Monte San Savino Villas with Pool

Excellent 1599 Guest Reviews 4.66 /5

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La Felcaia: Cloud, Water, Plant, Sky, Property, Swimming Pool, Furniture, Chair, Azure, Outdoor Furniture 0% Interest Installments € 128 - € 333/night

Superb independent holiday villa with private pool, WIFI, TV, patio and pets allowed

  •   6
  •   3
  •   2
€ 128 - € 333per Night

Description

Property Summary

Nestled in the breathtaking Tuscan countryside at 600 meters above sea level, House "La Felcaia" is an exceptional holiday rental offering an unparalleled retreat in the heart of Italy. Located just 2.5 km from the charming town of Castiglion Fiorentino and 10 km from the renowned hilltop city of Cortona, this impressive property spans 500 m2 and is set within a magnificent 3-hectare estate. The villa is surrounded by a fenced terraced garden filled with trees, creating a serene and private atmosphere that perfectly complements the natural beauty of the Tuscan landscape. Guests have exclusive access to a stunning swimming pool measuring 11 x 5 meters, available from 01 May to 06 October, ensuring refreshing summer days in complete privacy. The property is equipped with internet wifi, keeping you connected throughout your stay, while roofed parking for 2 cars provides added convenience and peace of mind. Whether you are seeking relaxation or adventure, House "La Felcaia" delivers an extraordinary experience in one of Italy's most celebrated regions.

Outdoors

The outdoor spaces at House "La Felcaia" are truly remarkable, offering a wealth of opportunities to enjoy the stunning Tuscan surroundings. The private fenced terraced garden, rich with mature trees, provides a tranquil and shaded environment perfect for leisurely afternoons in the open air. The exclusive swimming pool, measuring 11 x 5 meters with a depth ranging from 90 to 190 cm, is available from 01 May to 06 October and is complemented by a dedicated WC and an outdoor shower conveniently located within the pool area. For shared use, a generous pergola of 50 m2 offers a welcoming shaded space ideal for outdoor dining and relaxation, furnished with garden furniture that invites you to unwind and take in the peaceful countryside views. A table tennis table is also available in the shared outdoor area, providing a fun recreational option for guests of all ages. The expansive 3-hectare grounds further invite exploration, with walking paths departing directly from the property, allowing you to immerse yourself in the natural beauty of the Tuscan hills at your own pace.

Other Information

House "La Felcaia" is thoughtfully equipped to ensure a comfortable and secure stay for all guests. The property features a burglar alarm system, providing an additional layer of security and peace of mind throughout your visit. Inside the house, guests can enjoy a table tennis table as well as a table football, offering entertaining recreational options for evenings or quieter moments indoors. It is worth noting that the owner resides on the same property, ensuring attentive and responsive assistance should any need arise during your stay. To fully appreciate the surrounding area and make the most of the many nearby attractions, it is recommended that guests have access to a car, as the property's countryside setting makes personal transportation particularly advantageous.

Distances and Attractions

House "La Felcaia" enjoys a privileged position that places a wealth of destinations and services within easy reach. A shop is located just 2.5 km away, while a supermarket can be found at 3.5 km, ensuring that everyday essentials are always conveniently accessible. The railway station "Castiglion Fiorentino" is situated 3.5 km from the property, offering straightforward connections for those wishing to travel by train. For golf enthusiasts, a 9-hole golf course is just 13 km away, while the sandy beach "Castiglione della Pescaia" is reachable at a distance of 160 km, and the bathing lake "Lago Trasimeno" lies 35 km away, providing a closer aquatic escape. Culture and history are equally well represented in the surrounding area, with the magnificent city of Arezzo just 25 km away, the iconic Firenze at 100 km, and the popular Valdichiana Outlet Village a mere 20 km from the property. The celebrated hilltop town of Cortona, renowned for its Etruscan heritage and panoramic views, is only 10 km away, while the centre of Castiglion Fiorentino, with its charming streets and local amenities, is just 2.5 km from the house. La Felcaia

Nido del Sorbino: Table, Furniture, Plant, Building, Tableware, Wood, Chair, Interior Design, House, Shade 0% Interest Installments € 78 - € 208/night

