Results 281 - 300 of 455
Villa Del Sole is a lovely stone building (280 sq m) with WiFi internet and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with five bathrooms. Conveniently located 1 km (4276 ft) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (2 mi) from Cortona.
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
What to Expect
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 and the mountains perfect for a peaceful vacation in Tuscany. After a hectic 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. 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 ten people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 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) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 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 arrange 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.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Villa Del Sole
Up to 10 guests, 5 beds / 5 baths: this old tuscan farmhouse is located in the heart of the Arno Valley, between Firenze/Florence, Arezzo, Chianti and Siena.
Very centrally located to explore the region, what make this area unique is its authenticity and opportunity to discover Tuscany off the beaten path, thank to our connections: ASK for our concierge service or service list!
Remote but yet very close to nearby towns (about 6 km away from shops, supermarket, train station and highway). You will get to the property by a short private dirt road, driving through vineyards and beautiful mountain and hills views.
Fully immersed in nature and countryside, this is THE getaway to rejoice with nature, silence and breathe Tuscany in every way. The villa is very big, with very spacious rooms and surrounded by greenery and birds singing.
The indoor is typical tuscan, with every comfort such as wifi, wood oven, television with streaming mode and a private Home Cinema!
Wide property with fields and woods for you to take lovely walks around the property, do your yoga sessions or to simply sit under the shade of the pergola. The villa is open also for private events, small weddings, ceremonies or any project we could help realize!
The private pool is 12*5 mt, open from May 1st until Sept 30, with decks, chairs and lots of reading corners!
PETS LIVE ON PROPERTY, housekeeper lives nearby. Villa Marina
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Conveniently located 2 km (1 mi) from Montegonzi, Italy in the tourist area "Chianti" and only 40 km (25 mi) from Greve In Chianti. Mulino a Montegonzi Di Rimaggio is a nice property (100 sq m) with WiFi internet. The property can sleep up to four guests comfortably in two bedrooms with two bathrooms.
What to Expect
After arriving at Mulino a Montegonzi Di Rimaggio you’ll find a nice clean well-maintained property perfect for a peaceful holiday in Tuscany. After a hectic 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. Also available outside are a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes plenty of tableware and cutlery for up to four 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: Greve In Chianti 40 km (25 mi), Siena 44 km (27 mi), Arezzo 46 km (29 mi), Florence 58 km (36 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 162 km (101 mi), Rome 244 km (152 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Mulino a Montegonzi Di Rimaggio. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 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) 76 km (47 mi), Pisa (psa) 136 km (84 mi), Bologna (blq) 156 km (97 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
A car is essential as we are in a rural area.
Mulino Di Rimaggio
Podere il Doccio is an old farmhouse situated on the bank of a stream, from which it takes its name.
Il Doccio is a little hidden paradise, a real country oasis that makes it a private place, ideal for rest and recharge.
The entire property consists of the Podere of about 8 hectares of fields and oak woods. The access road to the property continues beyond the small bridge to the end of its run to the houses of the ancient Mulino del Doccio.
Il Doccio only 6km from Terranuova Bracciolini or Loro Ciuffenna where you can find anything you need. The valley is neighbour to Firenze/Florence (N), Arezzo (S), the Chianti area (W) and the Pratomagno mountain chain (E).
The area it's rich of natural attractions, history and art due to its strategic position within the region of Tuscany and it offers the traveler the unique chance to dive into the local life and culture, being a real and authentic off the beaten path.
We will be glad to welcome you and share with you our local knowledge to make your holiday one to remember! Podere Il Doccio
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Villa Nibbiano is a lovely holiday home (250 sq m) with private pool and WiFi internet. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Cortona.
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
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 city and the hills 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 hectic day of sightseeing. For your pleasure, on the grounds there is a patio, 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 six people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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 vacation 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 - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. 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 sumptuous 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. Ask for more details and the additional costs.
Villa Ludovica
Conveniently located 3 km (2 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Cortona. Vacation rental Villa Ardene is a nice stone building that includes air conditioning, private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with seven bathrooms.
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.
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 ideal for a peaceful 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. 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 14 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 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 holiday 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).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets vital to prepare mouth-watering 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours 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 - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire 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.
Conveniently located 2 km (1 mi) from Paterna, Italy in the tourist area "Arno Valley" and only 29 km (18 mi) from Arezzo. Villa Sette Ponti Levante is a beautiful stone building (300 sq m) with WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms.
Your Experience
Upon arrival you will be welcomed 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. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Greve In Chianti 42 km (26 mi), Siena 62 km (38 mi), Florence 69 km (43 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 69 km (43 mi), Viareggio 155 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 250 km (155 mi), Milan 355 km (221 mi) and Naples 441 km (274 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Sette Ponti Levante. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 74 km (46 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 272 km (169 mi).
