Top 20 Vacation Rentals with Air Conditioning in Arezzo, Italy
Results 1 - 20 of 262
Villa Agazzi
Pretty independent accommodation with A/C, WIFI, private pool, TV, patio and panoramic view
-
8
-
4
-
4
-
250 m2
Description
Beautiful, recently restored villa situated on a hill top overlooking the city of Arezzo and the Chiana valley. This property is entirely fenced in and comprises the owners’ house and a charming small church dating back to the 7th century. Outside guests can enjoy use of a large, well-groomed garden with a beautiful, private swimming-pool set in panoramic location. The villa was divided into 4 apartments which are connected internally and are rentable only together as a private accommodation. The interiors are welcoming and tastefully furnished. On the ground floor there is a large, furnished portico ideal for al-fresco dining.
A railway line runs in the bottom of the valley. Easy train connections to Florence and Rome are available from the city of Arezzo.
The access to the property is via an unpaved but well-maintained road.
Distances: Arezzo with shops of all kinds and railway station 8 km away, Civitella Valdichiana 16 km, Cortona 32 km away, Montepulciano 50 km, the Val d’Orcia area is within 50 – 80 km, Florence 80 km away, Siena 80 km, Orvieto 90 km away, Rome 220 km away.
At guests’ disposal: large garden, beautiful, private, irregular-shaped swimming-pool (circa 16 x 8 m – min. depth 1,2 m – max. depth 3 m –salt-water purification system- open from 01/04 through 30/10), heated hydromassage area on request and for a fee, large furnished solarium with a pergola and a small house with dressing-room, toilet, 2 showers and a small kitchen corner, nice portico ideal for al-fresco dining. This villa provides WI-FI internet connection (free of charge).
The property owners run a farming estate and the can organize olive oil, wine, balsamic vinegar and spirits tasting.
Parking within the grounds.
Extra Services: Maid service available by arrangement at € 12,- / per hour. The sofa-bed on the first floor bed is available at € 150,- / per person / per week – payment on site.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Agazzi
Cadellura
Superb independent holiday home with WIFI, pool, A/C, TV and patio
Special Offer 0% Interest Installments-
5
-
2
-
2
Description
Property Summary
Nestled in the tranquil Santa Firmina district, just 4 km from the heart of Arezzo, Italy, the single-family house "Cadellura" offers an exceptional holiday rental experience that seamlessly blends privacy with convenience. This beautiful home provides a quiet and peaceful retreat from the energy of the city, while keeping you close enough to enjoy everything that Arezzo and its surroundings have to offer. The property sits within a generous 10,000 m2 fenced estate, where a terraced garden of lawn, trees, and an orchard creates a lush and serene setting. A kidney-shaped swimming pool measuring 10 x 5 m invites you to relax and enjoy the warmth of the Italian sun during the seasonal period from May 1st to September 30th. Wireless internet connection is available throughout the property, ensuring you remain connected throughout your stay. Parking is conveniently provided on the premises, and the expansive yard surrounding the house adds an extra layer of seclusion and natural beauty to your experience.
Outdoors
The outdoor spaces at "Cadellura" are truly one of the property's most remarkable features. The 10,000 m2 fenced grounds encompass a beautifully terraced garden with lawn areas, mature trees, and a productive orchard, offering ample space to unwind and explore in complete privacy. The kidney-shaped swimming pool, measuring 10 x 5 m, is available seasonally from May 1st to September 30th and serves as the centerpiece of the outdoor leisure area. Surrounding the pool, you will find a dedicated pool house equipped with a refrigerator, an outdoor shower, and comfortable patio furniture, creating an ideal setting for long, relaxing days in the open air. Whether you choose to dine al fresco, lounge by the water, or simply stroll through the orchard, the outdoor environment of "Cadellura" offers a genuinely immersive Italian countryside experience.
Other Information
"Cadellura" is equipped with a burglar alarm system, providing you with an added sense of security and peace of mind throughout your stay. It is worth noting that the owner resides on the same property, ensuring that assistance is readily available should you need anything during your visit. Further details regarding check-in and check-out times, house rules, and any additional policies can be confirmed directly with the property management prior to your arrival.
