aqua Bio Retreat you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Umbria. 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 Umbria. For your pleasure, on the grounds there is a patio and barbecue grill. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Italian weather.
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: Cortona 21 km (13 mi), Montepulciano 26 km (16 mi), Perugia 49 km (30 mi), Montalcino 62 km (39 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 187 km (116 mi), Venice 375 km (233 mi) and Milan 424 km (264 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Aqua Bio Retreat. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (87 mi), Roma Ciampino (cia) 195 km (121 mi), Pisa (psa) 203 km (126 mi), Roma Fiumicino (fco) 208 km (129 mi) and Bologna (blq) 227 km (141 mi).
The garden also houses an exclusive eco-pool, available to guests. Inspired by the self-purification mechanisms of natural lakes, unlike traditional swimming pools, it does not use chlorine or other chemical agents for water purification, but uses a biological system based on aquatic plants and microorganisms. Aqua Bio Retreat
Book your vacation for the period from 08 January 2026 to 31 December 2026 and save 5% (minimum 14 nights).
Book your vacation for the period from 08 January 2026 to 31 December 2026 and save 10% (minimum 21 nights).
Property Summary
Nestled among the rolling fields of the Umbrian countryside, "Le Nuvole" is a cosy and characterful detached country house offering an authentic rustic retreat in the heart of Italy. Situated just 5 km from the charming lakeside town of Castiglione Del Lago, this holiday rental enjoys a wonderfully sunny position that invites relaxation and a true sense of escape from the everyday. The property is enveloped by a fully fenced private garden of 500 m2, providing both privacy and a safe, tranquil outdoor environment for all guests. A generously sized private swimming pool measuring 10 x 5 m with a depth of 140 cm is available seasonally from 15 May to 15 October, offering a refreshing centrepiece to the outdoor living experience. Parking is conveniently available directly at the house, accessible via a 500 m unmade road, and Wi-Fi internet connectivity ensures that guests remain comfortably connected throughout their stay.
Outdoors
The outdoor spaces at "Le Nuvole" are thoughtfully arranged to encourage al fresco living in a peaceful countryside setting. The fully fenced private garden of 500 m2 provides ample space for leisure and relaxation, offering a secure and verdant environment surrounded by open fields. The fenced swimming pool, measuring 10 x 5 m with a depth of 140 cm, is available from 15 May to 15 October and is maintained by the owner's gardener, ensuring it remains in excellent condition throughout the season. An outdoor shower is conveniently located nearby for use after a swim. Garden furniture is provided to allow guests to unwind in comfort, while a barbecue invites long, leisurely outdoor dining beneath the open Umbrian sky.
Other Information
Guests are advised that a car is recommended to make the most of the property and its surrounding area, given its countryside location. Motor access to the house is available via a 500 m unmade road. Pool maintenance is carried out directly by the owner or gardener, ensuring the facility is consistently well kept during the seasonal availability period running from 15 May to 15 October.
Distances and Attractions
"Le Nuvole" benefits from a convenient position within easy reach of a wide range of services and points of interest. A supermarket is located 5 km away, a restaurant can be reached within 3 km, and a bar is situated 4 km from the property. The railway station "Castiglion Del Lago" is 5 km away, making regional travel straightforward. The bathing lake "Trasimeno" is just 5 km from the house, offering a wonderful natural destination for swimming and lakeside walks. The thermal baths of "Chianciano" are located 27 km away, and a 9-hole golf course can be found 10 km from the property. Among the many cultural and scenic attractions within driving distance, guests can explore Cetona at 15 km, Città della Pieve at 20 km, Passignano sul Trasimeno at 26 km, Cortona at 37 km, and both Perugia and Pienza at 45 km, making "Le Nuvole" an ideal base for discovering the rich heritage and natural beauty of central Italy. Le Nuvole
Property Summary
Nestled in the charming hamlet of Poggio Del Papa, the detached single-family house "Olimpia" offers a truly inviting holiday rental experience in the heart of Italy. Positioned on top of a sun-drenched hill, just 12 km from the centre of Castiglione Del Lago and outside the resort of Vaiano, this cosy and comfortable property combines peaceful rural surroundings with a generous range of amenities. The house is set within a private fenced yard of 800 m2, providing ample space for relaxation and outdoor enjoyment in complete privacy. A private angular swimming pool measuring 12 x 5 m, with a depth ranging from 100 to 150 cm and available seasonally from 15 May to 30 September, serves as the centrepiece of the outdoor area. Guests benefit from complimentary Internet WiFi throughout the property, ensuring connectivity during their stay, while convenient private parking is available directly at the house.