Up to 3 dogs are accepted. Podere Le Coste
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Greve In Chianti. Villa Claudia is a beautiful stone building (260 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful 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 sightseeing. 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 ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
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 pleasant way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required 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 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 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 ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
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).
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice holiday home (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful 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 sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Eleonora. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills 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. Also available outside are a patio and barbecue grill. 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 seven people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
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
Property Summary
Il Fienile del Casolare is a charming country house in the Tuscan countryside, renovated in 2020. You can take advantage of the property's shared swimming pool, yard, internet WiFi, and on-site parking. Enjoy the tranquil surroundings while having modern amenities at your disposal during your holiday rental stay.
Outdoors
The property boasts a stunning 12 x 6m swimming pool with depths ranging from 140-250cm, available seasonally from May 1st to October 1st. Al fresco dining is a delight with the outdoor shower, garden furniture, and barbecue facilities. The house sits on a 1 hectare fenced garden, providing ample space for relaxation.
Other Information
Guests can enjoy heating from November 1st to April 7th, with additional charges paid on-site. Convenient amenities include internet and WiFi access, as well as parking on the premises. A restaurant is conveniently located just 100m away, offering dining options within a short walking distance.
Distances and Attractions
Il Fienile del Casolare is ideally situated in the district of Penna, just 7.5 km from both Terranuova Bracciolini and Loro Ciuffenna. It's also a mere 59 km from the center of Florence, making it an excellent base for exploring the region. Nearby attractions include Castelfranco di sopra (10km), the outlet The Mall (23km), and charming Chianti towns like Gaiole (26km), Radda (32km), and Castellina (43km). Il Fienile del Casolare
Property Summary
Nestled in the picturesque Tuscan countryside of Terranuova Bracciolini, Italy, Country house "Melograno" is a charming holiday rental that offers guests a truly authentic and tranquil retreat. Set within 10,000 square meters of fully fenced land, this beautiful country property invites you to unwind in a serene natural setting that includes a delightful orchard waiting to be explored. The estate is thoughtfully equipped with all the comforts needed for a memorable stay, including high-speed internet WiFi to keep you connected throughout your visit. A private swimming pool measuring 10 x 5 meters takes center stage among the outdoor amenities, offering a refreshing escape during the warm months. Convenient on-site parking is available for your vehicle, and the expansive yard surrounding the property provides ample space to breathe, relax, and immerse yourself in the beauty of the Tuscan landscape.
Outdoors
The outdoor spaces at Country house "Melograno" are thoughtfully designed to complement the natural beauty of the surrounding Tuscan countryside. The private swimming pool, measuring 10 x 5 meters, is available for your enjoyment from May 1st to September 30th, offering a refreshing retreat during the warmer months of the year. An outdoor shower is conveniently located in the pool area, allowing you to rinse off after a leisurely swim. The extensive grounds, spanning 10,000 square meters of fenced land, provide a generous and secure outdoor environment where you can stroll freely, explore the on-site orchard, and enjoy the peaceful rural atmosphere that defines this exceptional property.
Other Information
Country house "Melograno" is designed to ensure a comfortable and independent stay for all guests. Internet WiFi is available throughout the property, keeping you connected whenever needed. It is worth noting that the owner resides on the same property, though the layout and setup of the estate are arranged so that you can fully enjoy your privacy and independence during your stay.
Distances and Attractions
Country house "Melograno" benefits from an enviable location that places you within easy reach of both local conveniences and renowned Tuscan destinations. The town center of Terranuova Bracciolini is just 800 meters away, where you will find a local shop at the same distance and a supermarket located only 600 meters from the property, making everyday errands effortlessly convenient. For those wishing to explore the wider region, the city of Arezzo is approximately 40 kilometers away, while the magnificent city of Florence can be reached in around 52 kilometers, offering world-class art, culture, and gastronomy. The Montevarchi railway station, situated just 7 kilometers from the property, provides excellent transport connections for day trips and onward travel throughout Tuscany and beyond. Melograno
Villa Pianoia is located 8 km (5 mi) from Montepulciano, Italy and only 36 km (22 mi) from Montalcino in the tourist area "Orcia Valley". Vacation rental Villa Pianoia is a nice property (450 sq m) that includes WiFi internet, air conditioning and hot tub. The property can accommodate up to 16 guests comfortably in seven bedrooms with nine bathrooms.
It is a luxury historic villa that has recently been renovated.