Distances and Attractions
"Cadellura" enjoys an enviable location that places a wide range of amenities and attractions within easy reach. A local shop is situated just 500 m from the property, while a supermarket can be found approximately 2 km away, making it straightforward to stock up on everything you need. Public transportation is conveniently accessible, with a bus stop located only 500 m from the house. The Arezzo railway station is just 4 km away, providing excellent connections to the wider region. The historic city center of Arezzo itself is a mere 4 km from the property, offering an abundance of cultural, culinary, and architectural attractions for you to explore during your stay. Cadellura
Villa Cecilia
Unique independent vacation rental with A/C, private pool, TV and pets allowed
-
6
-
2
-
2
-
150 m2
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
Villa Mandorlo
Stunning private house with A/C, WIFI, private pool, TV and terrace
-
10
-
5
-
6
-
280 m2
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 Leopoldina
Superb private property with WIFI, A/C, private pool and TV
-
12
-
6
-
6
-
450 m2
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
Antica Villa della Lana
Private Accommodation with private pool, WIFI, A/C, TV, veranda, pets allowed, close to Arezzo
-
10
-
5
-
5
-
220 m2
Description
Holiday rental Antica Villa Della Lana is a beautiful stone building (220 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. 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".
Your Experience
After arriving at Antica Villa Della Lana you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. 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 ten people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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 ask 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
Gellino
Unique independent holiday rental with private pool, WIFI, A/C, TV, panoramic view, close to Arezzo
-
2
-
1
-
1
-
50 m2
Description
Beautiful small independent house situated in quiet and panoramic location on the hills surrounding Arezzo with extensive views over the surrounding landscape and Arezzo in the distance. This property has been recently restored and offers welcoming, tastefully furnished and romantic interiors. Outside, guests can enjoy use of a well-groomed garden with nice swimming-pool and tennis court.
The property owners live approx. 10 meters away.
Distances: Antria with groceries 2 km away, Arezzo with general stores and railway station 12 km away, the charming town of Cortona 40 km away, Florence 70 km, Rome 150 km away.
At guests’ disposal: large garden with swimming-pool (15 x 8 m - min. depth 1,2 m – max. depth 2,4 m), private tennis court.
This property provides air conditioning.
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Gellino
Villa Marietta
Pretty independent villa rental with A/C, private pool, WIFI, TV, panoramic view, near Arezzo
-
14
-
7
-
5
-
400 m2
Description
Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fuelly equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Marietta
Villa Leo
Private Accommodation with A/C, private pool, WIFI, TV, patio, panoramic view, near Arezzo
-
8
-
4
-
2
-
125 m2
Description
Holiday home Villa Leo is a nice property (125 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to eight guests comfortably in four bedrooms with two bathrooms. Villa Leo is located 520 m (1689 ft) from Pieve San Giovanni, Italy and only 15 km (9 mi) from Arezzo in the tourist area "Arezzo And Surroundings".
Your Experience
When you arrive at Villa Leo you’ll find a nice clean well-maintained property ideal for a relaxing 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. Outdoors you will also find a barbecue grill and patio.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
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: 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
Villa Crispinino
Private Villa with A/C, private pool, WIFI, patio, pets allowed, panoramic view, near Arezzo
-
9
-
4
-
4
-
400 m2
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Casa Clotilde
Pretty private holiday villa with WIFI, private pool, A/C, TV, patio and pets allowed
Special Offer 0% Interest Installments-
8
-
4
-
3
Description
Property Summary
Casa Clotilde is a charming, renovated country house nestled in the tranquil Tuscan countryside of Civitella In Val Di Chiana, Italy, offering an exceptional vacation rental experience for those seeking peace, comfort, and natural beauty. The property sits in a quiet and sunny position, spread across 2 storeys, and is ideally suited for families or groups of friends looking to immerse themselves in the serene landscapes of the region. Guests can stay connected throughout their stay thanks to reliable internet Wi-Fi access, while the roofed parking area accommodates 2 cars with ease. The expansive private fenced garden of 350 m2, complete with a lush lawn and mature trees, provides a welcoming outdoor retreat, and the magnificent swimming pool measuring 13 x 7 m serves as the centerpiece of outdoor relaxation. Whether you are unwinding by the pool or exploring the surrounding countryside, Casa Clotilde delivers a refined and restorative holiday experience in one of Tuscany's most picturesque settings.
