Vacation Rentals with Air Conditioning in Monte S. Marie, Italy
Results 181 - 200 of 328
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Description
Villa Cecilia is an old farmhouse dating back to before 1800. You will find it perched on a hill in the heart of the Valdichiana, about 4 km from Castiglion Fiorentino, a characteristic village where you will find shops, restaurants, supermarkets and all necessities.
The farmhouse has been recently and carefully restored under the careful guidance of the owners, who strongly wished to maintain its ancient origins and characteristics. The original terracotta tiled floors, the high ceilings with wooden beams, all coordinated with quality furnishings, with fine antiques, are a perfect match for the characteristics of the villa. You will feel a sense of warmth at the villa, you will feel welcomed and pampered, perfectly in harmony with your surroundings.
The history of the farmhouse is also fascinating. In ancient times, the Valdichiana was a swamp and before the land reclamation took place, its waters lapped the land of the property and just a few steps from the house there was a small harbour for boats that connected by water to the surrounding villages.
Today the villa is part of a farm that includes vineyards, cereal crops, farmyard animals and beautiful horses. About 1 km away, at the owners' residence, you will be able to enjoy the organic produce from their vegetable garden free of charge. Their paddocks, should you travel with your horses, will be at your disposal (service available for a fee).
Around the villa, you will enjoy a large, completely fenced green space perfect for your morning or evening walks even with your four-legged friends. Inside the park there is also a woodland path (approx. 500 m) where you can relax, walk and organise cool snacks.
For your days at home, there is a beautiful infinity swimming pool (size 6x12 m, depth 1.35 m - open from 01 May to 30 September), with a Roman staircase, bicycles at your disposal, a beautiful porch well equipped with outdoor furniture, where you can enjoy a book or an aperitif in company, the barbecue for your cookouts and also games for your children. Villa Cecilia
Casa Angela
Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona
- 8
- 3
- 3
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Podere i Gigli
Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona
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Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Collina dei Fiori
Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo
- 9
- 4
- 3
Description
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Villa degli Olivi
Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
- 14
- 7
- 7
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
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Description
If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina
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Description
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
Villa Mezzavia
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
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Description
Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Mezzavia is a nice vacation rental (300 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to 11 guests comfortably in six bedrooms with four bathrooms.
What to Expect
After arriving at Villa Mezzavia you’ll find a lovely clean well-maintained property ideal for a relaxing vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio and barbecue grill.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Special Services
Villa Mezzavia
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Noceta
Stunning independent house with A/C, WIFI, private pool, TV, panoramic view, close to Cortona
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- 5
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Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Antica Villa della Lana
Unique independent holiday home with A/C, private pool, WIFI, TV, veranda, pets allowed, near Arezzo
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- 5
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Description
Antica Villa Della Lana is located 960 m (3115 ft) from Santa Firmina, Italy and only 2 km (2 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Holiday rental Antica Villa Della Lana is a beautiful stone building (220 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property perfect for a relaxing vacation 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 2 km (2 mi), Cortona 29 km (18 mi), Montepulciano 51 km (31 mi), Montalcino 72 km (45 mi) and Siena 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 93 km (58 mi), Viareggio 179 km (111 mi), Forte Dei Marmi 186 km (116 mi), Rome 232 km (144 mi), Venice 338 km (210 mi) and Milan 381 km (237 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Antica Villa Della Lana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 15 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 98 km (61 mi), Pisa (psa) 160 km (99 mi), Bologna (blq) 188 km (117 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Antica Villa Della Lana
Casale Biancospino
Private Holiday rental with WIFI, A/C, private pool, TV, patio, panoramic view, near Montepulciano
- 10
- 4
- 3
Description
Casale Biancospino is a beautiful property (160 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with three bathrooms. Casale Biancospino is 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.
The Experience
When you arrive at Casale Biancospino you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to ten 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: 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).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the 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.
Mulino Morandi
Superb independent holiday rental with WIFI, A/C, private pool, TV and patio
- 12
- 6
- 6
Description
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Podere i Prati
Independent Property with A/C, private pool, WIFI, terrace, panoramic view, near Montepulciano
- 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
Villa Mira
Private Villa with A/C, WIFI, private pool, TV, pets allowed, panoramic view, close to Cortona
- 6
- 3
- 2
Description
Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Villa Mira is a nice vacation rental (90 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms.
What to Expect
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 peaceful 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 visiting museums.