In case of reduced occupancy of 12 guests or fewer, some rooms will remain closed.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Outdoors you will also find a patio, hot tub and barbecue grill. Sharing a meal 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 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 36 km (22 mi), Cortona 39 km (24 mi), Arezzo 58 km (36 mi), Siena 73 km (46 mi) and Perugia 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 189 km (117 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (84 mi), Roma Ciampino (cia) 190 km (118 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 200 km (124 mi) and Bologna (blq) 222 km (138 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Pianoia
Book 60 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 4 nights minimum and can not be combined with any other special offers.
Property Summary
Villa il Guscio is an idyllic Tuscan retreat surrounded by stunning landscapes and tranquility. The vacation rental boasts a private fenced garden spanning 1,000 square meters, complete with a seasonal outdoor swimming pool (12x6 meters, depth 140-250 cm) available from May 3rd to September 27th. Enjoy alfresco dining with a barbecue area and outdoor shower. Indoors, you'll find amenities like a fitness room, billiard table, and table football. Parking is available on the premises, and the property offers Internet WiFi access.
Outdoors
The villa's beautiful outdoor spaces beckon adventure and relaxation. Immerse yourself in the Tuscan countryside with hiking trails on the slopes of Pratomagno, offering breathtaking nature walks and spectacular views. Just an example, the sandy beaches of Versilia and Maremma are 150 kilometers away, perfect for a scenic coastal excursion.
Other Information
For added convenience, a cook is available upon request (extra charge). Heating is available from November 1st to April 7th, with costs to be paid on-site. The property is serviced by a gardener responsible for pool maintenance. Nearby, you'll find a grocery store within 900 meters, a supermarket 6 kilometers away, and a restaurant just 300 meters from the villa.
Distances and Attractions
Villa il Guscio is perfectly situated for exploring some of Italy's most beautiful art cities. Within an hour's drive, you can visit Florence (59 km), Siena (63 km), Arezzo (44 km), and Cortona, as well as the charming valleys of Casentino and Val d'Orcia. Nearby attractions include Loro Ciuffenna (3 km), Castelfranco di Sopra (12 km), Gaiole in Chianti (30 km), Greve in Chianti (36 km), Monte San Savino (50 km), and the thermal baths of Rapolano Terme (47 km). The villa is located 7.5 kilometers from the center of Terranuova Bracciolini, Italy. Villa Il Guscio
Property Summary
Casa Campau is a charming two-storey semi-detached house located in the heart of Montepulciano, a beautiful town in Tuscany, Italy. The house boasts an excellent location right in the center of the city, yet remains quiet and situated in a traffic-calmed pedestrian area. It is equipped with all the necessary amenities, including Internet WiFi, to ensure a comfortable vacation rental stay. The house offers baby equipment, making it an ideal choice for families.
Outdoors
The house is easily accessible but situated up a steep footpath, 300 meters from the nearest public car park. There is an additional public parking area available 200 meters away. The pedestrian zone is just 20 meters away, and the center of Montepulciano can be reached in just one minute on foot.
Other Information
Visitors should note that the house is located in a zone with limited traffic, so cab drivers will not be able to stop directly in front of the house. However, this should not be a problem as the house is conveniently located close to all the local amenities, including shops, restaurants, bars, cafes, and bakeries within easy walking distance.
Distances and Attractions
Casa Campau is ideally situated for exploring the local area. The bus stop is 300 meters away, and the nearest railway station, Montepulciano Scalo, is 9 km away. Nearby attractions include Pienza and Cortona (23 km), Siena (60 km), Orvieto (67 km), Montalcino (45 km), and a 9-hole golf course (20 km). Casa Campau
Property Summary
Le rondini is a modern and comfortable 2-family house in Montepulciano, Italy. It features two apartments, and the property offers amenities such as Internet Wifi and Parking. Enjoy the convenience of being located in the residential district of Cervognano, just 5.2 km from the center of Montepulciano and 16 m from the center of Chiusi.
Outdoors
Unwind in the shared, fenced property that includes a terraced garden and roofed parking at the house. Embrace the elevated position and residential setting, while still being in close proximity to nearby amenities and attractions.
Other Information
To ensure a comfortable stay, the property is equipped with baby equipment included. Please note that the owner lives in the same residence and has a dog. While car access is recommended, the location offers convenience with a shop, grocery, supermarket, and restaurant within a 5 km radius. Additionally, there is a bus stop "Acquaviva" 2.6 km away, a railway station "Montepulciano Scalo" 5.2 km away, and an indoor swimming pool and thermal baths "Chianciano Terme" within a reasonable distance.
Distances and Attractions
Explore the nearby attractions, including the charming towns of Montepulciano (5 km), Pienza (20 km), Cortona (26 km), Montalcino (41 km), and the historic city of Siena (70 km). For a peaceful escape, consider visiting the well-known lakes of Montepulciano (9 km) and Trasimeno (20 km), perfect for a holiday rental or vacation rental getaway. "Just an example." Le Rondini