Pienza Vacation Villa Rentals
Results 41 - 60 of 379
Villa Scianellone
Unique independent villa rental with WIFI, private pool and TV, close to Montepulciano
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Description
Villa Scianellone is an ancient stone and brick villa in a privileged, hilly and panoramic position. You will be able to fully experience a building whose origins date back to the 14th century and which preserves intact its original structure with its terracotta floors and brick arches, a plunge into the past, into the ancient Tuscan peasant traditions.
The villa is set in an enchanted place, shrouded in peace and tranquillity, where you can relax and enjoy the harmony and serenity of the Tuscan landscape.
You will find Villa Scianellone 1.5 km from the town of Torrita di Siena, a characteristic and turreted medieval village. In the village you will find shops, restaurants and services of all kinds. If you like walking, the village can also be reached on foot, and we certainly recommend spending an evening there, for dinner out or for an aperitif in one of its ancient and particular piazzas.
In a few minutes by car you can reach the beautiful villages of Montefollonico (10 km) and Montepulciano (12 km), which are well worth a visit and a stop, where you can taste the typical dishes and above all the prestigious and renowned wines of the area such as the 'Nobile di Montepulciano'.
Villa Scianellone is surrounded by lush, silvery olive groves, vineyards and meadows that are part of the property. All around the villa you will find a large and well-kept garden (about 5,000 m2), where you will find a cool pine forest equipped with games for your children and the beautiful swimming pool (size 5x10 m - depth 1.20 - 1.80 m - open from 01st May to 30th September).
In the pool's solarium your lazy days will flow by in the warm summer air. For your open-air dinners and grill parties there is a comfortable wooden porch, table, benches and barbecue. Even your small four-legged friends will be welcome at Villa Scianellone. Villa Scianellone
Villa Rocchi
Private Vacation home with hot tub, WIFI, private pool, A/C, TV, patio, near Montepulciano
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- 12
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Description
Conveniently located 3 km (2 mi) from Torrita Di Siena, Italy in the tourist area "Orcia Valley" and only 11 km (7 mi) from Montepulciano. Property Villa Rocchi is a beautiful property (1300 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 24 guests comfortably in 12 bedrooms with 14 bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
Your Experience
After arriving you 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 peaceful vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 24 people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 11 km (7 mi), Cortona 34 km (21 mi), Montalcino 39 km (24 mi), Arezzo 43 km (27 mi) and Siena 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 196 km (122 mi), Venice 357 km (222 mi) and Milan 400 km (249 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 121 km (75 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 205 km (127 mi) and Roma Fiumicino (fco) 218 km (135 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 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 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 suggestions for the various courses and the wine. Ask for more details and the additional costs.
Meals - If you'd like to have meals provided during your stay, half-board is available. If you prefer only breakfast be provided, that can be arranged as well. Inquire about the supplemental costs.
Tours - The owner can schedule custom tours for your group. To learn 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.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Villa Rocchi
Cignella Resort
Beautiful flat with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view, near Montepulciano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Aquila | 6 | 3 | 3 | ||
| Villa Falco | 4 | 2 | 2 | ||
| Appartamento Cipresso | 4 | 2 | 2 | ||
| Appartamento Olivo | 6 | 3 | 3 | ||
| Appartamento Pino | 4 | 2 | 2 | ||
| Appartamento Quercia | 4 | 2 | 2 | ||
| Chalet Cigno | 3 | 2 | 1 | ||
| Villino Basilico | 4 | 2 | 2 | ||
| Villino Rosmarino | 4 | 2 | 2 | ||
| Chalet Superior Azzurro | 4 | 2 | 2 | ||
| Villa Limone | 6 | 3 | 3 | ||
| Villa Salvia | 6 | 3 | 3 | ||
| Villa Cielo | 6 | 3 | 3 | ||
| Pesca | 6 | 3 | 3 | ||
| All 14 Accommodations | 67 | 34 | 33 |
Description
Conveniently located 10 km (6 mi) from Torrita Di Siena, Italy in the tourist area "Orcia Valley" and only 16 km (10 mi) from Montepulciano. Holiday rental Cignella Resort is a beautiful stone building that includes shared pool, WiFi internet and air conditioning. The country resort has a total of 14 independent apartments. The property can accommodate up to 67 people comfortably in 34 bedrooms with 33 bathrooms.
