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Villa Montepulciano Vineyard and Pool Retreat is located 2 km (1 mi) from Montepulciano, Italy and only 34 km (21 mi) from Montalcino in the tourist area "Orcia Valley". Villa Montepulciano Vineyard and Pool Retreat is a beautiful vacation rental (300 sq m) with private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 40 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).
Villa Montepulciano Vineyard and Pool Retreat
Book your vacation for the period from 02 April 2026 to 19 December 2026 and save 15% (minimum 2 nights).
Holiday rental Villa Recanati, Val D'orcia, Private Pool, Jacuzzi is a beautiful property (500 sq m) that includes hot tub, private pool and air conditioning. The property can accommodate up to 14 people comfortably in six bedrooms with six bathrooms. Conveniently located 18 km (11 mi) from Montepulciano, Italy and only 45 km (28 mi) from Montalcino.
The janitor resides in the annex and takes care of guests only when requested or needed. He can provide guests with their privacy, but at the same time ensure timely assistance in case of need.
Your Experience
After arriving at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a hot tub, barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 45 km (28 mi), Cortona 52 km (32 mi), Perugia 58 km (36 mi), Arezzo 62 km (38 mi) and Assisi 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 218 km (136 mi), Forte Dei Marmi 228 km (142 mi), Rome 168 km (104 mi), Venice 374 km (232 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Recanati, Val D'orcia, Private Pool, Jacuzzi. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 140 km (87 mi), Roma Ciampino (cia) 177 km (110 mi), Roma Fiumicino (fco) 189 km (118 mi), Pisa (psa) 202 km (126 mi) and Bologna (blq) 226 km (141 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Recanati, Val D'orcia, Private Pool, Jacuzzi
Conveniently located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona. Holiday home Villa Lilli & Spa is a beautiful stone building (200 sq m) that includes air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
What to Expect
After arriving at Villa Lilli & Spa you’ll find a nice clean well-maintained property with views of the city and the mountains perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill, hot tub and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 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 (138 mi), Rome 211 km (131 mi), Milan 416 km (258 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the supplemental cost and how to organize this service.
Villa Lilli & Spa
Property Summary
This independent farmhouse vacation rental spans 450 square meters and is nestled on the slopes of Monte Cappuccini, which divides the Val d'Orcia from the Val di Chiana in Montepulciano, Italy. The property has been recently restored with meticulous attention to interior decoration, featuring authentic antique furniture, traditional terracotta ceilings, and antique parquet floors that embody true Tuscan style. You will find this detached residence offers both relaxation and easy access to explore the surrounding vineyards and olive groves that characterize the hills and plains of the region. The property provides convenient parking on site and complimentary Internet Wifi connection throughout your stay, ensuring you remain connected while enjoying the tranquility of the Tuscan countryside.
Outdoors
The property features a private non-heated swimming pool measuring 8 by 16 meters with a depth of 1.4 meters, available for your enjoyment from May 15 to September 30. You will discover a natural pond within the expansive garden, which is beautifully bordered by woods and olive groves, creating a serene environment for outdoor relaxation. A gazebo equipped with tables and chairs is positioned directly in front of the kitchen, offering an ideal space for al fresco dining while taking in the picturesque Tuscan landscape. Pool towels are provided for your convenience, and the entire property is fenced, ensuring privacy and security during your stay.
Unit Layout
The residence accommodates up to 12 guests across 6 bedrooms and 7 bathrooms, distributed thoughtfully over two levels. On the ground floor, you will find a reading and television lounge, a large kitchen seamlessly connected to a very spacious dining room, and 2 suites, each featuring a private bathroom with bathtub and an additional reading living room. An extra bathroom with laundry facilities is also located on this level. The first floor comprises 2 double bedrooms, each with a private bathroom equipped with a shower, and 2 junior suites, each also offering a private bathroom with shower. The entire villa showcases exceptional furnishings, including furniture dating from the 1800s combined with contemporary design elements. Upon request, the property can accommodate up to 17 guests for an additional cost, utilizing a double sofa bed and a single sofa bed in the ground floor suite, as well as single pouf beds in both junior suites on the first floor. A crib is also available upon request.
Amenities Included
Your accommodation includes comprehensive climate control with Air Conditioning available throughout the villa and Heat Available during the permitted season. The kitchen is fully equipped with modern conveniences including a Dishwasher, Microwave, oven, toaster, coffee maker, and American coffee maker to facilitate meal preparation. Entertainment options feature Television with Satellite TV offering English channels available for your viewing pleasure. The interior Fireplace adds warmth and ambiance to the living spaces. Practical amenities include a Washing Machine, iron and ironing board to ensure comfort during extended stays. Outdoor cooking enthusiasts will appreciate the Barbecue facilities available on the property.