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 15 km (9 mi), Montepulciano 19 km (12 mi), Perugia 50 km (31 mi), Arezzo 53 km (33 mi) and Montalcino 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (128 mi), Venice 368 km (229 mi) and Milan 411 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Mira. 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: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 228 km (142 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the specific tour and number of people.
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 when you arrive.
Villa Mira
Villa Fulvia
Private Holiday home with hot tub, WIFI, A/C, TV, veranda, panoramic view, near Montepulciano
- 10
- 3
- 3
Description
Villa Fulvia is a beautiful stone building (360 sq m) with hot tub, WiFi internet and air conditioning. The property can sleep up to ten people comfortably. Villa Fulvia is located in Chianciano Terme, Italy and only 11 km (7 mi) from Montepulciano in the tourist area "Orcia Valley".
Your Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a barbecue grill, hot tub and playground. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
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 11 km (7 mi), Montalcino 37 km (23 mi), Cortona 42 km (26 mi), Perugia 65 km (41 mi) and Arezzo 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (146 mi), Rome 184 km (114 mi), Venice 384 km (239 mi) and Milan 429 km (267 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (92 mi), Roma Ciampino (cia) 186 km (115 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 237 km (147 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while discovering 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 mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Fulvia. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
La Vittoria 10
Book 7 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 3 nights minimum and can not be combined with any other special offers.
Description
Property Summary
Villa Belmonte is a magnificent historic vacation rental dating back to the seventeenth century, nestled on a panoramic hill in the heart of the Chianti region in Loro Ciuffenna, Italy. This exclusive residence stands majestically halfway between the renowned cities of Florence, Siena and Arezzo, offering an unparalleled location for discerning travelers seeking authenticity and refinement. Completely restored in 2004, the villa preserves its historic charm while providing modern comfort and amenities. The property is enveloped by 3 hectares of lush parkland featuring manicured gardens, centuries-old trees and productive olive groves that create a serene and private atmosphere. As an independent villa available for exclusive rental, you will enjoy complete privacy and dedicated facilities including a spectacular swimming pool with hydromassage corner and ample parking space, including facilities for electric vehicles. The villa accommodates guests across 10 elegantly appointed rooms and 2 self-contained apartments, ensuring flexible accommodation options for groups and families. Additional exclusive features include a private restaurant reserved for guests, a meeting room housed in the adjacent Granary building, and a charming church overlooking the garden, available for special events and ceremonies.
Outdoors
The outdoor spaces of Villa Belmonte are nothing short of breathtaking, designed to immerse you in the tranquil beauty of the Tuscan countryside. The expansive 3-hectare estate encompasses beautifully maintained gardens dotted with ancient trees and flourishing olive groves that have graced this land for generations. The centerpiece of the outdoor amenities is the stunning non-heated swimming pool, measuring 1.50 meters in depth and featuring a luxurious hydromassage corner where you can relax while taking in the panoramic views. The poolside area is thoughtfully equipped with a spacious solarium furnished with comfortable chaise lounges and protective sunshades, creating an ideal setting for leisurely afternoons under the Tuscan sun. A magnificent large terrace extends from the side of the villa, perfectly positioned to overlook the garden and specifically designed for outdoor dining experiences. This terrace is fully equipped to host breakfasts, lunches and dinners, allowing you to savor meals al fresco while surrounded by the property's natural beauty. The Pratomagno apartment features its own private and equipped outdoor area facing the garden, while the Fienile apartment boasts a dedicated outdoor space overlooking the swimming pool, providing additional intimate settings for relaxation and outdoor living.