Outdoors
The outdoor spaces of "Olimpia" are thoughtfully appointed to make the most of the property's elevated, sunny position. The expansive private garden of 800 m2 is fully fenced, offering a secure and tranquil environment for all guests. The angular swimming pool, measuring 12 x 5 m with a depth of 100 to 150 cm, is available from 15 May to 30 September and provides a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby for use after swimming. Guests can also enjoy a hot tub, ideal for unwinding while taking in the surrounding hillside views. A roofed patio provides a shaded area perfect for outdoor dining or relaxing during the day, and the garden is furnished with comfortable garden furniture to encourage al fresco living. A barbecue is also available, making outdoor meals a pleasure throughout the stay.
Other Information
The property "Olimpia" is a detached single-family house situated outside the resort of Vaiano in the hamlet of Poggio Del Papa. As the house is located in a rural hillside setting, the use of a car is strongly recommended to explore the surrounding area and access local services comfortably. The owner does not accept bookings from youth groups under any circumstances. Guests are kindly asked to respect this house rule when making an enquiry or reservation.
Distances and Attractions
"Olimpia" enjoys a privileged position that places a wealth of natural and cultural attractions within easy reach. The bathing lake "Trasimeno" is located just 12 km from the property, offering a beautiful natural setting for swimming and leisure, while the sandy beach "La Merangola" can be reached within 14 km. The renowned thermal baths "Chianciano" are situated 20 km away, providing a wonderful wellness experience for those seeking relaxation. A bus stop is conveniently located just 500 m from the house. Among the nearby towns and villages, Chiusi is only 9 km away, followed by the picturesque Panicale at 11 km, Città della Pieve at 17 km, and the charming hilltop town of Cetona at 18 km. The historic town of Cortona can be reached within 30 km, while the regional capital Perugia is approximately 45 km from the property, offering a rich array of museums, galleries, and cultural landmarks. Olimpia
Property Summary
Villastrada, a detached country house surrounded by fields, offers a vacation rental experience amidst the tranquil countryside of Cantagallina, 15 km from the center of Castiglione Del Lago, Italy. Boasting a private garden of 1,000 square meters, a seasonal swimming pool (13x5 meters, with depths ranging from 90 to 200 cm), and amenities like an outdoor shower, patio, pergola, garden furniture, and a barbecue area, this property caters to your desire for a comfortable and relaxing getaway. Inside, you'll find a fitness room and heating available from October 15 to April 15.
Outdoors
Embrace the beauty of nature as you explore the spacious fenced garden spanning 1,000 square meters. Cool off in the inviting swimming pool, available seasonally from June 1 to September 30, and unwind in the serene outdoor spaces, complete with a patio, pergola, and garden furniture. Enjoy al fresco dining with the provided barbecue facilities, or let the little ones burn off energy at the shared children's playground.
Other Information
Convenience is at your fingertips with nearby amenities, including shops, grocery stores, supermarkets, restaurants, and a bus stop within a 4 km radius. Indulge in the therapeutic waters of the famous Chianciano thermal baths, just 21 km away, or take a refreshing dip in the picturesque Trasimeno bathing lake, situated 15 km from the property. For those with equestrian interests, a riding stable is conveniently located 10 km away. Please note that a car is recommended for optimal accessibility to the property, as the final 1.5 km stretch is via an unmade road.
Distances and Attractions
While staying at Villastrada, you'll be within close proximity to several captivating attractions. Explore the charming town of Chiusi, just 8 km away, or venture to the nearby hilltop towns of Cetona (16 km), Sarteano (18 km), and Città della Pieve (20 km). The renowned wine regions of Montepulciano and Pienza, renowned for their scenic landscapes and exceptional wineries, are also within driving distance at 30 km and 43 km, respectively. Villastrada
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units (one is occupied by the owners) and offers a well-groomed garden, a private furnished area for all of the 3 apartments and a nice pool.
This property is in easy access to charming little villages and small towns such as Pienza, San Quirico d’Orcia and Bagni Vignone (with nice spas). A secondary road passes nearby the property.
Distances: Pienza with general stores 5 km away, Bagni Vignone (spa) 5 km, Montepulciano 20 km, Montalcino (renowned for the production of Brunello wine) 25 km away, Chiusi (railway station with trains for Florence and Rome) 35 km, Siena 50 km away, Florence (airport) 120 km away, Rome 200 km away.
At guests’ disposal: private furnished outdoor area for all of the 3 apartments, garden with shared swimming-pool (12 x 6 m – depth 1,4 m – open from 01/05 to 30/09), barbecue. Shared laundry.