Other Information
Check-in begins at 3:00 PM on Saturday by appointment, and check-out is required by 9:00 AM. You must provide arrival details at least 2 weeks prior to your arrival date. Upon arrival at the property, you are required to pay a security deposit in cash to the property representative in the amount of 800 euro, which will be returned prior to departure, net of any accidental damage to the property. All guests must provide a photocopy of their passport and sign a form for the local authorities upon arrival. The property is within walking distance from the city center. Heating in Italy is allowed by law from November 1 to April 1, with some exceptions for extreme weather conditions. Please note that fans are not usable. Kitchen services, if desired, must be arranged at least 2 months before arrival. An arrival fee applies if you arrive outside the indicated hours. Occasionally you may hear some noise coming from the underlying spa. Animals are not allowed on the property. Baby beds and child chairs are available with an extra cost.
Distances and Attractions
The farmhouse is situated in an enviable location that allows you to explore both the Val d'Orcia and the Val di Chiana regions. The surrounding area is characterized by rolling hills covered with vineyards and olive groves, offering scenic routes for leisurely walks or cycling excursions. The property's position on Monte Cappuccini provides easy access to numerous attractions in the Montepulciano area, including local wineries that offer tours and tastings. The historic city center is within walking distance, where you can discover traditional restaurants, shops, and cultural landmarks that showcase the authentic character of Tuscany.
Costs & Services
Included services
- Pool towels
- Free parking on site
Extra costs
- Stay tax: 1 euro per person per day
- Tourist tax for adults or children: 100 euro per week
- Cleaning: 350 euro per week
- Air conditioning: Extra charge
- Heating: According to consumption, approximately 80 to 100 euro per day
- Gas: Based on consumption at market value
- Arrival fee: To be paid upon arrival for arrivals outside indicated hours
- Baby bed available: Extra cost
- Child chair available: Extra cost
On request
- Dog: 100 euro per week
- Cooking service: 70 euro per person
- Cooking classes: 120 euro per person
- Breakfast service: 25 euro per person
- Housekeeping: 25 euro per hour
- Pre-provided villa: 80 euro plus the cost of groceries
- Winery tours: 40 euro per person
- Bicycles: Available by reservation only
- Ping-pong table: Available by reservation only
- Catering services: Breakfast, on the road lunch, brunch in the villa, traditional dinner, gourmet dinner Podere Monti
Conveniently located 2 km (5174 ft) from Ossaia, Italy and only 5 km (3 mi) from Cortona. Villa Ivana - Cortona is a beautiful vacation rental (1052 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 18 people comfortably in nine bedrooms with ten bathrooms. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
In case the Villa is booked at the reduced price (for groups up to 14 people), the Floor 2 will remain closed.
What to Expect
Upon arrival at Villa Ivana - Cortona you’ll find a nice clean well-maintained property ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind 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.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 222 km (138 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Ivana - Cortona
Fonte Della Chiana is a beautiful stone building (500 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 17 people comfortably in six bedrooms with six bathrooms. Fonte Della Chiana is located 6 km (4 mi) from Foiano Della Chiana, Italy and only 21 km (13 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 17 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 21 km (13 mi), Arezzo 23 km (14 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 200 km (124 mi), Venice 345 km (215 mi) and Milan 387 km (240 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 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) 110 km (68 mi), Pisa (psa) 170 km (106 mi), Bologna (blq) 194 km (121 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Ripa
Villa Pianoia is located 8 km (5 mi) from Montepulciano, Italy and only 36 km (22 mi) from Montalcino in the tourist area "Orcia Valley". Vacation rental Villa Pianoia is a nice property (450 sq m) that includes WiFi internet, air conditioning and hot tub. The property can accommodate up to 16 guests comfortably in seven bedrooms with nine bathrooms.
It is a luxury historic villa that has recently been renovated.
In case of reduced occupancy of 12 guests or fewer, some rooms will remain closed.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Outdoors you will also find a patio, hot tub and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 36 km (22 mi), Cortona 39 km (24 mi), Arezzo 58 km (36 mi), Siena 73 km (46 mi) and Perugia 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 189 km (117 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (84 mi), Roma Ciampino (cia) 190 km (118 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 200 km (124 mi) and Bologna (blq) 222 km (138 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Pianoia
Book 60 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Property Summary
Le rondini is a modern and comfortable 2-family house in Montepulciano, Italy. It features two apartments, and the property offers amenities such as Internet Wifi and Parking. Enjoy the convenience of being located in the residential district of Cervognano, just 5.2 km from the center of Montepulciano and 16 m from the center of Chiusi.