The Experience
After arriving 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 lake ideal for a relaxing 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 relax at the end the day. This holiday home is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
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 16 km (10 mi), Montalcino 34 km (21 mi), Cortona 42 km (26 mi), Arezzo 54 km (33 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 213 km (132 mi), Forte Dei Marmi 220 km (137 mi), Rome 208 km (129 mi), Venice 366 km (227 mi) and Milan 415 km (258 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cignella Resort. If you have a large dog or multiple pets, please ask for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 4 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) 132 km (82 mi), Pisa (psa) 194 km (120 mi), Roma Ciampino (cia) 217 km (135 mi), Bologna (blq) 218 km (136 mi) and Roma Fiumicino (fco) 230 km (143 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. 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 suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Cignella Resort
A Casa di Gabri
Pretty independent holiday villa with WIFI, A/C, TV, patio, pets allowed and panoramic view
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Someone just enquired about this property!
Description
Property Summary
The single-family house "A casa di Gabri" is a cozy vacation rental situated at an elevation of 567 meters above sea level in Montefollonico, 10 km from Torrita Di Siena, Italy. Surrounded by a fenced 500 m2 wildlife garden and trees, the detached two-story property boasts a terraced garden, terrace, and garden furniture, perfect for enjoying the secluded, sunny location. Amenities include a yard, internet WiFi, and parking.
Outdoors
Embrace the great outdoors with the terraced garden, fenced wildlife garden, and trees surrounding the property. Relax on the terrace, furnished with garden furniture, or fire up the barbecue for an alfresco dining experience. The house is conveniently situated 500 meters from the edge of the forest, inviting you to explore the nearby walking paths.
Other Information
Convenience is at your doorstep with a shop and grocery store just 200 meters away and a supermarket within 10 km. Indulge in local flavors at the restaurant located 200 meters from the property or unwind at the bar just 100 meters away. Public transportation is readily accessible, with a bus stop "Montefollonico" 100 meters away and the railway station "Torrita di Siena" situated 10 km from the house.
Distances and Attractions
Immerse yourself in the region's rich history and natural beauty with nearby attractions such as Montepulciano (10 km), Pienza (11 km), Cortona (33 km), Montalcino (33 km), and the renowned city of Siena (60 km). Explore the well-known lakes, including Trasimeno (40 km) and Chiusi (27 km), or indulge in recreational activities like golf (18 km, 9-hole course), tennis (10 km), and swimming at the sandy beach "Marina di Grosseto" (90 km), outdoor pool (10 km), indoor pool (10 km), thermal baths "Chianciano Terme" (20 km), or bathing lake "Trasimeno" (40 km). A Casa di Gabri
Villa della Regina
Private Accommodation with private pool, WIFI, hot tub, A/C, TV, patio, close to Montepulciano
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Description
Conveniently located 1 km (3273 ft) from Fonte Della Regina, Italy in the tourist area "Orcia Valley" and only 17 km (10 mi) from Montepulciano. Villa Della Regina is a beautiful holiday home (600 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a barbecue grill and patio.
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: Montepulciano 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).
Additional Information
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Conti Galgani
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Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
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Description
Casa Dell'ambasciatore is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Casa Dell'ambasciatore is a beautiful stone building (97 sq m) with WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.
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
After arriving at Casa Dell'ambasciatore you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Dell'ambasciatore
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
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Description
Casa Di Lilli is a nice stone building (52 sq m) with WiFi internet. The property can accommodate up to two people 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
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
Visit the Area
Most people enjoy visiting nearby cities and towns while on 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).
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 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).
La Casetta nel Bosco
Superb private accommodation with A/C, WIFI, private pool and TV, near Montepulciano
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Description
The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!
For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco
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Description
Lavacchio 10 is a nice stone building (360 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with four bathrooms. Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
The Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 69 km (43 mi), Cortona 79 km (49 mi), Arezzo 82 km (51 mi) and San Gimignano 109 km (67 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 428 km (266 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 149 km (93 mi), Pisa (psa) 191 km (119 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
More Services
Maid Service - If you'd like maid service during your visit that can be organized by the owner. Inquire for more details about the supplemental cost.