Pretty independent accommodation with WIFI, private pool, TV, terrace and pets allowed

  •   3
  •   1
  •   1
€ 78 - € 208per Night

Description

Property Summary

Nestled at an elevation of 460 meters above sea level in the rolling hills of Tuscany, Italy, the "Nido del Sorbino" is a charming "Rustico" cottage that offers a truly tranquil holiday rental experience. Situated just 4 kilometers from the historic center of Castiglion Fiorentino, this property combines rustic character with a peaceful natural setting, making it an ideal retreat for those seeking to immerse themselves in the authentic Tuscan countryside. The cottage is set on a fully fenced private plot of 2,000 square meters, accessible via a 200-meter unmade road with narrow motor access, ensuring a sense of seclusion and privacy throughout your stay. The property features a small seasonal swimming pool measuring 3 x 2 meters with a depth of 140 centimeters, available from May 1 to September 30, perfect for refreshing dips during the warmer months. The surrounding yard encompasses a terraced and natural garden that provides a serene outdoor environment for relaxation and leisure. Guests benefit from WiFi access throughout their stay, ensuring connectivity whenever needed, while on-site parking is available directly on the premises for complete convenience.

Outdoors

The outdoor spaces of "Nido del Sorbino" are thoughtfully shaped by the natural slope of the terrain, resulting in a beautifully terraced garden that blends harmoniously with the surrounding Tuscan landscape. The natural garden extends across the private 2,000 square meter fenced plot, offering ample space to unwind, explore, and enjoy the open air in complete privacy. The seasonal swimming pool, measuring 3 x 2 meters with a depth of 140 centimeters and operational from May 1 to September 30, provides a refreshing focal point within the outdoor setting. The terraced layout of the garden creates distinct outdoor areas that lend themselves naturally to al fresco relaxation, with the elevated position at 460 meters above sea level offering a remarkable sense of openness and connection to the Tuscan hills that surround the property.

Other Information

The property is accessed via a narrow motor road of approximately 200 meters along an unmade track, and guests are advised to take this into consideration when planning their arrival. The cottage is situated on a slope, which contributes to the distinctive terraced character of both the structure and its grounds. The swimming pool is available on a seasonal basis, operating from May 1 through September 30, and guests wishing to make use of this facility should plan their visit accordingly. A car is strongly recommended for guests who intend to explore the surrounding area, as the rural location and proximity to various regional attractions make independent transport highly practical and convenient.

Distances and Attractions

The "Nido del Sorbino" enjoys a privileged position within easy reach of a wealth of destinations and everyday conveniences. The nearest shop is located just 1.5 kilometers from the property, while a supermarket can be found 2 kilometers away, ensuring that daily needs are easily met. The "Castiglion Fiorentino" railway station is situated 4 kilometers from the cottage, providing a practical transport link for those arriving by train. The city of Arezzo, one of Tuscany's most celebrated cultural centers, lies 15 kilometers away, while the renowned Renaissance city of Cortona is equally 15 kilometers distant. For shopping enthusiasts, the Valdichiana Outlet Village is accessible within 25 kilometers. The magnificent city of Firenze is approximately 100 kilometers away, offering world-class art, architecture, and gastronomy for a memorable day trip. Nature lovers will appreciate the proximity of the "Trasimeno" bathing lake, located 35 kilometers from the property, while the sandy beach of "Castiglione della Pescaia" on the Tyrrhenian coast can be reached within 160 kilometers. Golf enthusiasts will be pleased to find an 18-hole golf course just 15 kilometers away, rounding out an exceptional array of leisure options available to guests of this distinctive Tuscan retreat. Nido del Sorbino

Il Tiglioré: Grass, Garden, Shade, Lawn, Landscaping, Leisure, Outdoor Furniture, Yard, Artificial Turf, Park   Special Offer 0% Interest Installments € 93 - € 264/night

Beautiful private villa with private pool, WIFI, A/C, TV, patio and pets allowed

  •   4
  •   2
  •   1
: EAS221918
€ 93 - € 264per Night

Description

Property Summary

Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.

