Casamona Villas with Pool
Results 321 - 340 of 521
La Casetta nel Bosco
Fabulous independent property with WIFI, A/C, private pool and TV, near Montepulciano
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Description
The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!
For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco
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Description
Podere Capanne is a portion of an old farmhouse set in the hills overlooking the charming medieval village of Rigomagno and much of the wide Chiana Valley. You will find the house in a landscape covered mostly by olive trees, interrupted here and there by small vineyards and lush oak woods. Ancient farmhouses, always in privileged positions, emerge from the vegetation, completing a natural landscape of rare beauty. A delight for your eyes, an enchanting place for your holidays.
You will find the house on the edge of a large olive grove of about 3 hectares, tended like a meadow that, from the top of the hill, with a harmonious succession of natural terraces, slowly slopes down towards a wooded gully.
A few steps from the house and immersed among the olive trees is the completely fenced swimming pool for your exclusive use (size 5x10 m - depth 1.10-1.50 m - open from 01st May to 30th September), a green oasis for your summer days. In front of the house you will have a large fenced-in courtyard equipped with a table and chairs on the nice porch, where you can enjoy grills and good local wine. Deck chairs, sun loungers, table tennis table, barbecue, 2 bicycles and shaded parking space are also available. Your pets are welcome at Podere Capanne.
Podere Capanne is an old residence that has retained the characteristics and atmosphere of times gone by. It is well furnished and equipped, and we are confident that you will spend a comfortable holiday in a warm and welcoming environment. You will also have the opportunity to taste and buy excellent extra virgin olive oil produced by the owners, who still follow ancient traditions in the production of the famous local oil.
The house is located just a few kilometres from Siena and Arezzo, and we certainly recommend a visit to both. The former, admired all over the world, will welcome you with its ancient cobbled streets and the majesty of Piazza del Campo, while Arezzo, on the other hand, more reserved and less well-known, will surprise you with a delightful and rich historic centre, typical cafés and excellent trattorias. Podere Capanne
Castelletto Weddings and Events
Stunning private villa rental with private pool, internet, TV and veranda, close to Montepulciano
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Description
The Orcia Valley is truly one of the most picture-perfect landscapes in the world and is, furthermore, home to the equally stunning and top wedding location Castelletto, located 5km from Sinalunga. This gorgeous Tuscan villa is set within extensive, beautifully groomed, leafy grounds with a classic Italian garden and boasts three swimming pools and six separate apartments that can accommodate up to 36 guests in total with 14 bedrooms and 12 bathrooms comfortably. A truly perfect wedding venue in the Tuscan region, this gem is the ideal place to get married in Tuscany (including the wedding ceremony and reception), to house your friends and families, to allow for some truly stunning wedding photography, and to make unforgettable memories as you start your new life together...
If you have been considering a destination wedding in the Tuscan countryside, then Castelletto is just perfect and if you're looking for a romantic wedding venue then it is ideal. Located in a perfect position from which to explore the rest of Tuscany, you will have endless options nearby to get stunning wedding photography to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate all sorts of Italian weddings with a spacious and pretty indoor dining space looking out onto the Italian garden that can seat a wedding of around 120 people as well as extensive grounds where an area for the wedding ceremony, multiple tables for the meal, a dancefloor and bands, and more can be set up for outdoor weddings if you want to have more guests.
In addition to being a top wedding venue, Castelletto also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. The property is composed of 6 self-catering accommodations, plus 2 bedrooms, as follows:
Archi - max capacity 6: bedrooms 2, bathrooms 2
Mandorlo - max capacity 6: bedrooms 3 bathrooms 2
Paulonia - max capacity 4: bedrooms 2 bathrooms 1
Villa Dei Limoni - max capacity 14: bedrooms 6, bathrooms 5
Lilla - max capacity 2: bedrooms 1, bathrooms 1
Cottage - max capacity 4 : bedrooms 1, bathrooms 1
In the main villa - max capacity 4 : bedrooms 2, bathrooms 2
Those staying at the villa can also make use of the three pools on the property, explore the extensive grounds of the estate, savour a coffee while reading in the Italian garden or stretch out on a sun lounger by the pool, discover the wine cellars, use the tennis court, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.
Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today...
Additional Information and Services:
Il Castelletto would be a good choice for your wedding in Tuscany and Il Castelletto will take care to organise all the details of your special day. In fact the owners offer a full package including not only the accommodation and venue fee but also the wedding meal and various other meals such as a pizza party, a brunch and breakfast.
