Pienza Villas with Pool
Results 21 - 40 of 441
Villa delle Palme
Private Property with private pool, A/C, WIFI, TV, terrace, panoramic view, near Montalcino
- 14
- 8
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Description
Villa Delle Palme is located in San Giovanni D'asso, Italy and only 18 km (11 mi) from Montalcino in the tourist area "Orcia Valley". Holiday rental Villa Delle Palme is a lovely property (500 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 14 people comfortably in eight bedrooms with seven bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid 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. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 49 km (30 mi) and Arezzo 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 133 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (134 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Special Services
Maid Service daily maid service included in the rental price.
Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Tasting The owner can organize custom truffle, wine and olive oil tasting for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques 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 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 La Consuma
Book your vacation for the period from 01 April 2026 to 16 April 2026 and save 20% (minimum 5 nights). Offer valid until 28 March 2026.
Book your vacation for the period from 17 April 2026 to 09 May 2026 and save 20% (minimum 6 nights). Offer valid until 13 April 2026.
Book your vacation for the period from 10 May 2026 to 30 May 2026 and save 20% (minimum 7 nights). Offer valid until 06 May 2026.
Book your vacation for the period from 06 June 2026 to 20 June 2026 and save 20% (minimum 7 nights). Offer valid until 02 June 2026.
- 7
- 4
- 2
In high demand!
Description
Property Summary
This charming vacation rental occupies a beautifully renovated portion of a traditional farmhouse set in an excellent panoramic position in the countryside near San Giovanni D'asso, Italy, close to the renowned town of Montalcino. The property comprises two adjoining apartments within an independent farmhouse structure, offering flexible accommodation for families or groups seeking an authentic Tuscan experience. You will enjoy convenient amenities including a private swimming pool and dedicated parking area within the fenced grounds. The elevated location provides sweeping views over the surrounding rural landscape, creating an idyllic setting for a relaxing retreat in one of Tuscany's most celebrated wine-producing regions.
Outdoors
The outdoor space features a refreshing non-heated swimming pool measuring 6.50 by 3.50 meters with a depth of 1.40 meters, available for your use from May 1st through October 31st. The property is surrounded by a 180 square meter fenced garden that ensures privacy and security throughout your stay. Within the garden you will find a gazebo providing shaded outdoor living space, perfect for relaxing during the warmest hours of the day. A barbecue is available for preparing al fresco meals, allowing you to dine outdoors while taking in the panoramic countryside views that characterize this exceptional location.
Unit Layout
The farmhouse is divided into two adjoining apartments that together accommodate a maximum capacity of 7 guests across 4 bedrooms and 2 bathrooms. Apartment A sleeps 4 guests and is arranged over two floors. On the ground floor you will find a living room and dining room with fireplace, television, and a kitchenette equipped with an oven. The first floor houses a double bedroom, a twin bedroom, and a bathroom with shower. Apartment B accommodates 3 guests and is similarly distributed across two levels. The ground floor contains a living room with kitchenette including an oven, a single bedroom, and a small bathroom. On the first floor there is a double bedroom. This configuration provides flexible sleeping arrangements suitable for families or groups traveling together while maintaining separate living spaces.
Amenities Included
Your accommodation is equipped with a washing machine for your convenience during longer stays. The barbecue facilities enable outdoor cooking and dining experiences in the garden setting. The fireplace in Apartment A provides both warmth and ambiance during cooler months. Heat is available throughout the property to ensure comfort during autumn, winter, and early spring visits. Television is provided in Apartment A for entertainment. The kitchenettes in both apartments include ovens for preparing meals. All windows are fitted with mosquito nets to ensure comfortable ventilation during warm weather while keeping insects out.
Other Information
Check-in is available between 3 pm and 7 pm, and check-out is required by 10 am. The rental price includes water, gas, final cleaning, and linen for both bedrooms and bathrooms, with linen changes provided on a weekly basis. Upon arrival you will be required to provide a security deposit which will be returned at the end of your stay minus the cost of any damages incurred. A tourist tax may be required upon arrival according to the regulations of the local municipality. The fenced garden provides secure outdoor space throughout the property.
