Skip to main content

Results 261 - 280 of 566

View on Map

Zen

: EAS69837

Pretty private villa rental with WIFI, private pool, TV, balcony, panoramic view, near Cortona

  Special Offer 0% Interest Installments
  • Sleeps
    15
  • Bedrooms
    6
  • Bathrooms
    6
  • Private Pool
  • Cancellation insurance (included)
From € 319per 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

View on Map

Le Buche

: EAS176556

Pretty vacation home with private pool, WIFI, TV, patio and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    2
  • Bathrooms
    2
  • Private Pool
  • Cancellation insurance (included)
From € 92per Night

Description

Property Summary

Nestled amidst sprawling fields and lush greenery in the heart of Tuscany, Country house "Le Buche" offers an exceptional holiday rental experience just 5 km from the center of Pelago, Italy. This remarkable countryside retreat sits within a vast 10,000 m2 fenced estate, ensuring complete privacy and security for all guests. The property combines the timeless charm of rural Italian living with a thoughtfully curated selection of modern amenities. A private above-ground swimming pool measuring 9 x 4 meters invites you to unwind during the warmer months, while the meticulously maintained yard, with its verdant lawns and mature trees providing generous shade on hot summer days, creates an idyllic setting for outdoor relaxation. Reliable Internet WiFi keeps you connected throughout your stay, and on-site parking ensures that arriving and departing by car is entirely convenient. Whether you are seeking a peaceful countryside retreat or a well-positioned base from which to explore the iconic landscapes and cultural treasures of Tuscany, Country house "Le Buche" delivers an experience of rare quality and tranquility.

Outdoors

The outdoor spaces at Country house "Le Buche" are among its most captivating features, offering a harmonious blend of natural beauty and practical leisure facilities across the expansive 10,000 m2 grounds. The private above-ground swimming pool, measuring 9 x 4 meters, is available for use from May 1 to September 30 and is equipped with a slide for added enjoyment. An outdoor shower is conveniently located nearby, and pool maintenance is provided directly by the owner and gardener, ensuring the facility remains in excellent condition throughout the season. The surrounding garden is carefully tended, with lush green lawns and a generous canopy of trees that offer cool, shaded areas to relax during the warmest parts of the day. The entire estate is fenced, providing a secure and private environment where you can enjoy the outdoors with complete peace of mind. The natural setting, characterized by open fields and rich greenery, further enhances the sense of seclusion and connection with the Tuscan countryside.

Other Information

Country house "Le Buche" is accessible via a 1.8 km unmade motor access road, and the use of a car is strongly recommended for transportation to and from the property, as well as for exploring the surrounding area. The owner of the property resides on the premises and keeps a dog, which guests should be aware of prior to their arrival. For those who enjoy culinary experiences, a private cook is available upon request as an optional extra service, and half board is also offered for guests who prefer to dine in during their stay. The property is fully fenced, providing an additional layer of security and privacy for all guests throughout their visit.

Distances and Attractions

Country house "Le Buche" enjoys a privileged location that places some of Tuscany's most celebrated destinations within easy reach. The center of Pelago is just 5 km away, while the town of Pontassieve, with its railway station, is located 7 km from the property, offering a convenient public transport connection for those wishing to travel without a car. The nearest supermarket is only 2 km away, making everyday provisions straightforward to obtain. For nature enthusiasts, walking paths begin just 50 meters from the house, providing immediate access to the beautiful Tuscan countryside, while a riding stable can be found 8.5 km away. The magnificent city of Florence, with its world-renowned museums, galleries, and historic architecture, is approximately 30 km from the property and is easily accessible by both car and train. The celebrated cities of Arezzo and Siena are also within comfortable driving distance, offering further opportunities to immerse yourself in the art, history, and gastronomy of the region. For those who wish to combine a countryside stay with a visit to the coast, the sandy beaches of Tirrenia are located 95 km from the property. Le Buche

View on Map

Beautiful independent property with private pool, WIFI, TV and patio

  Special Offer 0% Interest Installments
  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 138per Night