Unit Layout
Villa Belmonte offers an exceptionally spacious and thoughtfully designed interior layout that accommodates up to 28 guests across 12 bedrooms and 13 bathrooms, distributed throughout the main villa structure and two independent apartments. The ground floor welcomes you with an elegant living room featuring a traditional fireplace and a cozy library area, perfect for quiet moments of reflection. On this same level, you will find the Superior Rooms, including the Arco room and Fonticina room, each measuring approximately 32 square meters and accommodating 2 guests. These ground floor rooms face the garden and are conveniently connected by an internal door, both offering flexible sleeping arrangements with double or twin beds and private bathrooms equipped with showers. The first floor houses the Deluxe Camino room, spanning 35 square meters and accommodating 2 guests, and the Abete room at 29 square meters also for 2 guests, both overlooking the valley with double or twin bed configurations and en-suite shower bathrooms. This floor also features the spacious Junior Suite of approximately 40 square meters, designed to accommodate 3 plus 1 guests, comprising a living room with a single bed with the possibility of adding another, a separate bedroom with a double bed, and a bathroom with shower. The second floor presents another inviting living room alongside several accommodation options. The Deluxe Terracotta room, measuring 35 square meters and accommodating 3 guests, overlooks the valley and is furnished with a double bed and a single bed, complemented by a bathroom with bathtub. The Executive Alcova and Rondini rooms, each 30 square meters and accommodating 2 guests, are positioned adjacent to each other with views over the garden and pool, both featuring double or twin beds and shower bathrooms. The Classic Mansardina and Tulipani rooms, each 28 square meters for 2 guests, complete the second floor offerings with double or twin beds and shower bathrooms, with the Mansardina facing the front of the villa and the Tulipani oriented toward the pool area. The Pratomagno apartment, approximately 45 square meters and accommodating 3 plus 1 guests, is situated at the rear of the villa facing the garden and comprises a kitchen, a bedroom with a double bed and a single bed with the option to add another, and a spacious bathroom with shower. The Fienile apartment, spanning approximately 55 square meters for 3 guests, is located at the back overlooking the swimming pool and is arranged across two levels, with a kitchen, bathroom with shower and sofa bed on the ground level, while the upper floor contains a bedroom with a double bed and a single bed plus an additional bathroom. The dining room is positioned on the side of the villa with direct access to the large garden terrace.
Amenities Included
Villa Belmonte is equipped with comprehensive modern amenities designed to ensure your comfort throughout your stay. Air conditioning and heating systems are installed throughout the property, allowing you to maintain the perfect temperature regardless of the season. The private garden spanning 3 hectares provides an exclusive natural retreat for your enjoyment, featuring centuries-old trees and productive olive groves that enhance the authentic Tuscan experience. Each of the 10 rooms in the main villa is individually appointed with a minibar for your convenience, a tea and coffee maker for preparing hot beverages at any time, a personal safe for securing valuables, a direct telephone line, a hairdryer, and a flat screen television for entertainment. High-speed Wi-Fi connectivity is available throughout the entire property, ensuring you remain connected when desired. The two apartments, Pratomagno and Fienile, are both equipped with fully functional kitchens containing all necessary appliances and utensils for preparing meals independently. Swimming pool towels are provided for your use at the poolside solarium. The property includes a dedicated meeting room located in the Granary building adjacent to the main villa, suitable for business gatherings or special events. A charming church overlooking the garden is available for ceremonies and celebrations. The on-site restaurant, reserved exclusively for guests, offers a convenient dining option for lunches and dinners that can be arranged according to your preferences.
Other Information
The exclusive rental of Villa Belmonte provides you with complete privacy and access to all facilities and services designed to make your stay memorable. A comprehensive concierge service is available daily from 8:30 a.m. to 7:00 p.m. to assist with any requests, arrangements or information you may require during your visit. Daily cleaning of all rooms and common areas is performed to maintain impeccable standards throughout the property, and linen changes are included as part of the service. Utility costs are covered in your rental, encompassing water, electricity and gas consumption. The property benefits from professional custody and night watchman services, ensuring security and peace of mind throughout your stay. Parking facilities are provided on the premises with dedicated infrastructure for electric vehicles. The villa's professional kitchen is not available for direct guest use; however, the property offers a small restaurant that is open for light lunches, snacks and aperitifs. Dinners can be specially arranged with external chefs in collaboration with the property owners, providing you with high-quality dining experiences without leaving the estate. If you prefer to prepare your own meals, the Pratomagno and Fienile apartments are equipped with kitchens that you may use freely. Availability during August is offered upon request and subject to confirmation. The church overlooking the garden is available for use for ceremonies and special events.
Distances and Attractions
Villa Belmonte enjoys a privileged position in the celebrated Chianti region of Loro Ciuffenna, strategically located on a panoramic hill that places you equidistant from three of Tuscany's most iconic cities. Florence, with its unparalleled Renaissance art and architecture, Siena, renowned for its medieval cityscape and the famous Palio horse race, and Arezzo, celebrated for its artistic heritage and antique markets, are all easily accessible from the property. This central location allows you to explore the very best of Tuscany while returning each evening to the tranquility of your private hilltop retreat. The surrounding Chianti countryside is dotted with charming villages, family-run wineries offering tastings of world-famous wines, authentic trattorias serving traditional Tuscan cuisine, and scenic hiking and cycling routes through vineyards and olive groves. The panoramic position of the villa provides sweeping views across the valley, offering spectacular vistas that change with the light throughout the day and showcase the quintessential Tuscan landscape of rolling hills and cypress-lined roads.