Distances and Attractions
The property is located in the countryside near the historic hilltop town of Montalcino, one of Tuscany's most prestigious wine destinations famous for its Brunello wines. This excellent rural position offers panoramic views while maintaining convenient access to local amenities, wineries, restaurants, and the cultural attractions of southern Tuscany. The surrounding area provides opportunities for wine tasting, exploring medieval villages, and experiencing the authentic character of the Tuscan countryside.
Costs & Services
Extra costs
- Heating consumption: payable locally based on consumption
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Il Bosco
Podere D'Asso
Beautiful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
- 12
- 6
- 8
Description
Holiday home Podere D'Asso is a nice stone building (778 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with eight bathrooms. Podere D'Asso is located 2 km (2 mi) from San Giovanni D'asso, Italy and only 20 km (12 mi) from Montalcino in the tourist area "Orcia Valley".
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can 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 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 20 km (12 mi), Montepulciano 31 km (19 mi), Siena 47 km (29 mi), Cortona 47 km (29 mi) and Arezzo 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 132 km (82 mi), Viareggio 219 km (136 mi), Forte Dei Marmi 226 km (140 mi), Rome 214 km (133 mi), Milan 419 km (260 mi) and Naples 405 km (251 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 09:00 - 12:00
Pool Open: 20 May - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 200 km (124 mi), Roma Ciampino (cia) 223 km (138 mi), Bologna (blq) 224 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required 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 fun way to spend time with friends and family while discovering the secrets needed 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 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. Ask 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.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Podere D'Asso. Inquire for more details, including the additional cost and how to organize this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service after arriving.
Podere Verninelle
Montalcino 17
Unique multi-unit accommodation with pool, WIFI, TV, patio, pets allowed and panoramic view
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- 24
- 10
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Torrenieri 17.1 | 6 | 2 | 2 | ||
| Asciano 17.2 | 6 | 2 | 2 | ||
| Siena 17.3 | 4 | 2 | 2 | ||
| Pienza 17.4 | 4 | 2 | 2 | ||
| Monteroni 17.5 | 4 | 2 | 2 | ||
| All 5 Accommodations | 24 | 10 | 10 |
Description
Property Summary
Podere San Giuseppe is a beautifully renovated country house featuring 6 distinct apartments situated in San Giovanni D'asso, Italy. The property offers essential amenities including a seasonal swimming pool, complimentary WiFi internet access throughout the residence, and convenient on-site parking. An installment plan is available for your holiday rental booking. The residence features a welcoming reception area and is positioned atop a hill, surrounded by picturesque fields and vineyards.
Outdoors
The natural grounds showcase a generously sized swimming pool measuring 8 x 16 meters with a consistent depth of 140 centimeters, available from April 1st to October 30th. A dedicated children's pool is also available. The outdoor area is enhanced with a convenient shower facility, expansive terrace, and regular pool maintenance provided by the owner/gardener. The photo is just an example.
Other Information
Additional services include optional linen changes, room cleaning, and cook services, all available for an extra charge. A washing machine is provided for guest convenience. Baby equipment is included in the stay. The property is suitable for events, and guests should note the requirement to wear bathing caps when using the pool facilities. Access to the property is via a 3-kilometer unpaved road.
Distances and Attractions
The property is conveniently located 7.5 kilometers from Buonconvento, where you'll find shops, groceries, supermarkets, restaurants, bus stops, and the railway station. The historic center of Montalcino is 16 kilometers away. Notable nearby attractions include the medieval city of Siena and the Renaissance town of Pienza, both 35 kilometers away, and Montepulciano at 50 kilometers distance. The residence enjoys a sunny hillside position in the tranquil countryside. Montalcino 17
Casale Biancospino
Private Villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montepulciano
- 10
- 4
- 3
In high demand!