Description

Property Summary

Nestled among the rolling hills of the Tuscan countryside, "Casino di Lecceto" is a large, rustic cottage offering an authentic and secluded retreat in Italy, just 8 km from the historic centre of Siena. Set at 400 metres above sea level and spread across 3 storeys, this detached property sits majestically on top of a hill, surrounded by trees and embraced by the natural beauty of the surrounding woodland. As a holiday rental of remarkable character and charm, the cottage accommodates guests seeking privacy and immersion in nature without sacrificing comfort. The property benefits from a generous private estate of 2 hectares, fully fenced and maintained in its natural state, encompassing a wildlife garden, a natural garden, a meadow, and a courtyard. A private swimming pool measuring 10 x 5 metres is available for guests during its seasonal opening period, from 24 April to 4 October, and is maintained by the owner's gardener. The yard surrounding the property provides ample space to enjoy the tranquil outdoor setting, while parking is conveniently available directly on the premises. Internet Wi-Fi connectivity ensures that guests can remain connected throughout their stay, even in this wonderfully remote location.

Outdoors

The outdoor spaces of "Casino di Lecceto" are a true highlight of the property, offering a harmonious blend of cultivated and natural environments across an expansive 2-hectare estate. The private grounds include a wildlife garden, a natural garden, a meadow, and a courtyard, all maintained in a manner that respects and celebrates the surrounding landscape. The swimming pool, measuring 10 x 5 metres, is available seasonally from 24 April to 4 October and is regularly serviced by the owner's gardener to ensure it remains in excellent condition throughout the season. A terrace provides an ideal setting for outdoor relaxation and dining, furnished with garden furniture to allow guests to enjoy meals and leisure time in the open air. A barbecue is also available, perfect for alfresco dining during warm Tuscan evenings. Walking paths begin just 1 km from the property, inviting guests to explore the surrounding countryside and woodland at their own pace.

Other Information

"Casino di Lecceto" is a detached, 3-storey rustic cottage situated in a secluded position, and guests should be aware that part of the house is closed and unoccupied during their stay. Access to the property is via a 400-metre unmade road that is very bumpy, and a 4x4 vehicle is strongly recommended, particularly during the winter months. Please be advised that the tap water at the property does not meet drinking water quality standards, and guests are encouraged to use bottled water for drinking purposes. Baby equipment is included in the rental at no additional charge, making the property a practical choice for families with young children. Groups of teenagers are accommodated on request only and must be arranged in advance. The property is surrounded by trees and positioned 100 metres from the edge of the forest, offering a genuinely immersive natural experience in the Tuscan hills.

Distances and Attractions

"Casino di Lecceto" enjoys a privileged position that provides convenient access to a wealth of destinations and services. Essential amenities are within easy reach, with a grocery store located 1 km away, a supermarket 5 km away, and a restaurant just 2 km from the property. A bus stop is situated 2 km away, while the railway station "Siena" is 8 km from the cottage. The vibrant city of Siena, with its world-renowned historic centre, is just 8 km away, while Florence lies approximately 80 km from the property. The charming medieval town of San Gimignano is 50 km away, and the beautifully preserved walled village of Monteriggioni can be reached in just 14 km. For those interested in history and culture, a former hermitage featuring 15th-century frescoes is located just 1 km from the property. The remarkable ruined abbey of San Galgano is 28 km away, and the ancient Etruscan city of Volterra is 50 km from the cottage. Nature and wellness enthusiasts will appreciate the proximity of the thermal baths at "Rapolano Terme," situated 37 km away. An 18-hole golf course is available 16 km from the property. For those wishing to visit the coast, the sandy beach of "Follonica" is 80 km away, as is the sea. Casino di Lecceto

View on Map

Il Tiglioré

: EAS221918

Superb private house with private pool, A/C, WIFI, TV, patio and pets allowed

  Special Offer 0% Interest Installments
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Private Pool
  • Cancellation insurance (included)
From € 93per 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

View on Map

Villa Chio

: EAS190185

Superb private vacation home with private pool, WIFI, TV and panoramic view, near Cortona

0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
From € 508 per Night

Description

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

Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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.