Extra Services: Baby bed available upon request € 26,- / per week (to be paid on the spot). Maid service by arrangement (€ 10,- / per hour payable locally).
Please carefully check if there are any extra costs to be paid on site! Pienza
Last-Minute Offer for Pienza a
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.
Other apartments with last-minute offers:
Pienza B
Pienza C
| Accommodation | |||||
|---|---|---|---|---|---|
| Arco Grande | 4 | 2 | 1 | ||
| Arco Piccolo | 4 | 2 | 1 | ||
| Colombaia | 4 | 1 | 1 | ||
| Girasole | 6 | 2 | 1 | ||
| Nido | 4 | 2 | 1 | ||
| Querciolo | 4 | 2 | 1 | ||
| All 6 Accommodations | 26 | 11 | 6 |
Property Oasi Della Pergola is a lovely stone building that includes air conditioning, pool and WiFi internet. The residence has been designed with a total of six private apartments. The property can accommodate up to 26 guests comfortably. Oasi Della Pergola is located 8 km (5 mi) from Castiglione Del Lago, Italy and only 27 km (17 mi) from Cortona in the tourist area "Trasimeno Lake".
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a splendid holiday in Umbria. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. This property is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
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 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 40 km (25 mi), Assisi 61 km (38 mi) and Montalcino 66 km (41 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 178 km (110 mi), Venice 386 km (240 mi) and Milan 432 km (268 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 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) 148 km (92 mi), Roma Ciampino (cia) 187 km (116 mi), Roma Fiumicino (fco) 199 km (124 mi), Pisa (psa) 211 km (131 mi) and Bologna (blq) 235 km (146 mi).
Oasi Della Pergola
You will find Podere San Bono in a panoramic position overlooking fine vineyards, olive groves and woods, just a few km from Torrita di Siena and Montepulciano, in the Valdorcia. Both towns are for sure destinations of artistic, historical, architectural and gastronomic interest. If you love good wine, or wish to discover it, you certainly cannot miss the appointment with the Nobile di Montepulciano. There are tastings at good prices in the town's countless ancient cellars, often carved into the rock, and absolutely worth visiting.
The villa has a large enclosed and well-equipped garden area. The gazebo with curtains to ensure shade and coolness, the garden furniture, the barbecue and the wood-burning oven will sound like an invitation to spend quality time with your family. During dinners and barbecues, obviously accompanied by a bottle of Nobile di Montepulciano wine.
The garden and the private swimming pool, also fenced (size 6x12 m, depth 1.20-1.80 m - open from 01st May to 30th September), will be the place for endless games with your children and also with your pets, small size dogs are welcome.
Podere San Bono has a rustic charm, there is something special about this lovely villa, a warm atmosphere which will remain in your heart. Even the equipment and interior finishes are of a good standard to guarantee a totally relaxing holiday. The owner wishes to keep this place unspoilt and far from the frenetic pace of modern life, which is why, for instance, the house does not have an internet access. In Podere San Bono you could rediscover human relationships as well as benefit from digital detox. Podere San Bono
A beautiful villa born from the skilful and refined renovation of an old manor house built at the end of the 19th century and situated in a panoramic position on a hilltop overlooking Lake Chiusi. Villa Poggio Falcone is located on the edge of interesting tourist itineraries dedicated to the discovery of the Etruscans and nature. The town of Chiusi is only 7 km away, while Castiglione del Lago and Lake Trasimeno are 13 km away.
A few tens of metres from the villa is the 'Sentiero della Bonifica' (Land Reclamation Path), an interesting pedestrian-cycling route that connects Arezzo to Chiusi along the Canale Maestro della Chiana. The route is quite flat and therefore suitable for walks and cycling for the whole family. For nature lovers and birdwatchers, on the other hand, there is the Montepulciano Oasis just 10 minutes away.
It won't be difficult to make families with children or groups of friends happy in such a beautiful location, combining interesting day trips with relaxing days around the large private swimming pool (size m. 6x12, depth m. 1.00-1.60 - open from 01st May to 30th September) with solarium equipped with sun beds, tables, chairs and umbrellas. Also next to the swimming pool there are Jacuzzi and Sauna (available during the whole year included in the rental price).
Villa Poggio Falcone is immersed in a vast, completely fenced, park of centuries-old trees, where your dogs can run freely. At the bottom of the valley is the railway line that connects Chiusi with central Italy. The well-kept furnishings, good interior finishes, air conditioning and a well-equipped kitchen guarantee a pleasant and relaxing holiday. Nicola the owner will give you a warm welcome and will delight you with breakfasts, lunches or dinners, which you can enjoy directly at home or in the “ristoro” situated at the edge of the garden. Poggio Falcone