Description
Holiday home Casale Biancospino is a lovely property (160 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms. Conveniently located 5 km (3 mi) from Chianciano Terme, Italy and only 14 km (9 mi) from Montepulciano. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
After arriving you’ll find a lovely clean well-maintained property 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Cortona 35 km (22 mi), Montalcino 44 km (27 mi), Arezzo 65 km (40 mi) and Perugia 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 223 km (138 mi), Forte Dei Marmi 230 km (143 mi), Rome 171 km (106 mi), Venice 379 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 143 km (89 mi), Roma Ciampino (cia) 186 km (115 mi), Roma Fiumicino (fco) 198 km (123 mi), Pisa (psa) 204 km (127 mi) and Bologna (blq) 224 km (139 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Casale Biancospino
Book 20 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Castelmuzio
Independent Accommodation with WIFI, private pool, TV, veranda, panoramic view, near Montepulciano
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- 2
- 2
Description
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country accommodation offering tastefully furnished interiors. This nice property enjoys extensive views over the surrounding hills and valleys.
Distances: Castelmuzio with all kinds of shops 3 km, Montisi 4 km, Pienza 20 km, Sinalunga approx. 20 km, the town of Montalcino renowned for its excellent Brunello wine 30 km, Siena approx. 50 km.
At guests’ disposal: large private furnished garden, private swimming-pool (7,80 x 5,20 m – max. depth 1,50 m), barbecue, table tennis. All windows are provided with screens. Washing-machine and ironing facilities available. The access to the property is via an unpaved road not suitable for sports cars. Parking within the grounds.
Extra services: maid service available by arrangement (payment on the spot). Upon request it is possible to organise hot air balloon trips, visit to local festivals, cheese, oil and wine tastings.
The owners will receive their guests with a welcome cocktail
Please carefully check if there are any extra costs to be paid on site! Castelmuzio
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- 3
- 3
Description
Property Summary
The modern and beautiful two-story Villa Montisi, built in 2020, is surrounded by trees and fields in Montisi, 15 km from Montalcino. It offers a private garden with flowers, trees, and a seasonal swimming pool (4 x 12 m, depth 120 - 150 cm, available from May 1 to September 30) with an internal staircase. Additionally, it features amenities such as air conditioning, a washing machine, a tumble dryer, and parking on the premises. The villa is an ideal vacation rental for those seeking a peaceful retreat in the Tuscan countryside.
Outdoors
The villa boasts a beautiful private garden with flowers and trees, providing a serene outdoor space for relaxation. The highlight is the seasonal swimming pool (4 x 12 m, depth 120 - 150 cm), available from May 1 to September 30, complete with an internal staircase for easy access. Outdoor amenities include a shower, garden furniture, and a barbecue area, ensuring a comfortable and enjoyable outdoor experience. The pool is maintained by the owner or gardener.
Other Information
Conveniently located just 500 m from the center of Montisi, the villa offers easy access to nearby amenities. A shop and grocery store are within 500 m, while a supermarket is 10 km away. Restaurants are also available within a 5-minute walk, and the bus stop "Montisi" is 500 m from the property. For those traveling with young children, baby equipment is included.
Distances and Attractions
The villa is situated in a desirable location, with several nearby attractions easily accessible. Montalcino, renowned for its wine production, is just 23 km away, while the charming towns of Pienza and Montapulciano are within 30 km and 25 km, respectively. The historic city of Siena is approximately 50 km from the property, offering rich cultural experiences and architectural marvels. Trequanda, Italy, is also in close proximity, adding to the region's appeal for travelers seeking an authentic Tuscan experience. Villa Montisi
Villa sulle Crete
Amazing independent villa rental with WIFI, private pool, A/C, hot tub and balcony
- 20
- 9
- 9
Description
Villa Sulle Crete is located 6 km (4 mi) from Trequanda, Italy and only 26 km (16 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Villa Sulle Crete is a nice stone building (910 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 26 km (16 mi), Montalcino 28 km (18 mi), Siena 40 km (25 mi), Cortona 45 km (28 mi) and Arezzo 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 369 km (229 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: 15 April - 25 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) 135 km (84 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Asciano 20
Trequanda 810
Pretty multi-unit vacation home with pool, WIFI, TV, patio and panoramic view, near Montepulciano
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- 10
- 5
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Geranio 810.1 | 4 | 2 | 2 | ||
| Focolare 810.2 | 4 | 2 | 1 | ||
| Nido 810.3 | 2 | 1 | 1 | ||
| All 3 Accommodations | 10 | 5 | 4 |
Description
Property Summary
Podere La Fonte is a charming, rustic farmhouse nestled amidst trees, fields, and vineyards in Trequanda, Italy. This holiday rental offers a peaceful and secluded retreat with four apartments within the residence. The property boasts an array of amenities, including a swimming pool, a yard, internet WiFi, parking facilities, a tennis court, and an installment plan option for your convenience.