Outdoors
The outdoor spaces at Casa Clotilde are thoughtfully designed to encourage relaxation and outdoor living at their finest. The large private swimming pool, measuring 13 x 7 m with a depth ranging from 120 to 180 cm, is available from 09 April to 30 September and is perfectly suited for both adults and children. The beautifully maintained fenced garden of 350 m2 features a verdant lawn shaded by trees, creating a naturally cool and peaceful environment throughout the warmer months. An outdoor shower is conveniently located near the pool area, allowing guests to refresh after a swim. The garden is also equipped with a volleyball court, an arbour, garden furniture, and a barbecue, offering a wonderful variety of outdoor activities and al fresco dining opportunities. Whether you prefer a lively game on the court or a quiet evening meal under the arbour, the outdoor areas of Casa Clotilde cater to every preference with style and comfort.
Other Information
Casa Clotilde is equipped with a central heating system, ensuring a warm and comfortable atmosphere during cooler periods. Breakfast and half board are available upon request at an extra cost, providing guests with the flexibility to tailor their dining experience to their preferences. A pre-arrival grocery service is also available upon request, allowing you to arrive to a fully stocked kitchen and begin your holiday without delay. The property is situated only 500 m from the lake, adding an extra dimension of natural beauty and recreational possibility to your stay. Fishing is possible in the area, though a valid permit is required. Local farm products are available for purchase, giving guests the opportunity to enjoy the authentic flavors of the Tuscan countryside. The property also offers the option to purchase locally sourced farm products directly, further enhancing the rural and authentic character of the experience.
Distances and Attractions
Casa Clotilde enjoys a privileged location that places a wealth of cultural, historical, and natural attractions within easy reach. The centre of Monte San Savino is just 4 km away, while the centre of Civitella Val di Chiana is approximately 5 km from the property, both offering charming piazzas, local restaurants, and traditional shops. The magnificent city of Arezzo, renowned for its medieval architecture, antique markets, and vibrant cultural scene, is situated only 15 km away and is well worth a visit. An equestrian center in Arezzo can be reached in just 10 km, making it an excellent option for riding enthusiasts. The picturesque hilltop town of Montepulciano, celebrated for its outstanding wine production and Renaissance architecture, is located 40 km from the property and offers a memorable day trip into the heart of Tuscany. Casa Clotilde
Le Terrazze
Amazing independent property with private pool, WIFI, hot tub, A/C, TV, patio and pets allowed
Special Offer 0% Interest Installments-
6
-
3
-
3
Description
Property Summary
Nestled in the picturesque Tuscan countryside of Civitella In Val Di Chiana, Italy, Le Terrazze is a charming rustic two-storey terraced house that offers an exceptional vacation rental experience for those seeking tranquility and authentic rural character. Set on a generous 2-hectare lot, the property is fully fenced and encompasses a private area of 600 square meters, ensuring both privacy and security for all guests. The beautifully maintained garden features a lush lawn shaded by mature trees, creating a serene natural setting that perfectly complements the surrounding landscape. A large seasonal swimming pool measuring 12 x 5 meters invites guests to relax and refresh during warm days, while the expansive yard provides ample space for outdoor leisure and recreation. Reliable internet Wi-Fi is available throughout the property, allowing guests to stay connected with ease, and convenient on-site parking ensures a hassle-free arrival and departure. The owner resides on the same lot, adding a welcoming and attentive presence to the stay. A natural pond is also located on the property and is available for shared use, further enhancing the distinctive rural atmosphere of Le Terrazze.