Catering - The client may choose from a wide range of menu alternatives for meals, events and weddings. The owner can propose personalised proposals according to client's preferences. Third-party caterers are not allowed and the events can be arranged only if previously agreed upon and organized by the property's staff.
Nearest Airports - (distances as the crow flies): Firenze Peretola (Flr) 125 km (77 mi), Pisa (Psa) 185 km (115 mi), Bologna (Blq) 205 km (128 mi), Roma Ciampino (Cia) 208 km (129 mi) and Roma Fiumicino (Fco) 221 km (137 mi). Castelletto Weddings And Events
Villa Toppani del Sodo
Private Vacation rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona
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Description
Villa Toppani Del Sodo is located in Sodo, Italy and only 3 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Toppani Del Sodo is a nice stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 21 guests comfortably in 11 bedrooms with 12 bathrooms.
What to Expect
After arriving at Villa Toppani Del Sodo you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a patio and barbecue grill. Sharing a meal with friends and family is a 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged 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 additional 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 extra costs.
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 inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Toppani Del Sodo. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Villa Toppani Del Sodo. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Il Sole Del Sodo
Capanna al Lago
Stunning independent property with A/C, private pool, WIFI, hot tub, TV, patio and panoramic view
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Description
Capanna Al Lago is located 8 km (5 mi) from Siena, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Capanna Al Lago is a lovely stone building (200 sq m) with air conditioning, hot tub and private pool. The property can sleep up to six people comfortably in three bedrooms with three bathrooms.
The Experience
After arriving at Capanna Al Lago you’ll find a nice clean well-maintained property with views of the lake and the hills ideal for a splendid vacation in Tuscany. After a busy 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. Outdoors you will also find a patio, playground, barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six 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 35 km (22 mi), San Gimignano 36 km (22 mi), Montalcino 48 km (30 mi), Florence 66 km (41 mi) and Montepulciano 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 167 km (104 mi), Rome 244 km (151 mi), Venice 316 km (196 mi) and Milan 360 km (224 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 10 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) 79 km (49 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 165 km (103 mi), Roma Ciampino (cia) 253 km (157 mi) and Roma Fiumicino (fco) 265 km (165 mi).
Additional Services
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Capanna Al Lago. Inquire for more details, including the extra cost and how to arrange this service.
Capanna Al Lago
Book your vacation for the period from 08 April 2026 to 23 April 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 15 August 2026 to 23 August 2026 and save 10% (minimum 3 nights).
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Description
Conveniently located 8 km (5 mi) from Siena, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from San Gimignano. Podere Le Muricce is a lovely stone building (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in five bedrooms with four bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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: San Gimignano 34 km (21 mi), Greve In Chianti 34 km (21 mi), Montalcino 52 km (32 mi), Florence 64 km (40 mi) and Montepulciano 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 158 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 250 km (156 mi), Milan 358 km (223 mi) and Naples 441 km (274 mi).
Additional Information
Check-In Time: 16:00 - 19:30
Check-Out Time: 08:00 - 10:00
Pool Open: 11 May - 5 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) 77 km (48 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 164 km (102 mi), Roma Ciampino (cia) 260 km (161 mi) and Roma Fiumicino (fco) 272 km (169 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 delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to organize this service.
Podere Le Muricce
Casa di Luca, Pool, Castelnuovo Berardenga
Independent House with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
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Description
Casa Di Luca, Pool, Castelnuovo Berardenga is located 14 km (9 mi) from Siena, Italy and only 39 km (24 mi) from Greve In Chianti in the tourist area "Siena And Surroundings". Casa Di Luca, Pool, Castelnuovo Berardenga is a lovely stone building (160 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms.
What to Expect
Upon arrival at Casa Di Luca, Pool, Castelnuovo Berardenga you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy 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. For your pleasure, on the grounds there is a playground, 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 ten 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 39 km (24 mi), San Gimignano 51 km (31 mi), Montalcino 54 km (34 mi), Montepulciano 63 km (39 mi) and Arezzo 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 80 km (50 mi), Viareggio 175 km (108 mi), Forte Dei Marmi 182 km (113 mi), Rome 240 km (149 mi), Milan 375 km (233 mi) and Naples 430 km (267 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Di Luca, Pool, Castelnuovo Berardenga. 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 May - 6 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) 93 km (58 mi), Pisa (psa) 128 km (79 mi), Bologna (blq) 180 km (112 mi), Roma Ciampino (cia) 249 km (154 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Front outdoor space of about 100 square meters private and fenced.