Outdoors
Unwind in the shared, fenced property that includes a terraced garden and roofed parking at the house. Embrace the elevated position and residential setting, while still being in close proximity to nearby amenities and attractions.
Other Information
To ensure a comfortable stay, the property is equipped with baby equipment included. Please note that the owner lives in the same residence and has a dog. While car access is recommended, the location offers convenience with a shop, grocery, supermarket, and restaurant within a 5 km radius. Additionally, there is a bus stop "Acquaviva" 2.6 km away, a railway station "Montepulciano Scalo" 5.2 km away, and an indoor swimming pool and thermal baths "Chianciano Terme" within a reasonable distance.
Distances and Attractions
Explore the nearby attractions, including the charming towns of Montepulciano (5 km), Pienza (20 km), Cortona (26 km), Montalcino (41 km), and the historic city of Siena (70 km). For a peaceful escape, consider visiting the well-known lakes of Montepulciano (9 km) and Trasimeno (20 km), perfect for a holiday rental or vacation rental getaway. "Just an example." Le Rondini
Property Summary
Casa Campau is a charming two-storey semi-detached house located in the heart of Montepulciano, a beautiful town in Tuscany, Italy. The house boasts an excellent location right in the center of the city, yet remains quiet and situated in a traffic-calmed pedestrian area. It is equipped with all the necessary amenities, including Internet WiFi, to ensure a comfortable vacation rental stay. The house offers baby equipment, making it an ideal choice for families.
Outdoors
The house is easily accessible but situated up a steep footpath, 300 meters from the nearest public car park. There is an additional public parking area available 200 meters away. The pedestrian zone is just 20 meters away, and the center of Montepulciano can be reached in just one minute on foot.
Other Information
Visitors should note that the house is located in a zone with limited traffic, so cab drivers will not be able to stop directly in front of the house. However, this should not be a problem as the house is conveniently located close to all the local amenities, including shops, restaurants, bars, cafes, and bakeries within easy walking distance.
Distances and Attractions
Casa Campau is ideally situated for exploring the local area. The bus stop is 300 meters away, and the nearest railway station, Montepulciano Scalo, is 9 km away. Nearby attractions include Pienza and Cortona (23 km), Siena (60 km), Orvieto (67 km), Montalcino (45 km), and a 9-hole golf course (20 km). Casa Campau
Holiday rental Case Sant'anna 14 is a beautiful property (230 sq m) that includes hot tub, air conditioning and WiFi internet. The property can accommodate up to 14 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
After arriving you’ll find a lovely clean well-maintained property 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. Also available outdoors are a patio, barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
You will find Podere San Bono in a panoramic position overlooking fine vineyards, olive groves and woods, just a few km from Torrita di Siena and Montepulciano, in the Valdorcia. Both towns are for sure destinations of artistic, historical, architectural and gastronomic interest. If you love good wine, or wish to discover it, you certainly cannot miss the appointment with the Nobile di Montepulciano. There are tastings at good prices in the town's countless ancient cellars, often carved into the rock, and absolutely worth visiting.
The villa has a large enclosed and well-equipped garden area. The gazebo with curtains to ensure shade and coolness, the garden furniture, the barbecue and the wood-burning oven will sound like an invitation to spend quality time with your family. During dinners and barbecues, obviously accompanied by a bottle of Nobile di Montepulciano wine.
The garden and the private swimming pool, also fenced (size 6x12 m, depth 1.20-1.80 m - open from 01st May to 30th September), will be the place for endless games with your children and also with your pets, small size dogs are welcome.
Podere San Bono has a rustic charm, there is something special about this lovely villa, a warm atmosphere which will remain in your heart. Even the equipment and interior finishes are of a good standard to guarantee a totally relaxing holiday. The owner wishes to keep this place unspoilt and far from the frenetic pace of modern life, which is why, for instance, the house does not have an internet access. In Podere San Bono you could rediscover human relationships as well as benefit from digital detox. Podere San Bono
If you have imagined your holiday immersed in the Tuscan countryside, if your dream is to wake up in the morning, open the windows and find yourself surrounded by golden sunflowers and ears of corn, Il Viaggiolo is the house for you. From your windows, from the garden, from the swimming pool you will have, as far as the eye can see, cultivated fields, vineyards, olive groves and rolling hills that change colour with the seasons.