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: 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

View on Map

Fabulous independent villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view

0% Interest Installments
  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 773per Night

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

View on Map

Wonderful private villa rental with A/C, WIFI, private pool, terrace and panoramic view

  -10% Special Offer
  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 2252 per Night

Description

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.
Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.
The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
Fully private and fenced, surrounded by olive trees and terraced gardens
Open lawns and shaded areas for dining and relaxing
Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.
The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.
Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
Siena centre: approx. 10 minutes by car
San Gimignano: around 45 minutes
Florence: about 1 hour
Chianti wine region: at your doorstep Luxury Villa with Infinity Pool & Breathtaking Vie

View on Map

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

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 197per 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

View on Map

Pretty private accommodation with private pool, WIFI, A/C and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per 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

View on Map

Fantastic flat with WIFI, private pool, TV and pets allowed

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 95per 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

View on Map

Casa Angela

: EAS193085

Independent Vacation home with A/C, WIFI, private pool, TV, balcony, pets allowed, close to Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 205per 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

View on Map

Wonderful private vacation home with A/C, private pool, WIFI, TV and terrace, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 140per 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

View on Map

Superb independent property with private pool, A/C, WIFI, TV and pets allowed, close to Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 350per 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

View on Map

Beautiful private villa with A/C, private pool, WIFI, TV, terrace and pets allowed, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 515per 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

View on Map

Beautiful multi-unit property with pool, terrace and pets allowed

  Special Offer 0% Interest Installments
  • Accommodation
    4
  • Sleeps
    16
  • Bedrooms
    5
  • Bathrooms
    4
  • Swimming Pool
  • Cancellation insurance (included)
€ 108 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Certina 3 810.2 4 1 1 55 m2 € 109 /Night
  Certina 4 810.4 4 2 1 45 m2 € 108 /Night
  Certina 1 810.5 4 1 1 48 m2 € 108 /Night
  Certina 2 810.6 4 1 1 46 m2 € 108 /Night
16 5 4

Description

Property Summary

Nestled in the rolling Tuscan countryside of Pelago, Italy, Certina is a captivating vacation rental that invites guests to experience the tranquillity of an elevated rural retreat. The property is composed of 2 distinct buildings: the owner's residence and a second structure housing 4 independent apartments, all set within a breathtaking natural landscape. Sitting at 510 meters above sea level on top of a hill, Certina commands a serene and panoramic position that offers both seclusion and beauty. The estate is embraced by a generous 33-hectare garden, where firs, pines, olive trees, and chestnut trees create a lush and varied natural setting. A charming stone courtyard adds to the character of the property, while the surrounding woodland provides scenic paths ideal for leisurely walks or mountain biking adventures. Guests also have access to a fenced swimming pool measuring 6 x 12 meters, with a depth ranging from 130 to 160 cm, available seasonally from May 6th to September 23rd, making it a wonderful feature for warm-weather stays.

Outdoors

The outdoor spaces at Certina are thoughtfully designed to complement the natural surroundings and encourage relaxation in the open air. The fenced swimming pool, measuring 6 x 12 meters with a depth of 130 to 160 cm, is equipped with an internal staircase for easy access and is accompanied by an outdoor shower for guests' convenience. The pool is available on a seasonal basis, open from May 6th to September 23rd. Adjacent to the pool, a dedicated barbecue area provides an ideal setting for alfresco dining and social gatherings. The property also features a private terrace furnished with garden furniture, offering a comfortable space to unwind while taking in the peaceful countryside views. The expansive 33-hectare garden and the surrounding woodland with its scenic paths further enhance the outdoor experience, inviting guests to explore the natural beauty of the estate at their own pace.