Maid service is included 15 hours per week. Lavacchio 10
Lavacchio 12
Wonderful independent holiday villa with A/C, WIFI, private pool, TV and panoramic view
- 12
- 6
- 5
Description
Lavacchio 12 is a nice stone building (360 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. Lavacchio 12 is located 12 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist area "Grosseto - Maremma". If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
Your Experience
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 mi).
Additional Information
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
More Services
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the extra cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
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- 3
- 2
Description
Casa Di Giulio is a beautiful stone building (100 sq m) with WiFi internet. The property can accommodate up to five people comfortably in three bedrooms with two bathrooms. Casa Di Giulio is located in Vivo D'orcia, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley".
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
After arriving at Casa Di Giulio you’ll find a nice 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Montepulciano 38 km (24 mi), Siena 76 km (47 mi), Cortona 90 km (56 mi) and Perugia 96 km (60 mi).
Some other major tourist destinations you should consider visiting are: Florence 172 km (107 mi), Viareggio 239 km (148 mi), Forte Dei Marmi 250 km (156 mi), Rome 205 km (128 mi), Venice 415 km (258 mi) and Milan 457 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 179 km (111 mi), Roma Ciampino (cia) 215 km (133 mi), Pisa (psa) 215 km (134 mi), Roma Fiumicino (fco) 227 km (141 mi) and Bologna (blq) 264 km (164 mi).
Casa Di Giulio
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 10% (minimum 4 nights).
Book your vacation for the period from 22 August 2026 to 31 October 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 27 June 2026 and save 15% (minimum 7 nights).
Villa Piazza della Fortezza
Superb independent holiday home with A/C, hot tub, WIFI, TV, patio and panoramic view
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Description
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley.
The property is located just a few steps away from the traditional shops of the village, known all over the world for its excellent “Brunello" wine.
The owner of this villa for rent in Montalcino runs a nearby wine-bar (breakfast, lunch or dinner or wine tastings at discounted rates). The lovers of the fantastic Tuscan wines will also have the chance to book private wine tasting lessons (with local sommeliers) within the next door fortress (the fortress houses the largest selection of Brunello di Montalcino of the whole region).
This villa has been carefully restored and furnished, perfectly mixing traditional details with modern elements of contemporary art. Additionally the villa, despite being located within a village, is provided with a private parking, a garden, a private outdoor Jacuzzi and a large furnished terrace ideal for al-fresco dining while enjoying the panoramic views.
The property is equipped with wi-fi internet connection (free of charge) and with electrical bicycles perfect for exploring the surrounding areas.
Villa Piazza della Fortezza is provided with a pleasant, private outdoor Jacuzzi (4 persons; 2,1 x 2,1 meters), ideal for a refreshing dip during the summer months.
Distances: the square and historical center of Montalcino (shops of any kind) are a few steps away, Abbazia di Sant'Antimo 10 km away, Bagno Vignoni 18 km away, Pienza 23 km away, Montepulciano 39 km away, Siena 45 km away, Orvieto 100 km away, Florence 110 km away, Rome 200 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Piazza Della Fortezza
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Casa di Pietro in Vivo D'Orcia, Pool
Pretty vacation rental with WIFI, pool, TV and panoramic view
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Description
Vacation rental Casa Di Pietro In Vivo D'orcia, Pool is a beautiful stone building (80 sq m) that includes 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.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your enjoyment you will find a 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 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four 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: 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).
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Description
Podere Capanne is a portion of an old farmhouse set in the hills overlooking the charming medieval village of Rigomagno and much of the wide Chiana Valley. You will find the house in a landscape covered mostly by olive trees, interrupted here and there by small vineyards and lush oak woods. Ancient farmhouses, always in privileged positions, emerge from the vegetation, completing a natural landscape of rare beauty. A delight for your eyes, an enchanting place for your holidays.
You will find the house on the edge of a large olive grove of about 3 hectares, tended like a meadow that, from the top of the hill, with a harmonious succession of natural terraces, slowly slopes down towards a wooded gully.
A few steps from the house and immersed among the olive trees is the completely fenced swimming pool for your exclusive use (size 5x10 m - depth 1.10-1.50 m - open from 01st May to 30th September), a green oasis for your summer days. In front of the house you will have a large fenced-in courtyard equipped with a table and chairs on the nice porch, where you can enjoy grills and good local wine. Deck chairs, sun loungers, table tennis table, barbecue, 2 bicycles and shaded parking space are also available. Your pets are welcome at Podere Capanne.