Outdoors
The outdoor spaces at Le Terrazze are thoughtfully designed to make the most of the stunning Tuscan surroundings. The large seasonal swimming pool, measuring 12 x 5 meters, serves as the centerpiece of the garden area and is complemented by an outdoor shower for guests' convenience. A charming arbour provides a shaded retreat ideal for relaxing during the warmer hours of the day, while the garden furniture creates inviting spaces for alfresco dining and socialising. Guests who enjoy recreational activities will appreciate the table tennis table available on the grounds. The beautifully landscaped garden, with its well-kept lawn and mature trees, offers a peaceful environment for leisurely strolls or quiet moments in nature. A natural pond situated on the shared portion of the 2-hectare lot adds a distinctive and picturesque element to the outdoor setting, and a lovely lake is located just 500 meters from the property, providing an additional natural attraction within easy reach.
Other Information
Le Terrazze offers a number of practical services and conveniences designed to enhance the comfort of every stay. Guests have the option to request breakfast and half board meals at an additional fee, providing a welcome touch of convenience for those who prefer not to cook every day. A pre-arrival grocery service is also available, allowing guests to find the property fully stocked upon their arrival. It is worth noting that farm products are available for local sale on the premises, offering a genuine taste of the Tuscan agricultural tradition. Fishing is permitted on the natural pond, though a valid fishing permit is required and an additional fee applies. Guests should also be aware that animals are present in the surrounding neighbourhood, which adds to the authentic rural character of the location. The owner of the property lives on the same lot, ensuring attentive and responsive hospitality throughout the duration of the stay.
Distances and Attractions
Le Terrazze enjoys a privileged location that places guests within easy reach of a wide range of services, attractions, and points of interest. The nearest shop, restaurant, and bar are all located just 600 meters from the property, making everyday needs simple to meet. The railway station "Albergo" is only 1 kilometer away, offering convenient access to regional transport links. Guests with a passion for equestrian activities will be pleased to find a riding stable just 700 meters from the property. The historic town of Monte San Savino lies 4 kilometers away, while the centre of Civitella Val di Chiana is approximately 5 kilometers from Le Terrazze, both offering charming piazzas, local cuisine, and cultural heritage to explore. The renowned city of Arezzo, celebrated for its medieval architecture and vibrant arts scene, is just 15 kilometers away and makes for an excellent day trip. Montepulciano, famous for its exceptional wines and Renaissance townscape, is located 40 kilometers from the property. For those who enjoy lakeside landscapes, the celebrated Lake Trasimeno is easily accessible at approximately 50 kilometers, rounding out an impressive array of destinations that can be explored from this beautifully situated Tuscan retreat. Le Terrazze
Il Cottage Roccaio
Unique private vacation home with A/C, private pool, WIFI, TV, patio and pets allowed
Special Offer 0% Interest Installments-
8
-
3
-
3
Description
Property Summary
Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.
Outdoors
The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.
Other Information
Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.
Distances and Attractions
Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio
Il Tiglioré
Beautiful independent villa with A/C, private pool, WIFI, TV, patio and pets allowed
Special Offer 0% Interest Installments-
4
-
2
-
1
Description
Property Summary
Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.
Outdoors
The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.
Other Information
"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.
Distances and Attractions
The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré
Il Sogno di Pietro
Private Holiday villa with private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view
0% Interest Installments-
11
-
5
-
4
Description
Property Summary
Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.
Outdoors
The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.
Other Information
The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.
Distances and Attractions
"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro
Galleria di Brolio
Fabulous independent holiday rental with private pool, WIFI, A/C, TV and veranda, close to Cortona
-
10
-
4
-
3
-
170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
La Casa di Pino
Pretty private house with WIFI, private pool, A/C and TV, near Cortona
-
4
-
1
-
1
-
55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Casa Angela
Unique private villa with A/C, private pool, WIFI, TV, balcony and pets allowed, close to Cortona
-
8
-
3
-
3
-
170 m2
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
Stunning independent holiday home with A/C, WIFI, private pool, TV and terrace, near Cortona
-
6
-
3
-
3
-
170 m2
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
Superb independent villa rental with WIFI, private pool, A/C, TV and pets allowed, close to Arezzo
-
9
-
4
-
3
-
150 m2
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