Outdoors
Immerse yourself in the natural beauty of the 3-hectare property, adorned with lush garden plants, trees, and an orchard. Enjoy the seasonal swimming pool, complete with a fenced area, from May 15th to October 15th. Bask in the sun on the patio or terrace, equipped with comfortable garden furniture and a barbecue area. Indulge in outdoor activities like tennis and volleyball on the dedicated courts, or simply relax and soak up the tranquil surroundings.
Other Information
The property offers shared laundry facilities with a washing machine available for your convenience (extra charge may apply). The owner resides within the same residence and provides pool maintenance and gardening services. Please note that animals are present in the neighborhood, and all houses/apartments are individually designed and furnished to offer a unique experience. The narrow motor access to the grounds is approximately 600 meters long.
Distances and Attractions
Trequanda's center is just 1 km away, while Sinalunga is 9 km from the property. Nearby, you'll find shops, grocery stores, supermarkets, restaurants, bars, bakeries, and a bus stop within a 1 km radius. The Sinalunga railway station is 9 km away, and the renowned thermal baths of Rapolano Terme are 23 km from the property. Lake Trasimeno, a popular bathing destination, is only 40 km away. Explore the charming towns of Pienza (17 km), Montepulciano (22 km), Cortona (35 km), and the historic city of Siena (55 km). Additionally, a 9-hole golf course and a riding stable are conveniently located within 16 km and 5 km, respectively. Trequanda 810
Special Offer for Geranio 810.1
Apartment:
Focolare 810.2
Nido 810.3
Podere i Prati
Beautiful private villa rental with private pool, A/C, WIFI, terrace and panoramic view
- 8
- 4
- 3
Description
Comfortable country house in a renovated property dating back to the 1500s, perched in a scenic spot among the Val d’Orcia hills.
Podere i Prati offers 4 bedrooms and large common areas to comfortably accommodate up to 8 people. It is the ideal place to bring together a large family or group of friends. The tastefully furnished interiors are equipped with all amenities for relaxation and peace of mind.
The house is part of a farm with olive groves which produces superb extra virgin olive oil.
The owners live in part of the house on the property, but they do not use the pool, terrace or garden.
Podere i Prati is ideally located for a relaxing, peaceful stay in nature, as well as an excellent base for exploring the Val d’Orcia’s charming nearby towns and villages, such as Sarteano, Chianciano Terme, San Casciano dei Bagni, Montepulciano, Pienza, and Montalcino; and Tuscany’s art cities like Florence, Siena and Arezzo.
At guests’ disposal: 4 bedrooms, 3 bathrooms, (sleeps 8); private pool exclusively for property guests (12 x 6 meters; minimum depth: 1,1 meters; maximum depth: 1,5 meters); garden; terrace with panoramic views and a table and chairs for dining outside; barbecue; Wifi internet; geothermal cooling system (in summer the temperature cannot go below 24°C), parking.
Distances: Chianciano Terme (shops of all kinds) 8 km, Sarteano 10 km, Montepulciano 13 km, Bagno Vignoni 20 km, Pienza 22 km, San Casciano dei Bagni 26 km, Montalcino 36 km, Cortona 49 km, Orvieto 65 km, Arezzo 66 km, Siena 68 km, Perugia 83 km, Florence 136 km, Rome 175 km.
Please check carefully for any extras that must be paid at the property! Podere i Prati
Casa Bella
Unique independent vacation rental with WIFI, private pool and TV, close to Montepulciano
- 15
- 7
- 5
Someone else is looking at this property right now!
Description
Casa Bella is a typical stone villa situated on the top of a hill and offers a 360° view of the green hills of the Senese countryside. To give you an idea of how exceptional the view from Casa Bella is, we can tell you that we have often organised painting courses here. Looking around you will find inspiration in the landscape, which in itself is something to frame. Families with children as well as groups of friends have enjoyed their holidays in this villa, fun for young and old is guaranteed. The warm colours of the walls and the simple furnishings make the house warm and welcoming.