Podere Capanne is an old residence that has retained the characteristics and atmosphere of times gone by. It is well furnished and equipped, and we are confident that you will spend a comfortable holiday in a warm and welcoming environment. You will also have the opportunity to taste and buy excellent extra virgin olive oil produced by the owners, who still follow ancient traditions in the production of the famous local oil.
The house is located just a few kilometres from Siena and Arezzo, and we certainly recommend a visit to both. The former, admired all over the world, will welcome you with its ancient cobbled streets and the majesty of Piazza del Campo, while Arezzo, on the other hand, more reserved and less well-known, will surprise you with a delightful and rich historic centre, typical cafés and excellent trattorias. Podere Capanne
Lavacchio 16
Fabulous independent vacation rental with private pool, A/C, WIFI, TV and panoramic view
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In high demand!
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
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Someone else is looking at this property right now!
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 14
Vineyard'S Cottage with Pool, Ac, Wifi - Siena
Pretty private villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Montepulciano
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Description
Holiday rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a lovely stone building (100 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to four guests comfortably. Vineyard’s Cottage With Pool, Ac, Wifi - Siena is located 7 km (4 mi) from Sinalunga, Italy and only 22 km (14 mi) from Montepulciano in the tourist area "Orcia Valley".
The property is fully fenced with dog-proof enclosure.
The Experience
After arriving at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Outside you will also find 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 vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 22 km (14 mi), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Special Services
Tours - Custom tours can be scheduled 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.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
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Description
Property Summary
Mulino della Frateria is an exceptional holiday villa nestled in the heart of Montalcino, Italy, where history and luxury converge to create an unforgettable retreat. This extraordinary property stands as a testament to Tuscan heritage, born from the meticulous conversion and restoration of an authentic water mill dating back to 1606. Completely rebuilt in local stone by the Arrighi family, the mill operated continuously for centuries until approximately 60 years ago and shares its rich history with the neighboring Abbey of St. Antimo, a magnificent 12th-century landmark. Today, this independent residence welcomes you with sophisticated furnishings and modern comforts, including convenient parking facilities and complimentary Internet Wifi connectivity available both inside the residence and throughout the outdoor spaces. The property features a stunning non-heated swimming pool and captures the essence of rural Tuscan elegance while providing all contemporary amenities necessary for a refined stay in one of Italy's most celebrated wine regions.
Outdoors
The outdoor spaces of this remarkable property invite you to immerse yourself in the breathtaking beauty of the Montalcino countryside. The magnificent swimming pool measures 10x7 meters and is available for your enjoyment from May 15th through September 30th, providing the perfect setting for refreshing dips during warm Tuscan days. Surrounding the pool, you will find beautifully maintained gardens adorned with comfortable outdoor furniture, creating multiple areas for relaxation, al fresco dining, and contemplation of the stunning landscape. The property sits on approximately 40 hectares of land with a south to southwest exposure, positioned between 200 and 250 meters above sea level and descending toward the river Orcia. Mount Amiata stands as a majestic sentinel on one side, while a protective ridge shields the estate from northern winds. The gardens offer direct access from the kitchen and dining areas, seamlessly blending indoor and outdoor living spaces and allowing you to savor meals surrounded by the sights and scents of this extraordinary terroir.
Unit Layout
This thoughtfully designed residence accommodates up to 8 guests across 4 bedrooms and 3 bathrooms, distributed throughout multiple levels that showcase the property's historical architecture. The ground floor welcomes you with a spacious dining room and fully equipped kitchen that opens directly onto the garden, complemented by a practical pantry and a dedicated utility room. A bathroom with shower completes the ground floor facilities. Ascending to the first floor, you will discover a double bedroom featuring an ensuite private bathroom with shower, offering privacy and comfort. This level also houses a generous lounge room anchored by an inviting fireplace, another double bedroom, and a large bathroom with shower that serves the common areas. The old tower, a distinctive architectural element that speaks to the mill's storied past, has been transformed to accommodate two additional double bedrooms, providing unique sleeping quarters that blend historical charm with contemporary comfort. The layout ensures both communal gathering spaces and private retreats, making it ideal for families or groups seeking an authentic Tuscan experience.