Costs & Services
Included services
- Breakfast
- Daily cleaning of rooms and common areas
- Linen change
- Concierge service from 8:30 a.m. to 7:00 p.m.
- Use of the swimming pool with towels
- Utility costs
- Custody and night watchman
- Air conditioning and heating
- Wi-Fi
- Parking
Extra costs
- Use of the church: €700.00
- Tourist tax: to be paid on site Villa Bel Monte
Villa Leo
Independent House with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
- 8
- 4
- 2
Description
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
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: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Book 7 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 7 nights minimum and can not be combined with any other special offers.
Villa Gaville
Wonderful private holiday home with private pool, A/C, WIFI, TV, terrace, near Greve In Chianti
- 7
- 4
- 3
Description
Villa with private pool in Gaville, on the Hills of Chianti in Tuscany.
This property is located just 40km away from Florence. The famous area of Chianti Classico is within 15-40 km away.
This beautiful area offers great food, good wine, history, panoramic landscapes etc.
Villa Gaville is provided with a private swimming pool with panoramic views, surrounded by a garden furnished with sunbeds, parasols, tables, chairs, barbecue and wood burning oven. The owners live in the property next to Villa Gaville, and they are always on hand should the guests require any assistance. They do not have access to the garden or the swimming pool of Villa Gaville. Inside, the house offers all the comforts necessary for a relaxing holiday.
At guests' disposal large and well cared gardens, private outdoor dining area, private pool (fenced-in): size 10m x 5m; minimum depth 1m; maximum depth 1,50m, portable barbecue, baby cot and high chair, fenced-in property, fans provided in each bedroom. Air condition in all bedrooms and in the living room . EV charger ( at an extra cost)
Distances: Gaville (with bar and food shop) 1,5 km away, Figline Valdarno 8 km away, Chianti Classico area is within 15 - 40 km away, Florence 40 km away, Arezzo 50 km away, Siena 56 km away, San Gimignano 67 km away, Cortona 80 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Gaville
Villa San Pietro
Private Property with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view, near Cortona
- 14
- 7
- 5
Description
Conveniently located 770 m (2481 ft) from Cegliolo, Italy in the tourist area "Cortona And Surroundings" and only 5 km (3 mi) from Cortona. Property Villa San Pietro is a lovely property (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with five bathrooms.
The Villa is composed of 3 apartments: 2 in the main Villa and 1 in the annex.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful holiday 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 barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Arezzo 27 km (17 mi), Montepulciano 33 km (20 mi), Perugia 59 km (37 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 204 km (126 mi), Forte Dei Marmi 211 km (131 mi), Rome 213 km (132 mi), Venice 360 km (224 mi) and Milan 403 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa San Pietro. 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: 15 April - 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) 123 km (76 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 234 km (146 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize 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.
Tours - Custom tours can be arranged by the owner for your group. For more details 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.
Baby Sitting - A babysitter can be arranged at Villa San Pietro. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa San Pietro
Villetta Cafaggio, Ac, Wifi, Panzano in Chianti
Unique private villa with WIFI, A/C, TV and panoramic view, close to Greve In Chianti
- 4
- 2
- 1
Description
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is located 6 km (4 mi) from Panzano In Chianti, Italy and only 13 km (8 mi) from Greve In Chianti in the tourist area "Chianti". Villetta Cafaggio, Ac, Wifi, Panzano In Chianti is a nice stone building (110 sq m) with air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom.
The Experience
After arriving at Villetta Cafaggio, Ac, Wifi, Panzano In Chianti you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 13 km (8 mi), Siena 30 km (18 mi), San Gimignano 37 km (23 mi), Florence 42 km (26 mi) and Montalcino 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 42 km (26 mi), Viareggio 136 km (84 mi), Forte Dei Marmi 143 km (89 mi), Rome 270 km (168 mi), Venice 292 km (182 mi) and Milan 335 km (208 mi).
Additional Information
Check-In Time: 15:00 - 18:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 55 km (34 mi), Pisa (psa) 101 km (63 mi), Bologna (blq) 141 km (88 mi), Genova (goa) 274 km (170 mi) and Roma Ciampino (cia) 279 km (174 mi).
Villetta Cafaggio, Ac, Wifi, Panzano In Chianti
Book your vacation for the period from 25 April 2026 to 15 May 2026 and save 15% (minimum 3 nights).