Backyard space and pool (4x10 m) occasionally shared with the owner who has reserved a small portion of the house.
Casa Di Luca, Pool, Castelnuovo Berardenga
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Description
Property Summary
Nestled among the rolling hills of the Tuscan countryside, "Casino di Lecceto" is a large, rustic cottage offering an authentic and secluded retreat in Italy, just 8 km from the historic centre of Siena. Set at 400 metres above sea level and spread across 3 storeys, this detached property sits majestically on top of a hill, surrounded by trees and embraced by the natural beauty of the surrounding woodland. As a holiday rental of remarkable character and charm, the cottage accommodates guests seeking privacy and immersion in nature without sacrificing comfort. The property benefits from a generous private estate of 2 hectares, fully fenced and maintained in its natural state, encompassing a wildlife garden, a natural garden, a meadow, and a courtyard. A private swimming pool measuring 10 x 5 metres is available for guests during its seasonal opening period, from 24 April to 4 October, and is maintained by the owner's gardener. The yard surrounding the property provides ample space to enjoy the tranquil outdoor setting, while parking is conveniently available directly on the premises. Internet Wi-Fi connectivity ensures that guests can remain connected throughout their stay, even in this wonderfully remote location.
Outdoors
The outdoor spaces of "Casino di Lecceto" are a true highlight of the property, offering a harmonious blend of cultivated and natural environments across an expansive 2-hectare estate. The private grounds include a wildlife garden, a natural garden, a meadow, and a courtyard, all maintained in a manner that respects and celebrates the surrounding landscape. The swimming pool, measuring 10 x 5 metres, is available seasonally from 24 April to 4 October and is regularly serviced by the owner's gardener to ensure it remains in excellent condition throughout the season. A terrace provides an ideal setting for outdoor relaxation and dining, furnished with garden furniture to allow guests to enjoy meals and leisure time in the open air. A barbecue is also available, perfect for alfresco dining during warm Tuscan evenings. Walking paths begin just 1 km from the property, inviting guests to explore the surrounding countryside and woodland at their own pace.
Other Information
"Casino di Lecceto" is a detached, 3-storey rustic cottage situated in a secluded position, and guests should be aware that part of the house is closed and unoccupied during their stay. Access to the property is via a 400-metre unmade road that is very bumpy, and a 4x4 vehicle is strongly recommended, particularly during the winter months. Please be advised that the tap water at the property does not meet drinking water quality standards, and guests are encouraged to use bottled water for drinking purposes. Baby equipment is included in the rental at no additional charge, making the property a practical choice for families with young children. Groups of teenagers are accommodated on request only and must be arranged in advance. The property is surrounded by trees and positioned 100 metres from the edge of the forest, offering a genuinely immersive natural experience in the Tuscan hills.
Distances and Attractions
"Casino di Lecceto" enjoys a privileged position that provides convenient access to a wealth of destinations and services. Essential amenities are within easy reach, with a grocery store located 1 km away, a supermarket 5 km away, and a restaurant just 2 km from the property. A bus stop is situated 2 km away, while the railway station "Siena" is 8 km from the cottage. The vibrant city of Siena, with its world-renowned historic centre, is just 8 km away, while Florence lies approximately 80 km from the property. The charming medieval town of San Gimignano is 50 km away, and the beautifully preserved walled village of Monteriggioni can be reached in just 14 km. For those interested in history and culture, a former hermitage featuring 15th-century frescoes is located just 1 km from the property. The remarkable ruined abbey of San Galgano is 28 km away, and the ancient Etruscan city of Volterra is 50 km from the cottage. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths at "Rapolano Terme," situated 37 km away. An 18-hole golf course is available 16 km from the property. For those wishing to visit the coast, the sandy beach of "Follonica" is 80 km away, as is the sea. Casino di Lecceto
Villa del Mangia, 5Panoramic Pool and Chef Service
Superb private holiday rental with WIFI, A/C, private pool, terrace and panoramic view
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Description
Villa del Mangia is a villa located just a few kilometers from Siena.