Other Information

Certina is equipped with a central heating system, available exclusively from November 1st to April 8th, ensuring a warm and comfortable stay during the cooler months of the year. A shared washing machine is available on the property for guests' use, and a weekly linen change is included as part of the stay. Should guests require additional housekeeping, room cleaning services can be arranged upon request for a supplementary fee. The property is accessible by motor vehicle via an unmade road, and on-site parking is available for guests travelling by car.

Distances and Attractions

Certina benefits from a well-connected yet peaceful location, offering easy access to a range of local amenities and cultural attractions. A shop is situated approximately 5 kilometers from the property, while a restaurant can be found just 7 kilometers away, providing convenient options for dining and everyday needs. The Pontassieve railway station is located 13 kilometers from Certina, offering a practical link to the wider region. The town centre of Pontassieve itself is also 13 kilometers away, while the historic city of Florence, with its world-renowned art, architecture, and gastronomy, lies approximately 30 kilometers from the property, making it an easily accessible destination for day trips and cultural exploration. Pontassieve 810

View on Map

Pozzonovo

: EAS48357

Nice apartment with pool, WIFI, TV and pets allowed, close to Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 72 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 72 /Night
  Il Ciliegio 4 1 1 49 m2 € 79 /Night
  Il Pesco 4 1 1 40 m2 € 79 /Night
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

View on Map

Wonderful house with WIFI, private pool, TV, pets allowed, panoramic view, close to Montepulciano

  • Sleeps
    12
  • Bedrooms
    3
  • Bathrooms
    1
  • Floor Area
    120 m2
  • Private Pool
From € 245per Night

Description

Conveniently located in Foiano Della Chiana, Italy in the tourist area "Cortona And Surroundings" and only 19 km (12 mi) from Montepulciano. Vacation rental Casa Della Selce is a nice property (120 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably.

On the upper floor is another apartment inhabited by a couple, but has its own separate entrance and they do not share any spaces with guests, except for the parking.

Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic 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. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 19 km (12 mi), Cortona 21 km (13 mi), Arezzo 29 km (18 mi), Montalcino 47 km (29 mi) and Siena 57 km (35 mi).

Some other major tourist destinations you should consider visiting are: Florence 110 km (69 mi), Viareggio 197 km (122 mi), Forte Dei Marmi 204 km (127 mi), Rome 192 km (119 mi), Venice 350 km (217 mi) and Milan 395 km (245 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Della Selce. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 14:00 - 21:00
Check-Out Time: 09:00 - 11:00
Pool Open: 1 May - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 116 km (72 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 203 km (126 mi) and Roma Fiumicino (fco) 214 km (133 mi).


Casa Belvedere

View on Map

Superb independent property with A/C, private pool, WIFI, TV, balcony, near Greve In Chianti

0% Interest Installments
  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    5
  • Floor Area
    250 m2
  • Private Pool
From € 676per Night

Description

Villa Belchianti is located in Madonna Di Pietracupa, Italy and only 19 km (11 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings". Vacation rental Villa Belchianti is a lovely stone building (250 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms.

What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony where you can enjoy the weather while dining outdoors.

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: Greve In Chianti 19 km (11 mi), San Gimignano 30 km (18 mi), Florence 35 km (22 mi), Siena 45 km (28 mi) and Montalcino 85 km (53 mi).

Some other major tourist destinations you should consider visiting are: Florence 35 km (22 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 290 km (180 mi) and Milan 331 km (206 mi).

Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 09:30
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 48 km (30 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 272 km (169 mi) and Venezia (vce) 292 km (181 mi).