Here and there are ancient villages rich in history and tradition. One of these is Marciano della Chiana (3 km), dominated by its castle, over which the mighty tower stands like a grim sentinel, majestically overlooking the valley below. You could do your shopping in grocery stores and supermarkets in Foiano della Chiana, also about 3 km away.
Il Viaggiolo is an old farmhouse that in recent years has regained its original beauty. The wooden beams, the warm colours used and the stylish furniture give it a cosy and comfortable atmosphere that will make you feel immediately comfortable and welcome. The farmhouse will be the ideal place for your family holidays, the outdoor space, large and safe, will allow your children to run and explore while you enjoy an aperitif by the pool. Or even if you are travelling in a group, Il Viaggiolo will provide you with large and comfortable space for dinners with your friends, or it can also serve as a starting point for your trips to discover the villages and cities of art in central Italy.
The farmhouse is surrounded by a large garden shaded by tall trees, decorated with pots and flowers and equipped with table, chairs, umbrellas, swing and barbecue. Under the large centuries-old oak tree, to the side of the house, there is a small corner designed for relaxing with a good book or for an evening chat with friends and a glass of wine. The beautiful 5 x 10 m swimming pool (depth 1.40 m - open from 01st May to 30th September), for your exclusive use, has sunbeds and umbrellas and a comfortable bathroom with shower. Two covered parking spaces are also available.
Something we are sure you will not forget about your holiday at Viaggiolo is the kindness and courtesy of the owners, who will spoil and pamper you in every possible way. Il Viaggiolo
Santa Vittoria is located on the first floor of a typical farmhouse in a panoramic position on top of a hill covered with vineyards and olive groves. It is part of an important farm producing excellent wine and fine extra virgin olive oil, which you can taste and buy.
From the windows of the old farmhouse, you will enjoy an incomparable view of the suggestive landscape of the Valdichiana hills, where, scattered here and there, you will glimpse beautiful farmhouses, 19th-century villas and medieval villages dominated by mighty castles. An idyllic setting that will be nourishment for both your eyes and your mind.
Santa Vittoria is an old house with a special appeal. The wooden ceilings, the floors all in Tuscan terracotta and the original period furnishings give it a very rustic and characteristic charm. You will experience your stay in an atmosphere of old, simple and essential things.
On the ground floor of the farmhouse lives, occasionally, the property caretaker who will be a discreet point of reference in case of need.
You will have at your disposal, in front of the house, a large green area equipped with a pergola and garden furniture, perfect for your evenings in the open air. About 250 metres away, near another farmhouse that is also part of the farm, you will find the laundry room and the swimming pool area (size 7x12 m, depth 1.20 - 1.80 - open from 01st May to 30th September) that you can use together with the owner and his guests.
Santa Vittoria is a country house that you will remember, not only for its location, but also for the sensations that a holiday spent here will leave you. Santa Vittoria
Villa Petrosa: Your Private Escape Overlooking the is located 2 km (1 mi) from Montepulciano, Italy and only 31 km (19 mi) from Cortona in the tourist area "Orcia Valley". Holiday rental Villa Petrosa: Your Private Escape Overlooking the is a lovely stone building that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms.
The Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. 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 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 patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 66 km (41 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 365 km (227 mi) and Milan 409 km (254 mi).
Additional Information
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 128 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 211 km (131 mi) and Bologna (blq) 214 km (133 mi).
Special 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 enjoyable way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the additional cost, please contact us.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the extra cost and how to schedule this service.
Villa Petrosa: Your Private Escape Overlooking the
Property Summary
Nestled within 3 hectares of a beautifully maintained natural park adorned with cypress trees, lavender, and roses, Villa la Ripa is an exclusive luxury holiday retreat situated in the heart of Tuscany, Italy. Recently fully renovated, this remarkable property in Foiano Della Chiana seamlessly blends traditional character with contemporary elegance across approximately 800 square metres of interior space. Guests enjoy complimentary Wi-Fi throughout the villa, a private swimming pool measuring 12x4 metres equipped with sun loungers and umbrellas, extensive parking facilities, and a sweeping private yard that creates an atmosphere of complete seclusion and natural beauty.