The villa consists of a main building spread over two floors and an external annex, a former stone barn, which serves as the guesthouse. The total area of the property is 400 sqm. The entire complex was fully renovated in 2024, with incredible attention to detail and the use of high-quality materials, skillfully combining the charm of Tuscan tradition with modern comforts, furnishings, and top-tier materials, offering a luxurious and sophisticated environment. The villa, meticulously curated in every detail, reflects the refined taste of the owner and an emphasis on rare, high-quality materials.
The outdoor spaces have been designed with great care, creating a harmonious connection between the villa and the surrounding natural environment. The garden features lush terraced areas, olive trees, and spacious open areas, ideal for hosting large families or groups of friends seeking a relaxing and convivial vacation.
The interiors, enhanced by marbles that provide luminosity and contemporary design, are equipped with a floor heating and cooling system to ensure maximum comfort. At the same time, original elements such as the ceilings and exposed beams preserve the villa's historic charm, offering a perfect balance between the old and the new.
The annexed barn is equally welcoming, with a breathtaking view of Siena: every window in this building frames a picture-perfect scene.
The spacious indoor and outdoor areas provide the opportunity to enjoy moments together without sacrificing tranquility or the possibility of retreating to more intimate spaces. Ideal for large families or groups wanting to spend a pleasant vacation together while maintaining privacy, this villa allows you to fully enjoy the Sienese countryside, while being just a short drive from some of Tuscany's most famous destinations, such as Siena, San Gimignano, and Florence. Villa del Mangia, 5Panoramic Pool and Chef Service
Book your vacation for the period from 01 June 2026 to 26 June 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 01 July 2026 to 31 July 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 09 September 2026 to 19 September 2026 and save 10% (minimum 3 nights).
Book your vacation for the period from 13 October 2026 to 31 October 2026 and save 10% (minimum 3 nights).
Villetta di Cortona
Private House with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
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Description
Villetta Di Cortona is a beautiful holiday home (90 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
What to Expect
When you arrive at Villetta Di Cortona you’ll find a lovely clean well-maintained property perfect for a peaceful vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a barbecue grill and patio.
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 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Book your vacation for the period from 04 April 2026 to 16 May 2026 and save 25% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 25% (minimum 3 nights).
Villa Margherita
Pretty independent house with WIFI, private pool, TV, patio, pets allowed and panoramic view
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Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Castelmuzio
Pretty private villa with private pool, WIFI, TV, veranda and panoramic view, close to Montepulciano
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Description
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country accommodation offering tastefully furnished interiors. This nice property enjoys extensive views over the surrounding hills and valleys.
Distances: Castelmuzio with all kinds of shops 3 km, Montisi 4 km, Pienza 20 km, Sinalunga approx. 20 km, the town of Montalcino renowned for its excellent Brunello wine 30 km, Siena approx. 50 km.
At guests’ disposal: large private furnished garden, private swimming-pool (7,80 x 5,20 m – max. depth 1,50 m), barbecue, table tennis. All windows are provided with screens. Washing-machine and ironing facilities available. The access to the property is via an unpaved road not suitable for sports cars. Parking within the grounds.
Extra services: maid service available by arrangement (payment on the spot). Upon request it is possible to organise hot air balloon trips, visit to local festivals, cheese, oil and wine tastings.
The owners will receive their guests with a welcome cocktail
Please carefully check if there are any extra costs to be paid on site! Castelmuzio
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Description
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region.
This property offers visitors the beauty of the local area, known worldwide for its history, natural resources, and delicious food and wine.
Appartamento Beatrice has a pool, perfect for relaxing with friends, and a large garden with a barbecue area. Surrounded by vineyards, olive groves, and oak forests, it gives a true feel of the countryside.
Guests are greeted by the stunning views of the landscape all around. From the hill, you can see the different sides of the Chianti region, both natural and artistic, including the Romanesque church of St. Peter in Cedda and the valley of the Elsa River.
The house is located on the border of Siena and Florence, which adds to its charm, recalling the historical rivalry between these two cities.
The hilltop location offers great views over the surrounding landscape. Cities like Siena, San Gimignano, Florence, and Volterra are just a short drive away.
The small villages and Romanesque country churches nearby can be easily reached by relaxing walks through the Chianti hills.
At guests' disposal:
The pool (10x5 m) is shared with other 3 apartments and it is situated at about 30 meters from the apartment. Private garden, fully furnished terrace, barbecue facilities, dishwasher, hair dryer, toaster, washing machine, sat TV, cot and high chair on request (free), iron and ironing board, CD player, American coffee machine, Parking on the grounds.