Every day offers a new opportunity to enjoy something different: relax in the panoramic garden, take a refreshing dip in the swimming pool (8x4 meters, 1.20 meters deep, fenced – open from May 1st to September 30th), or engage in exciting matches of volleyball or tennis on the small multi-purpose sports ground (18x9 meters). You can also enjoy table tennis, billiards, or foosball for some friendly competition. Children can play in the children's playground next to the swimming pool. After dinner in the gazebo next to the pool you will be delighted by the sunsets, which offer different lights and colours every day.
You will certainly not be inclined to leave the house, but as there are beautiful towns and cities rich in art nearby, we would advise you not to miss the opportunity to visit them. Torrita di Siena, Montepulciano and Pienza are all within a maximum of 20 km, Siena is 50 km away.
The last part of the road to Casa Bella (about 3 km) is not asphalted and has a few steep stretches, but don't let this scare you because after the first time you will not have difficulties, and you will look forward to returning home to enjoy the tranquility and your favourite view. Casa Bella
Villa Scianellone
Fabulous private holiday rental with private pool, WIFI and TV, near Montepulciano
- 11
- 6
- 5
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
Independent Villa with A/C, WIFI, hot tub, private pool, TV, patio, close to Montepulciano
- 24
- 12
- 14
Description
Villa Rocchi is a lovely vacation rental (1300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 24 guests comfortably in 12 bedrooms with 14 bathrooms. Villa Rocchi is located 3 km (2 mi) from Torrita Di Siena, Italy and only 11 km (7 mi) from Montepulciano in the tourist area "Orcia Valley". If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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, 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 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 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).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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. Inquire for more details and the supplemental 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. Ask about the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, 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 - If you'd like maid service during your stay that can be scheduled 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
- 14
- 67
- 34
- 33
| 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
Cignella Resort is located 10 km (6 mi) from Torrita Di Siena, Italy and only 16 km (10 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Cignella Resort is a nice stone building that includes air conditioning, WiFi internet and pool. The country resort has been divided into a total of 14 independent apartments. The property can accommodate up to 67 guests comfortably in 34 bedrooms with 33 bathrooms.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the lake ideal for a peaceful holiday 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. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 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 inquire 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).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange 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 extra 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 ask 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 organized by the owner. Inquire for more details about the extra cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Cignella Resort
Villa della Regina
Wonderful private villa rental with WIFI, A/C, private pool, hot tub, TV, patio, near Montepulciano
- 15
- 7
- 7
Description
Villa Della Regina is located 1 km (3273 ft) from Fonte Della Regina, Italy and only 17 km (10 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Della Regina is a lovely holiday rental (600 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 15 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
When you arrive at Villa Della Regina you’ll find a lovely clean well-maintained property with views of the hills perfect 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. Outside you will also find a patio and barbecue grill.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 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).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a 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. Inquire for more details and the extra costs.
Villa Conti Galgani
- 8
- 3
- 3
Someone else is looking at this property right now!
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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- 1
- 1
Someone just enquired about this property!
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).
- 4
- 2
- 2
Someone just enquired about this property!
Description
Holiday rental Casa Dell'ambasciatore is a lovely stone building (97 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.
The pool is shared with the following properties: EAS183983 - EAS 183984 - EAS 183374.
It is possible to book a kit for children which includes: cot with sheets and blanket, changing mat, highchair, baby bathtub and potty, dining set (upon payment)
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).
La Casetta nel Bosco
Superb private accommodation with A/C, WIFI, private pool and TV, near Montepulciano
- 8
- 4
- 5
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
Lavacchio 12
Wonderful independent holiday villa with A/C, WIFI, private pool, TV and panoramic view
- 12
- 6
- 5
Description
Holiday rental Lavacchio 12 is a lovely stone building (360 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with five 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 playing a round of golf is important while on vacation, you are in luck because there is a 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.
When you arrive at Lavacchio 12 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 shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 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 - Upgrade your holiday with maid service. This service can be scheduled 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