Amenities Included
The residence provides comprehensive modern amenities to ensure your comfort throughout your stay. Air Conditioning is installed in 3 bedrooms, allowing you to maintain ideal temperatures during warmer months. The utility room features both a Washing Machine and dryer, enabling you to pack light and refresh your wardrobe as needed during extended stays. The kitchen comes fully equipped with a Dishwasher, making meal cleanup effortless after enjoying Tuscan culinary adventures. Entertainment options include Satellite TV and Television, keeping you connected to international programming and providing relaxation options for quieter evenings. The magnificent Fireplace in the first-floor lounge room creates a warm and inviting atmosphere, perfect for gathering with loved ones during cooler seasons. The complimentary wifi internet connection extends throughout the interior spaces and outdoor areas, ensuring you remain connected with the outside world while enjoying this secluded retreat. These carefully selected amenities blend seamlessly with the historical character of the property, providing modern convenience without compromising the authentic atmosphere of this converted mill.
Other Information
Check-in is available from 2:00 pm to 5:00 pm, and check-out must be completed by 10:00 am. The swimming pool is accessible from May 15th through September 30th. Pets are welcome at the property. The residence features heating systems suitable for cooler months. Upon arrival, you will be required to provide a security deposit which will be returned at the end of your stay minus any costs for damages incurred. The property sits within the renowned terroir of Montalcino, surrounded by Brunello vineyards that benefit from the region's exceptional microclimate. The land comprises a rich mixture of clay, marl, and crushed stone abundant in minerals, creating the perfect conditions for the celebrated Brunello wines produced by the Azienda Molino di Sant'Antimo estate. The modern wine cellar, situated in nearby woods, spans approximately 800 square meters where vinification occurs in steel barrels and aging takes place in French oak barrels from Alliers and barriques of French and American oak. A tourist tax may be required upon arrival according to local municipal regulations.
Distances and Attractions
The property enjoys an enviable location in the heart of Montalcino's wine country, offering immediate access to both natural beauty and cultural treasures. The magnificent Abbey of St. Antimo, a 12th-century architectural masterpiece, can be reached in just 5 minutes on foot, allowing you to explore this historic landmark at your leisure and perhaps attend one of the evocative Gregorian chant services for which the abbey is renowned. A charming medieval bridge with graceful arches stands nearby, providing a picturesque destination for leisurely walks and photography. The property's position along the river Orcia valley places you in one of Tuscany's most scenic areas, with the commanding presence of Mount Amiata visible in the distance. When the maestrale wind blows from the west, it carries the scent of the sea and coast, connecting you to the Mediterranean despite your hillside location. The town of Montalcino itself, famous worldwide for its exceptional Brunello wine, offers restaurants, wine bars, shops, and cultural attractions within easy reach. This location provides the perfect base for exploring the broader Val d'Orcia region, visiting neighboring hilltop towns, discovering acclaimed wineries, and experiencing the authentic rhythms of rural Tuscan life.
Costs & Services
Included services
- Consumption of water, gas, and electricity
- Linen for rooms and bathrooms with weekly change
Extra costs
- Heating: €400.00 per week
- Air conditioning: €25.00 per day
- Final cleaning: €200.00
- Security deposit: €500.00
- Tourist tax may apply according to municipal regulations
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Mulino della Frateria
Il Gallinaio, Vivo D'Orcia
Pretty accommodation with WIFI and panoramic view
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In high demand!
Description
Holiday home Il Gallinaio, Vivo D'Orcia is a nice property (45 sq m) that includes WiFi internet. The property can accommodate 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 29 km (18 mi) from Montalcino.
The Experience
After arriving 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 pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. 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. 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 two people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 29 km (18 mi), Montepulciano 33 km (20 mi), Cortona 69 km (43 mi), Siena 71 km (44 mi) and Arezzo 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 168 km (104 mi), Viareggio 254 km (158 mi), Forte Dei Marmi 261 km (162 mi), Rome 200 km (124 mi), Venice 407 km (253 mi) and Milan 456 km (283 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 173 km (107 mi), Roma Ciampino (cia) 209 km (130 mi), Pisa (psa) 218 km (135 mi), Roma Fiumicino (fco) 222 km (138 mi) and Bologna (blq) 259 km (161 mi).
Il Gallinaio, Vivo D'Orcia