Distances:
San Donato in Poggio 8 km; Siena 25 km; San Gimignano 30 km; Florence 45 km; Pisa 100 km. Rome 250 km.
Access to the house by car: 3 km via an unpaved road, not suitable for sports cars.
Please carefully check if there are any extra costs to be paid on site! Appartamento Beatrice
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 Ginestra
Amazing private property with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona
- 6
- 3
- 3
Description
Villa Ginestra is a lovely stone building (100 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Conveniently located 5 km (3 mi) from Poggioni, Italy in the tourist area "Cortona And Surroundings" and only 14 km (9 mi) from Cortona.
Your Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and patio. 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
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 14 km (9 mi), Arezzo 42 km (26 mi), Montepulciano 44 km (27 mi), Perugia 66 km (41 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (147 mi), Rome 224 km (139 mi), Venice 376 km (233 mi) and Milan 428 km (266 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) 149 km (93 mi), Pisa (psa) 210 km (130 mi), Bologna (blq) 230 km (143 mi), Roma Ciampino (cia) 233 km (145 mi) and Roma Fiumicino (fco) 245 km (152 mi).
More 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 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 holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
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.
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 Ginestra
- 15
- 9
- 8
Description
Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 27 km (16 mi) from Arezzo. Holiday rental Villa Gelsi is a nice stone building (230 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 15 people comfortably in nine bedrooms with eight 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 perfect for a relaxing vacation in Tuscany. After a busy 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.
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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 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) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
- 4
- 2
- 2
Description
Villa Camelia is a beautiful holiday home (100 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to four people comfortably in two bedrooms with two bathrooms. Villa Camelia is located , Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
The owner (1 person) lives in a house near Villa Camelia (50m away), in the same park. In any case he doesn’t use neither the swimming pool nor the garden.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the city ideal 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. 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, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Montepulciano 20 km (12 mi), Arezzo 34 km (21 mi), Montalcino 51 km (31 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 197 km (122 mi), Venice 358 km (222 mi) and Milan 401 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) 122 km (76 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 203 km (126 mi), Roma Ciampino (cia) 206 km (128 mi) and Roma Fiumicino (fco) 218 km (135 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize 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 additional costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service when you arrive.
Villa Camelia
Villa i Cocciai
Wonderful private accommodation with private pool, A/C, WIFI, TV, terrace and panoramic view
- 8
- 4
- 4
Description
Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental Villa i Cocciai is a beautiful stone building (185 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
What to Expect
When you arrive at Villa i Cocciai you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a hectic 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. 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 terrace 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: Arezzo 29 km (18 mi), Montepulciano 30 km (18 mi), Perugia 52 km (32 mi), Montalcino 64 km (40 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 222 km (138 mi), Rome 210 km (130 mi), Venice 371 km (230 mi) and Milan 414 km (257 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 218 km (135 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa i Cocciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa i Cocciai
Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 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.
Casa Cristina
Wonderful independent vacation rental with private pool, WIFI, TV, terrace and panoramic view
- 4
- 1
- 1
Description
Holiday rental Casa Cristina is a nice property that includes WiFi internet and private pool. The property can accommodate up to four guests comfortably. Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 34 km (21 mi) from Arezzo.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting 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: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 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) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets required to prepare delicious Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
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.
Casa Cristina
Villa Monteresi
Unique independent villa with WIFI, hot tub, A/C, private pool, TV and patio, near Siena
- 12
- 6
- 7
Description
Villa Monteresi is a beautiful stone building (800 sq m) with WiFi internet, hot tub and private pool. The property can sleep up to 12 people comfortably in six bedrooms with seven bathrooms. Villa Monteresi is located in Monteresi, Italy and only 9 km (5 mi) from Siena in the tourist area "Siena And Surroundings".
The Experience
When you arrive at Villa Monteresi you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic 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. Outside you will also find a barbecue grill, hot tub and patio. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: Siena 9 km (5 mi), San Gimignano 34 km (21 mi), Greve In Chianti 42 km (26 mi), Montalcino 50 km (31 mi) and Florence 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 159 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 248 km (154 mi), Venice 315 km (196 mi) and Milan 356 km (221 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) 77 km (48 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 164 km (102 mi), Roma Fiumicino (fco) 252 km (157 mi) and Roma Ciampino (cia) 260 km (161 mi).
Villa la Quercia