Villa Belchianti

View on Map

Holiday rental with WIFI, hot tub, private pool, A/C, TV, balcony, panoramic view, close to Cortona

  • Sleeps
    18
  • Bedrooms
    9
  • Bathrooms
    11
  • Floor Area
    800 m2
  • Private Pool
New Listing
From € 977per Night

Description

Property Summary

Nestled on a gentle hill in the heart of Foiano Della Chiana, Italy, Villa Michelangelo is a remarkable holiday retreat that invites you to experience the timeless beauty of the Tuscan countryside. From its elevated position, the property offers breathtaking, seemingly infinite views stretching across rolling landscapes adorned with ancient olive groves, traditional wineries, and vibrant wildflowers. The villa provides a generous outdoor yard that perfectly frames the surrounding natural scenery, creating an atmosphere of serene elegance. A private swimming pool allows you to cool off while soaking in the panoramic vistas that define this extraordinary corner of Tuscany. Seamless connectivity is ensured through reliable Internet Wifi, keeping you comfortably in touch with the world beyond, while dedicated parking on the premises offers the convenience and peace of mind you deserve throughout your stay.

Outdoors

The outdoor spaces of Villa Michelangelo are a true celebration of the Tuscan landscape. The private swimming pool serves as the centrepiece of the exterior, perfectly positioned to allow you to enjoy the sweeping views of the countryside while you relax and unwind. The surrounding yard extends gracefully across the hillside, offering generous open spaces where the natural beauty of the olive groves and flowering gardens becomes an integral part of your daily experience. Whether you choose to dine al fresco, lounge in the warmth of the Tuscan sun, or simply take in the tranquil panorama that unfolds before you, the outdoor areas of the villa provide an idyllic setting for every moment of your stay.

Other Information

Villa Michelangelo is thoughtfully designed to ensure a comfortable and seamless experience for all guests. The property's hillside position near Arezzo provides a peaceful and private environment, making it an ideal base from which to explore the wider region. The surrounding landscape of olive groves and wineries adds an authentic Tuscan character to the setting, enhancing the overall atmosphere of the retreat.

Distances and Attractions

Villa Michelangelo's privileged location near Arezzo places you within easy reach of some of the most celebrated destinations in all of Italy. The property serves as an excellent base for day trips throughout Tuscany, allowing you to explore the Renaissance splendour of Florence, the medieval charm of Siena, and the enchanting hilltop town of Cortona. The spiritual city of Assisi, the renowned wine town of Montepulciano, and the celebrated Chianti wine region are all comfortably accessible, offering an extraordinary variety of cultural, historical, and gastronomic experiences. Whether you are drawn to world-class art, ancient architecture, or the celebrated flavours of Tuscan cuisine, the surrounding region promises an abundance of unforgettable discoveries just a short drive from the villa. Villa Michelangelo

View on Map

Villa Sonia

: EAS158087

Private Villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Greve In Chianti

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    5
  • Floor Area
    250 m2
  • Private Pool
From € 638per Night

Description

Large villa with private swimming pool located in the Chianti area.
The property was recently modernised and has a fantastic garden to offer, with a beautiful view over the Chianti landscape of vineyards, olive groves and luscious woods.
Villa Sonia is 1 km from San Donato in Poggio, a small medieval town full of charm and very good restaurants.
Outside, guests can enjoy a beautiful swimming pool surrounded by perfectly kept grass.
The property is comprised of a main building along with an apartment and 2 units and can sleep up to 12 guests to sleep.
The villa has air-conditioning and Wi-Fi internet connection.
Villa Sonia lies half-way between Florence and Siena – an ideal choice for those interested in a holiday discovering art, wine and good Tuscan food.
Available to guests: swimming pool reserved for the exclusive use of guests (13 x 5 m – depth 1.5 m), outdoor shower near the pool, outside area furnished with table and chairs for outdoor dining, ping pong table, room containing treadmill and exercise bike, wood burning oven. The villa has a Wi-Fi internet connection and parking.
Distances: there is a restaurant 50m from the property, shops of every kind and more restaurants - 1km, Greve in Chianti - 15 km, beautiful San Gimignano - 18 km, Florence - 20 km, Siena - 35 km, Volterra - 50 km, Pisa (airport) - 95 km, Arezzo - 100 km, Cortona - 140 km. The distance to Rome is approx. 300 km.

Note: the villa has an outdoor video surveillance system

Please carefully check if there are any extra costs to be paid on site! Villa Sonia

Read About Things To Do and See Near Levane

Chat on WhatsApp