Outdoors

The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.

Other Information

Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.

Distances and Attractions

Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré

Il Cottage Roccaio: Swimming Pool, Blue, Water, Resort, Outdoor Furniture, Thermae, Eco Hotel, Hacienda, Water Feature, Villa 0% Interest Installments € 209 - € 426/night

Amazing independent villa with private pool, A/C, WIFI, TV, patio and pets allowed

  •   8
  •   3
  •   3
: EAS221882
€ 209 - € 426per Night

Description

Property Summary

Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.

Outdoors

The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.

Other Information

Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.

Distances and Attractions

Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio

Zen: Swimming Pool, Property, Resort, Vacation, Leisure, Real Estate, House, Building, Estate, Villa   Special Offer 0% Interest Installments € 319 - € 802/night

Independent House with private pool, WIFI, TV, balcony, panoramic view, close to Cortona

  •   15
  •   6
  •   6
€ 319 - € 802per Night

Description

Property Summary

Nestled in the heart of the Tuscan countryside in Castiglion Fiorentino, Italy, Villa "Zen" is a beautifully renovated, detached holiday rental that offers a truly unique and memorable escape. Perched atop a hill at 350 meters above sea level, this stunning property is surrounded by trees, open fields, and the breathtaking views of the estate's olive groves, creating an atmosphere of serene seclusion and natural beauty. The villa is fully fenced, ensuring complete privacy throughout your stay, while the expansive private yard provides a wonderful setting in which to unwind and enjoy the Tuscan landscape. Outdoor parking is available directly on the premises, offering ease and convenience upon arrival. Guests also benefit from internet Wi-Fi access throughout the property, keeping you connected whenever needed. The magnificent private swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, serves as the centerpiece of the outdoor living experience, available seasonally from May 1st to October 15th, and perfectly positioned to take full advantage of the surrounding panoramic views.

Outdoors

The outdoor spaces at Villa "Zen" have been thoughtfully designed to complement the natural beauty of the Tuscan hillside setting. The private garden, enclosed within the property's fencing, offers a tranquil retreat where you can relax in complete privacy amid lush greenery and open countryside scenery. The swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, is a non-heated pool available seasonally from May 1st to October 15th, providing a refreshing and enjoyable experience during the warmer months. The pool area is fully equipped with garden furniture, ideal for sunbathing and outdoor relaxation, as well as an outdoor shower for your convenience. A barbecue is also available on the premises, making al fresco dining a true pleasure against the backdrop of the estate's olive groves and rolling Tuscan hills.

Other Information

Villa "Zen" is accessed via an unmade road, a mountain road, and a ramp, and a car is strongly recommended for your stay to ensure comfortable and practical access to the property and the surrounding area. Inside the villa, a washing machine is available for guests' convenience during longer stays. The grocery store and supermarket are located 5 kilometers from the property, ensuring that stocking up on provisions is straightforward with the use of a vehicle.

Distances and Attractions

Villa "Zen" enjoys an enviable location that places a wealth of Tuscan destinations and attractions within easy reach. The center of Castiglion Fiorentino is just 5 kilometers away, offering charming streets, local shops, and authentic dining experiences. The historic town of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is situated 15 kilometers from the property. The city of Arezzo, celebrated for its stunning cathedral, antique markets, and rich artistic tradition, is 25 kilometers away. For those seeking a day by the water, the bathing lake "Trasimeno" is located 20 kilometers from the villa, providing a beautiful natural destination for swimming and leisure. A restaurant can be found just 2 kilometers from the property, while the nearest grocery store and supermarket are 5 kilometers away, making daily needs easily manageable throughout your stay. Zen

Il Sogno di Pietro: Cloud, Sky, Water, Dusk, Swimming Pool, Afterglow, Sunset, Horizon, Tree, Landscape   Special Offer 0% Interest Installments € 773 - € 1099/night

Stunning private property with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view

  •   11
  •   5
  •   4
: EAS207898
€ 773 - € 1099per Night

Description

Property Summary
Il Sogno Di Pietro is a beautiful and comfortable villa surrounded by trees and fields in Castiglion Fiorentino, Italy. The property features a main house and an outbuilding, offering a spacious and private setting. It boasts a fenced 6,500 square meter grounds with a lush lawn, a seasonal swimming pool (12 x 4 meters, depth 140 cm, available from April 15 to October 30), an outdoor shower, a pergola, garden furniture, a barbecue area, and parking on the premises. With amenities like Internet Wi-Fi, it provides a perfect setting for a relaxing vacation rental.

Outdoors
The property offers an idyllic outdoor experience with its expansive 6,500 square meter fenced grounds. Guests can enjoy the well-manicured lawn, perfect for lounging or outdoor activities. The highlight is the seasonal swimming pool, measuring 12 x 4 meters with a depth of 140 cm, available from April 15 to October 30. Enhance your alfresco experience with the outdoor shower, pergola, garden furniture, and barbecue area. Just an example, you can savor delightful meals prepared on the grill while enjoying the beautiful surroundings.

Other Information
The property is conveniently located near essential amenities. A grocery store and a supermarket are just 3 km away, ensuring easy access to supplies. For dining options, a restaurant is only 1 km from the villa. The "Firenze-Roma" railway station is 3 km away, providing convenient transportation links. Those seeking relaxation can visit the thermal baths at "Rapolano Terme," situated 37 km from the property, or the bathing lake "Trasimeno." The owner does not accept youth groups, ensuring a peaceful atmosphere for families and couples.

Distances and Attractions
Il Sogno Di Pietro offers a prime location to explore the region's rich cultural and historical attractions. Nearby destinations include Cortona (13 km), Arezzo (16 km), Lucignano (20 km), Passignao Sul Trasimeno (31 km), Castiglione Del Lago (33 km), and Pienza (47 km). These charming towns and cities offer a glimpse into the region's rich heritage, with stunning architecture, museums, and picturesque landscapes to explore. Whether you're seeking cultural immersion or natural beauty, this holiday rental provides a convenient base to experience the best of the area. Il Sogno di Pietro

La Casa di Pino: Swimming Pool, Resort, Garden, Eco Hotel, Outdoor Furniture, Thermae, Water Feature, Shade, Estate, Landscaping € 141 - € 212/night

Pretty private villa rental with A/C, WIFI, private pool and TV, near Cortona

  •   4
  •   1
  •   1
€ 141 - € 212per Night

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

Galleria di Brolio: Water, Sky, Plant, Property, Swimming Pool, Building, Azure, Tree, Leisure, Grass € 197 - € 303/night

Pretty private villa with A/C, WIFI, private pool, TV and veranda, near Cortona

  •   10
  •   4
  •   3
€ 197 - € 303per Night

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 del Nonno: Water, Sky, Cloud, Plant, Green, Swimming Pool, Azure, Natural Landscape, Tree, Building € 95 - € 142/night

Great home with WIFI, private pool, TV and pets allowed

  •   4
  •   2
  •   1
€ 95 - € 142per Night

Description

From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno

Casa Angela: Swimming Pool, Residential Area, Resort, Leisure, Thermae, Estate, Outdoor Furniture, Human Settlement, Villa, Hacienda € 205 - € 338/night

Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona

  •   8
  •   3
  •   3
€ 205 - € 338per Night

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

Villa Chio: Water, Sky, Swimming Pool, Plant, Tree, Shade, Body Of Water, Rectangle, Building, Residential Area 0% Interest Installments € 508 - € 578/night

Stunning independent villa with WIFI, private pool, TV and panoramic view, near Cortona

  •   6
  •   3
  •   3
: EAS190185
€ 508 - € 578per Night

Description

Villa Chio is located 4 km (3 mi) from Castiglion Fiorentino, Italy and only 14 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Chio is a beautiful stone building (200 sq m) that includes WiFi internet and private pool. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.

Your Experience
Upon arrival at Villa Chio you’ll find a lovely clean well-maintained property perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

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 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
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) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).


It is forbidden to organize parties and events. Villa La Ghiandaia

Podere i Gigli: Water, Plant, Sky, Property, Swimming Pool, Azure, Tree, Shade, Rectangle, Outdoor Furniture € 140 - € 240/night

Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona

  •   6
  •   3
  •   3
€ 140 - € 240per Night

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: Water, Plant, Sky, Cloud, Umbrella, Azure, Swimming Pool, Shade, Outdoor Furniture, Tree € 350 - € 574/night

Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo

  •   9
  •   4
  •   3
€ 350 - € 574per Night

Description

Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.

In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori

Villa degli Olivi: Water, Building, Sky, Property, Furniture, Plant, Swimming Pool, Table, Azure, Umbrella € 515 - € 865/night

Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo

  •   14
  •   7
  •   7
€ 515 - € 865per Night

Description

Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.

The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.

Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO.  Villa degli Olivi

Trequanda 810: Flower, Plant, Water, Sky, Daytime, Cloud, Swimming Pool, Nature, Outdoor Furniture, Shade   Special Offer 0% Interest Installments € 106 - € 240/night

Pretty multi-unit villa rental with WIFI, pool, TV, patio and panoramic view, close to Montepulciano

  •   3
  •   10
  •   5
  •   4
: EAS16517
€ 106 - € 240per Night
  Accommodation
Geranio 810.1 4 2 2
Focolare 810.2 4 2 1
Nido 810.3 2 1 1
All 3 Accommodations 10 5 4

Description

Property Summary

Nestled in the rolling Tuscan countryside of Trequanda, Italy, the charming rustic farmhouse "Podere La Fonte" offers an authentic and tranquil retreat surrounded by trees, fields, and vineyards. This holiday rental is part of a small residence comprising 4 apartments, each individually designed and furnished to reflect the character and warmth of the local rural tradition. Situated just 1 km from the centre of Trequanda and set in a secluded, quiet position approximately 100 m from the edge of the forest, the property provides a genuine sense of privacy and immersion in the natural landscape. Guests have shared access to a generously sized swimming pool measuring 12 x 5 m, available seasonally from 15 May to 15 October and enclosed for safety, with pool maintenance carried out by the owner or gardener. The expansive yard extends across a natural state property of approximately 3 ha, incorporating garden plants and trees as well as a productive orchard. A tennis court and volleyball court are available for shared use, offering excellent recreational opportunities without leaving the estate. Wireless internet connection is available, ensuring guests remain connected throughout their stay. Baby equipment is included for families travelling with young children, and local farm products are available for sale directly on the premises. The owner resides within the same residence, ensuring attentive and personalised hospitality throughout your visit.

Outdoors

The outdoor spaces at "Podere La Fonte" are expansive and thoughtfully arranged to make the most of the stunning Tuscan surroundings. The shared fenced swimming pool, measuring 12 x 5 m, is open seasonally from 15 May to 15 October and is complemented by an outdoor shower for the convenience of guests. A patio and terrace provide ideal settings for relaxing or dining in the open air, furnished with garden furniture suited to outdoor meals and leisurely afternoons. A barbecue is available for shared use, perfect for enjoying long summer evenings in the countryside. The tennis and volleyball court offer additional outdoor recreation, while the orchard and mature garden with trees and plants create a lush and peaceful environment. The property is accessed via a 600 m long narrow motor road leading to the grounds, and parking is available directly on the premises.

Other Information

A washing machine is available within the house for shared use and is subject to an additional charge. Guests are advised that a car is strongly recommended in order to access the property and its surroundings comfortably. Animals are present in the neighbourhood, which contributes to the authentic rural character of the estate. All apartments within the residence are individually designed and furnished, ensuring a distinctive and personal atmosphere in each unit.

Distances and Attractions

"Podere La Fonte" benefits from a convenient location that places a wide range of everyday amenities and cultural destinations within easy reach. A shop, grocery store, restaurant, bar, and bakery are all located approximately 1 km away, while the nearest supermarket is 9 km distant and a shopping centre can be reached within 15 km. The bus stop for Trequanda is 1 km from the property, and the railway station of Sinalunga is 9 km away. For those seeking relaxation and wellness, the renowned thermal baths of "Rapolano Terme" are situated 23 km from the estate. Nature enthusiasts will appreciate the proximity of the bathing lake "Trasimeno," reachable in approximately 40 km, one of the well-known lakes of the region that can easily be reached from the property. A 9-hole golf course is located 16 km away, and a riding stable is just 5 km from the farmhouse. The surrounding area is rich in cultural and historical heritage, with the celebrated towns of Pienza at 17 km, Montepulciano at 22 km, Cortona at 35 km, and the magnificent city of Siena at 55 km all within comfortable driving distance. Trequanda 810

Villa Sulle Crete: Cloud, Plant, Sky, Tree, Nature, Land Lot, Landscape, Urban Design, Rural Area, Plain 0% Interest Installments € 2545 - € 2931/night

Fabulous independent holiday home with WIFI, A/C, private pool, hot tub and balcony

  •   20
  •   9
  •   9
: EAS197221
€ 2545 - € 2931per Night

Description

Villa Sulle Crete is located 6 km (4 mi) from Trequanda, Italy and only 26 km (16 mi) from Montepulciano in the tourist area "Orcia Valley". Villa Sulle Crete is a nice stone building (910 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.

What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the perfect setting to enjoy food, family and the lovely 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: Montepulciano 26 km (16 mi), Montalcino 28 km (18 mi), Siena 40 km (25 mi), Cortona 45 km (28 mi) and Arezzo 48 km (30 mi).

Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 369 km (229 mi) and Milan 414 km (257 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 25 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 135 km (84 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).


Villa Asciano 20

Pozzonovo: Blue, Swimming Pool, Outdoor Furniture, Leisure, Resort, Shade, Sunlounger, Garden, Eco Hotel, Landscaping € 72 - € 164/night

Cosy flat with WIFI, pool, TV and pets allowed, near Cortona

  •   3
  •   10
  •   3
  •   3
€ 72 - € 164per Night
  Accommodation
Il Susino 2 1 1
Il Ciliegio 4 1 1
Il Pesco 4 1 1
All 3 Accommodations 10 3 3

Description

Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo

Villa Fusai: Swimming Pool, Property, Wall, Leisure, Design, Outdoor Furniture, Sunlounger, Furniture, Wood, Deck € 400 - € 450/night

Wonderful independent vacation home with private pool, WIFI, TV, patio and panoramic view

  •   8
  •   3
  •   3
: EAS182091
€ 400 - € 450per Night

Description

Conveniently located 9 km (5 mi) from Arezzo, Italy in the tourist area "Arezzo And Surroundings" and only 36 km (23 mi) from Cortona. Villa Fusai is a lovely holiday home (150 sq m) with WiFi internet and private pool. The property can sleep up to eight guests comfortably in three bedrooms with three bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.

The Experience
After arriving at Villa Fusai you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. For your pleasure, on the grounds there is a patio and barbecue grill.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 36 km (23 mi), Montepulciano 57 km (35 mi), Montalcino 78 km (49 mi), Siena 80 km (50 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 185 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 230 km (143 mi), Venice 341 km (212 mi) and Milan 384 km (239 mi).

Additional Information
Check-In Time: 14:00 - 17:00
Check-Out Time: 08:00 - 11:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 105 km (65 mi), Pisa (psa) 166 km (103 mi), Bologna (blq) 201 km (125 mi), Roma Ciampino (cia) 239 km (148 mi) and Roma Fiumicino (fco) 251 km (156 mi).


Podere Fusai

Villa Agazzi: Property, Natural Landscape, Real Estate, Sky, Estate, House, Azure, Swimming Pool, Home, Building € 428 - € 581/night

Stunning independent vacation home with WIFI, private pool, A/C, TV, patio and panoramic view

  •   8
  •   4
  •   4
€ 428 - € 581per Night

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

Villa Camelia: Swimming Pool, Property, House, Home, Building, Estate, Real Estate, Backyard, Resort, Architecture € 218 - € 354/night

Amazing villa with private pool, WIFI, A/C, TV and panoramic view, close to Cortona

  •   4
  •   2
  •   2
€ 218 - € 354per Night

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