Outdoors
The expansive private park surrounding the villa provides an extraordinary outdoor experience. A covered built-in patio furnished with a large dining table, chairs, a barbecue, and a pizza oven offers the ideal setting for al fresco meals immersed in nature. At the heart of the park, a glass-walled gym room allows guests to exercise while feeling entirely surrounded by the natural landscape. A soccer field and volleyball court further enrich the outdoor offering, while the pool area invites relaxation in a serene and picturesque environment.
Distances and Attractions
Villa la Ripa is set in the Arezzo countryside, accessed via a characteristic cypress-lined country road. The nearest town, Foiano Della Chiana, is just 6 km away and provides all essential services. Cortona is 20 km distant, Arezzo 25 km, Montepulciano 27 km, and Siena 57 km. Florence Airport is approximately 100 km away, Pisa Airport 166 km, and Rome Airport 223 km. The location is ideal for day trips to Tuscany's most celebrated destinations, including Florence, Arezzo, Siena, Cortona, and the Chianti wine region.
Unit Layout
Villa la Ripa accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, divided between a main building and a separate dependence. The main building spans 3 floors. The ground floor features a large living area with elegant sofas, a dining room, a fully equipped kitchen, and 1 full bathroom. The first floor hosts 5 double bedrooms, each with its own en-suite shower room and minibar fridge; 1 bedroom can be converted into twin beds upon request, and 2 bedrooms can each accommodate an additional single bed. All rooms overlook the park. The basement includes a second kitchen, a spacious open-plan area for activities such as wine tasting and cooking classes, a cellar stocked with fine Tuscan wines including Montalcino, Montepulciano, and Chianti, a living area with sofas, and a billiard table. The basement also houses the spa, featuring a jacuzzi bath, relaxation lounges, a sauna, a Turkish bath, an emotional shower, and changing and massage rooms. The dependence offers a ground-floor kitchen, a living area with a double sofa bed, and a first-floor double bedroom with a private bathroom and walk-in wardrobe.
Amenities Included
The villa is fully equipped with air conditioning and heating available throughout. Each bedroom benefits from individual climate control, while a washing machine is available in the dedicated laundry room. The kitchen is fitted with a dishwasher and microwave among its full complement of appliances. Guests can enjoy the barbecue on the private patio, which serves as a wonderful outdoor entertaining space. Every room is connected to the BOSE music system, controllable via smartphone, and entertainment is provided through satellite television with Netflix included, as well as additional television sets throughout the property. The fireplace in the main living area adds warmth and elegance during cooler evenings. The jacuzzi bathtub within the spa completes an exceptional wellness offering. An alarm system, fire extinguisher, first aid kit, air purification system, and courtesy amenities in each bathroom are also provided.
Other Information
The minimum rental period is 1 week, with Saturday as the changeover day. Check-in is available from 4:00 pm to 7:00 pm, and check-out must be completed before 10:00 am. A refundable security deposit of 1500 euros is payable in cash upon arrival and returned at departure, less any damages or unpaid fees. A tourist tax of 2.50 euros per person per night applies. Use of the spa is available at an additional cost of 400 euros per day. The rental price includes final cleaning, air conditioning and heating, gym access, and pool towels. An emergency contact is provided at check-in, and the team is available to assist with excursions, wine tours, cooking experiences, and further activities throughout the stay. Villa Ripa
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beautiful stone building (120 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Chiara. Inquire for more details, including the supplemental cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Chiara. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Chiara
Book your vacation for the period from 30 May 2026 to 06 June 2026 and save 40% (minimum 7 nights). Offer valid until 28 May 2026.
Vacation rental Villa Del Castagno is a lovely stone building (190 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to seven guests comfortably in three bedrooms with three bathrooms. Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
The Experience
After arriving at Villa Del Castagno you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Del Castagno. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Villa Delle Fragole
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice holiday home (170 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Eleonora. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 5 nights). Offer valid until 02 May 2026.
Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. Property Villa Dei Michelangioli a Brolio is a nice property (800 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 18 people comfortably in nine bedrooms with nine bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio and barbecue grill. There is a kitchen including microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
More 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 enjoyable way to spend time with friends and family while learning the secrets vital to prepare delicious 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 sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Villa De' Michelangioli
Book 15 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Conveniently located 7 km (4 mi) from Sinalunga, Italy in the tourist area "Orcia Valley" and only 22 km (14 mi) from Montepulciano. Vacation rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a lovely stone building (100 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to four people comfortably.
The property is fully fenced with dog-proof enclosure.
The Experience
When you arrive at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a patio and barbecue grill. 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 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 holiday, 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).
More Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena