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Stunning private vacation home with private pool, WIFI, A/C, TV and balcony, close to Florence

  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 487per Night

Description

Property Summary

Nestled in the heart of Tuscany, Italy, the farm estate "Cafaggio di Sopra" is a remarkable holiday rental set in a quiet and elevated position atop a hill, just 8 km from Sieci and 19 km from Florence, in the municipality of Pontassieve. Originally built as a watchtower during the Middle Ages, the main building has been fully renovated and thoughtfully furnished with a harmonious blend of antique and rustic pieces, preserving the authentic character of its historic origins. The property comprises a main house and an annex building, together offering a total of 9 rooms across an impressive 455 m2 of living space. Situated at an altitude of 400 m above sea level, the estate commands breathtaking panoramic views of the rolling Tuscan countryside surrounding Florence, with olive groves, woods, and meadows stretching across the landscape in every direction. Guests have access to a private 6 x 12 m swimming pool, a generous yard that invites relaxation and outdoor enjoyment, and on-site parking reached via a 1 km unmade road. Internet Wi-Fi access is also available, ensuring connectivity throughout your stay.

Outdoors

The outdoor spaces of "Cafaggio di Sopra" are as captivating as the property itself, offering a wealth of areas designed for leisure, dining, and exploration. A charming pergola provides a shaded setting ideal for alfresco meals, complemented by a traditional pizza oven that adds a distinctly Italian touch to outdoor entertaining. The estate is equipped with garden furniture and a barbecue, making it perfectly suited for long, convivial evenings under the Tuscan sky. A children's playground ensures that younger guests are well catered for, while a table tennis table offers additional recreational options for all ages. The surrounding landscape is laced with forest paths leading to a lake, inviting guests to explore the natural beauty of the estate at their own pace. The private swimming pool, measuring 6 x 12 m, serves as the centrepiece of the outdoor area and is set against the stunning backdrop of the hilly Florentine countryside.

Other Information

The main house and annex building of "Cafaggio di Sopra" together form part of a distinguished farm estate, offering a total of 9 rooms across 455 m2. Central heating is available at the property, though it is provided exclusively during the period from 01.11 to 07.04. For guests requiring additional housekeeping services, midweek cleaning can be arranged upon request for an extra fee. For larger groups wishing to make full use of the estate, it is possible to book the entire villa for up to 9 people under the reference IT5270.899.3, in an arrangement that does not include the use of the Suite.

Distances and Attractions

"Cafaggio di Sopra" enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations and practical amenities. The property is situated just 8 km from Sieci and 19 km from Florence, with a train connection to Florence available nearby, offering a convenient and scenic route into the city. Pisa airport is also well connected to the estate, providing straightforward access for international travellers arriving from abroad. Among the nearby attractions, guests will find the charming hilltop town of Fiesole, the prestigious Luxury Outlet The Mall, the picturesque village of Monteloro, and the tranquil forest sanctuary of Vallombrosa. Wine enthusiasts will appreciate the proximity to Greve in Chianti, a quintessential destination in the heart of the Chianti wine region, while San Casciano in Val di Pesa offers further opportunities to discover the authentic flavours and traditions of rural Tuscany. Cafaggio di Sopra

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Stunning private villa rental with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view

  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 788per 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

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Amazing villa with private pool, A/C, WIFI, TV, pets allowed and panoramic view

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 584per Night

Description

Property Summary

Nestled in the rolling Tuscan countryside of Pontassieve, Italy, the agricultural estate "Antico Loggiato" sits at an elevation of 480 metres above sea level, perched atop a hill and offering a serene and panoramic retreat for those seeking an authentic Italian holiday rental experience. The estate comprises 4 apartments, making it an ideal destination for families, groups, or multiple travelling parties looking to enjoy the beauty of the Tuscan landscape in comfort and style. Guests benefit from a range of shared amenities thoughtfully provided across the property, including a private swimming pool measuring 8 x 4 metres with a depth of 150 cm, available seasonally from 1 April to 31 October. The estate is enclosed within a fully fenced yard, offering a safe and private outdoor environment for all guests. Reliable Internet WiFi connectivity ensures that guests remain connected throughout their stay, while convenient on-site parking provides effortless arrivals and departures without any concern for vehicle accommodation.

Outdoors

The outdoor spaces at "Antico Loggiato" are designed to encourage relaxation and enjoyment amidst the natural beauty of the Tuscan hills. The shared garden, fully fenced for privacy and security, serves as the heart of the estate's exterior, offering ample space for leisure and recreation. Garden furniture is provided throughout the outdoor areas, allowing guests to unwind and take in the elevated countryside views at their leisure. A barbecue area invites al fresco dining experiences under the open sky, perfect for warm summer evenings. Families travelling with children will appreciate the dedicated children's playground, complete with a swing, providing a safe and entertaining space for younger guests. A table tennis table adds a further recreational dimension to the outdoor offering, ensuring that guests of all ages have access to engaging activities during their stay.

Other Information

The estate "Antico Loggiato" is equipped with a central heating system, available exclusively from 1 November to 15 April, ensuring warmth and comfort during the cooler months of the year. A reception service is available within the complex, providing guests with assistance and a welcoming point of contact upon arrival. Table football is also available within the complex for additional indoor entertainment. Guests should be aware that the owner resides on the same property, which contributes to a personal and attentive hospitality experience throughout the duration of the stay. The property is situated in an elevated position on top of a hill, offering a peaceful rural setting that is characteristic of the Tuscan countryside.

Distances and Attractions

"Antico Loggiato" enjoys a well-connected yet tranquil location, with a variety of essential services and cultural destinations within easy reach. A grocery store is conveniently located just 500 metres from the property, while a shop and supermarket are both accessible within 6 km. The bus stop "Rufina" and the railway station "Rufina" are each situated 6 km away, providing straightforward public transport connections for guests who wish to explore the wider region. The centre of Rufina is reachable within 6 km, while the centre of Pontassieve lies 13 km from the estate. The magnificent city of Florence is approximately 30 km away, offering world-renowned museums, galleries, and architectural landmarks. For those seeking natural recreation, the bathing lake "Bilancino" is located 46 km from the property. Among the notable nearby attractions, the charming town of Vicchio is 24 km away, the historic hilltop town of Fiesole is 30 km distant, the celebrated abbey and forest of Vallombrosa can be reached within 31 km, and the renowned Chianti wine town of Greve in Chianti lies 50 km from the estate. Antico Loggiato

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Unique multi-unit holiday rental with WIFI, A/C, pool, TV, patio and panoramic view

  • Accommodation
    2
  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    4
  • Swimming Pool
€ 257 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Fienile 4 2 2 120 m2 € 257 /Night
  Casa del Fattore 6 3 2 130 m2 € 292 /Night
All 2 Accommodations 10 5 4

Description

Conveniently located in the centre of San Martino, Italy in the tourist area "Florence And Surroundings" and only 26 km (16 mi) from Florence. Holiday home Casa San Piero is a nice stone building that includes WiFi internet, shared pool and air conditioning. Casa San Piero is a vacation home with a total of two separate apartments. The property can sleep up to ten people comfortably in five bedrooms with four bathrooms.

The owners live on the ground floor of CASA DEL FATTORE, while the guests are on the first floor. The two portions have separate and totally independent entrances.


What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills and the mountains 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 relax at the end the day. Also available outside are a barbecue grill and patio. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.

Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 26 km (16 mi), Greve In Chianti 48 km (30 mi), San Gimignano 74 km (46 mi), Arezzo 77 km (48 mi) and Siena 94 km (59 mi).

Some other major tourist destinations you should consider visiting are: Florence 26 km (16 mi), Viareggio 128 km (80 mi), Forte Dei Marmi 138 km (86 mi), Rome 281 km (174 mi), Venice 272 km (169 mi) and Milan 312 km (194 mi).

Additional Information

Pool Open: 20 April - 1 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) 50 km (31 mi), Pisa (psa) 112 km (70 mi), Bologna (blq) 119 km (74 mi), Genova (goa) 271 km (168 mi) and Venezia (vce) 273 km (170 mi).

More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa San Piero. Ask for more details, including the supplemental cost and how to schedule this service.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.

Casa Bada

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Wonderful independent villa with A/C, private pool, WIFI and TV, close to Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 138per 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

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Cosy apartment with private pool, WIFI, 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

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Wonderful private holiday 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 € 190per 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

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

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 340per Night

Description

SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS

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. 

For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
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

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Casa Angela

: EAS193085

Independent Holiday rental with WIFI, A/C, private pool, TV, balcony, pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 200per 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

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Superb private villa with A/C, WIFI, private pool, TV and terrace, near Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 136per 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 15 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

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Superb private holiday villa with private pool, WIFI, A/C, TV, terrace, pets allowed, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 500per 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

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Beautiful multi-unit property with pool, A/C, WIFI, pets allowed, panoramic view, near Cortona

  • Accommodation
    4
  • Sleeps
    21
  • Bedrooms
    8
  • Bathrooms
    6
  • Swimming Pool
€ 89 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Castagneto 7 2 2 77 m2 € 107 /Night
  Noceto 6 2 2 82 m2 € 107 /Night
  Bosco 4 2 1 69 m2 € 89 /Night
  Oliveto 4 2 1 74 m2 € 89 /Night
21 8 6

Description

Villa Le Capanne is located 1 km (4382 ft) from Pieve Di Chio, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Le Capanne is a beautiful vacation rental with shared pool, air conditioning and WiFi internet. Villa Le Capanne is a vacation home that has a total of four private units. The property can accommodate up to 21 people comfortably.

What to Expect
After arriving you’ll find a lovely clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. This holiday rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.

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 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).

Additional Services

Villa Le Capanne

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Rufina 974

: EAS211326

Nice home with WIFI, A/C, pool, TV, pets allowed and panoramic view

  • Accommodation
    4
  • Sleeps
    22
  • Bedrooms
    7
  • Bathrooms
    4
  • Swimming Pool
  • Cancellation insurance (included)
€ 109 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Antico Loggiato 974.1 8 3 1 135 m2 € 206 /Night
  Antico Loggiato 974.2 6 2 1 95 m2 € 161 /Night
  Antico Loggiato 974.3 4 1 1 36 m2 € 109 /Night
  Antico Loggiato 974.4 4 1 1 37 m2 € 109 /Night
22 7 4

Description

Property Summary

Nestled at 480 metres above sea level on top of a hill in the Tuscan countryside, the agricultural estate known as "Antico Loggiato" offers an exceptional holiday rental experience in the heart of Italy. Located 13 km from the centre of Pontassieve, this distinguished property is part of a complex comprising 4 apartments, making it an ideal retreat for those seeking both privacy and a sense of community in a rural setting. The estate benefits from a shared fenced garden that provides a secure and tranquil outdoor environment, as well as a seasonal swimming pool available from 01 April to 31 October, ensuring guests can enjoy the warm Tuscan months in style. Wireless internet connectivity is available, allowing you to remain connected while immersing yourself in the serene atmosphere of the Florentine hills. The elevated position of the property affords sweeping views of the surrounding landscape, combining the authentic character of a traditional Tuscan estate with the comforts expected of a refined countryside retreat.

Outdoors

The outdoor spaces at "Antico Loggiato" are thoughtfully equipped to enhance your stay in the Tuscan hills. The shared swimming pool measures 8 x 4 metres with a depth of 150 cm and is open seasonally from 01 April to 31 October, with pool maintenance carried out by the owner and gardener to ensure it remains in excellent condition throughout the season. The fenced garden provides a safe and pleasant environment for all guests, and is furnished with garden furniture ideal for relaxing or dining outdoors. A barbecue is available for al fresco meals, while a table tennis table offers a welcome recreational option for guests of all ages. A children's playground equipped with a swing is also present on the grounds, making the estate particularly well suited for families travelling with young children.

Other Information

The estate complex includes a reception area and a table football facility for the enjoyment of all guests. Central heating is available throughout the property, though please be aware that heating is provided exclusively during the period from 01 November to 15 April. Parking is available directly on the premises at no additional inconvenience. The owner resides on the same property, ensuring a personal level of care and attention for all guests during their stay.

Distances and Attractions

"Antico Loggiato" enjoys a convenient location within easy reach of a variety of services and points of interest. A grocery store is located just 500 metres from the property, while a shop and supermarket are both situated 6 km away. The bus stop and railway station of Rufina are each 6 km from the estate, offering practical transport connections to the wider region. The centre of Rufina is 6 km away, while the centre of Pontassieve can be reached in approximately 13 km. The city of Florence, with its world-renowned art, architecture, and gastronomy, lies 30 km from the property. For those wishing to explore the surrounding Tuscan landscape, the charming town of Vicchio is 24 km away, the historic hilltop town of Fiesole is 30 km distant, the celebrated abbey and forest of Vallombrosa can be reached in 31 km, and the renowned Chianti wine village of Greve in Chianti is 50 km from the estate. The bathing lake of Bilancino, a popular destination for outdoor leisure and water activities, is located 46 km away. Rufina 974

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Pozzonovo

: EAS48357

Comfortable home with pool, WIFI, TV and pets allowed, close to Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 70 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 70 /Night
  Il Ciliegio 4 1 1 49 m2 € 78 /Night
  Il Pesco 4 1 1 40 m2 € 78 /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

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Stunning private vacation home with private pool, WIFI, TV and patio, close to Florence

  • Sleeps
    16
  • Bedrooms
    8
  • Bathrooms
    8
  • Floor Area
    500 m2
  • Private Pool
From € 1010per Night

Description

Villa Badiuzza is a beautiful stone building (500 sq m) with WiFi internet and private pool. The property can sleep up to 16 people comfortably in eight bedrooms with eight bathrooms. Villa Badiuzza is located 3 km (2 mi) from Moriano, Italy and only 24 km (15 mi) from Florence in the tourist area "Florence And Surroundings".

What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, 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. Outdoors you will also find a patio and barbecue grill.

Visit the Area
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: Florence 24 km (15 mi), Greve In Chianti 32 km (20 mi), Arezzo 64 km (40 mi), San Gimignano 67 km (42 mi) and Siena 87 km (54 mi).

Some other major tourist destinations you should consider visiting are: Florence 24 km (15 mi), Viareggio 124 km (77 mi), Forte Dei Marmi 131 km (82 mi), Rome 268 km (166 mi), Milan 324 km (201 mi) and Naples 459 km (285 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 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) 43 km (27 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 262 km (163 mi) and Roma Ciampino (cia) 277 km (172 mi).


Villa Moriana

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Beautiful private vacation home with A/C, private pool, WIFI, TV, panoramic view, near Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    340 m2
  • Private Pool
From € 565per Night

Description

Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.

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

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Casa Corella

: EAS130373

Superb private vacation rental with hot tub, private pool, WIFI, TV and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    215 m2
  • Private Pool
From € 165per Night

Description

Conveniently located 2 km (1 mi) from Corella, Italy in the tourist area "Central Tuscany" and only 48 km (30 mi) from Florence. Casa Corella is a lovely holiday rental (215 sq m) with WiFi internet and private pool. The property can accommodate up to eight people comfortably in four bedrooms with two bathrooms.

IMPORTANT: the maintenance worker lives in 2 rooms at the rear of the Villa

The Experience
Upon arrival at Casa Corella you’ll find a beautiful clean well-maintained property with views of the mountains ideal for a splendid 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. There is a kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Florence 48 km (30 mi), Greve In Chianti 64 km (40 mi), Arezzo 93 km (58 mi), San Gimignano 97 km (60 mi) and Bologna 114 km (71 mi).

Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 151 km (94 mi), Forte Dei Marmi 158 km (98 mi), Rome 297 km (184 mi), Venice 270 km (167 mi) and Milan 313 km (194 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 20 May - 27 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) 55 km (34 mi), Bologna (blq) 115 km (71 mi), Pisa (psa) 133 km (83 mi), Venezia (vce) 272 km (169 mi) and Treviso (tsf) 274 km (170 mi).


Casa Baco

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Villa Umbra

: EAS158090

Superb private holiday home with sauna, private pool, WIFI, A/C, TV, patio and panoramic view

  • Sleeps
    15
  • Bedrooms
    7
  • Bathrooms
    4
  • Floor Area
    600 m2
  • Private Pool
From € 520per Night

Description

Villa Umbra is located 8 km (5 mi) from Città Di Castello, Italy and only 44 km (27 mi) from Arezzo in the tourist area "San Sepolcro And Surroundings". Villa Umbra is a nice stone building (600 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 15 guests comfortably in seven bedrooms with four bathrooms.

What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Also available outside are a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 15 people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Italian weather.

This beautiful farmhouse is divided internally into 3 non-communicating apartments: 1 (sleeps 5) on the ground floor and 2 (sleeps 4 and 6 people) upstairs. On the ground floor there is also a large room for the guests use, set up on 2 levels with large fireplace, tables and chairs, WC and 3 steps below: a big professional kitchen with oven, freezer, stove and dishwasher.
The area is renowned for its truffles and the owners organize (on request) wonderful truffle and game based dinners.

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: Arezzo 44 km (27 mi), Gubbio 56 km (35 mi), Cortona 59 km (37 mi), Perugia 60 km (37 mi) and Assisi 71 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 233 km (145 mi), Venice 345 km (214 mi) and Milan 407 km (253 mi).

Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 24 April - 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) 141 km (88 mi), Pisa (psa) 202 km (125 mi), Bologna (blq) 206 km (128 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 258 km (160 mi).

Special Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the extra cost and how to arrange this service.

Villa Umbra

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Independent Vacation rental with WIFI, private pool, A/C, hot tub, TV, veranda, panoramic view

  • Sleeps
    27
  • Bedrooms
    10
  • Bathrooms
    10
  • Floor Area
    1000 m2
  • Private Pool
From € 2043per Night

Description

Monastery Guest House is a beautiful stone building (1000 sq m) with air conditioning, WiFi internet and hot tub. The property can accommodate up to 27 people comfortably in ten bedrooms with ten bathrooms. Conveniently located 4 km (3 mi) from Città Di Castello, Italy in the tourist area "San Sepolcro And Surroundings" and only 34 km (21 mi) from Arezzo.


The property is composed of 2 buildings: the main villa and the annex.The Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Umbria. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outdoors you will also find a barbecue grill and hot tub. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 27 people.

Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 34 km (21 mi), Cortona 50 km (31 mi), Gubbio 55 km (34 mi), Perugia 58 km (36 mi) and Urbino 72 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 208 km (129 mi), Forte Dei Marmi 218 km (135 mi), Rome 232 km (144 mi), Venice 336 km (209 mi) and Milan 396 km (246 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Monastery Guest House. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 14:00 - 21:00
Check-Out Time: 08:00 - 11:00
Pool Open: 8 April - 10 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Bologna (blq) 195 km (121 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 254 km (157 mi).

More Services
Baby Sitting - A babysitter can be scheduled at Monastery Guest House. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.

Monastery Guest House

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La Dama

: EAS204241

Unique private holiday villa with WIFI, private pool, TV and patio

  • Sleeps
    7
  • Bedrooms
    4
  • Bathrooms
    2
  • Private Pool
  • Cancellation insurance (included)
From € 158per Night

Description

Property Summary

Nestled among trees and open countryside at an elevation of 700 metres above sea level, "La Dama" is a detached rustic country house offering a comfortable and secluded holiday rental experience in the heart of Italy. Located in the scenic surroundings of Città Di Castello, this charming property sits approximately 20 km from the centre of Cortona and provides an ideal retreat for those seeking tranquillity and natural beauty. The property features a private garden of 1,400 square metres, offering ample outdoor space to relax and enjoy the peaceful rural setting. A private swimming pool measuring 5 x 10 metres, with a depth ranging from 120 to 150 cm, is available seasonally from 1 May to 15 October, providing a refreshing amenity during the warmer months. Wireless internet connection is available throughout the property, ensuring guests remain connected during their stay. Covered parking is provided directly on the premises, offering convenience and security for your vehicle. Please be aware that motor access to the property requires travelling 1.6 km along an unmade road, and a car is strongly recommended for the duration of your stay.

Outdoors

The outdoor spaces at "La Dama" have been thoughtfully arranged to make the most of the property's natural surroundings and generous grounds. The private garden of 1,400 square metres is a verdant and inviting space, framed by trees and open fields that enhance the sense of seclusion and rural charm. The swimming pool, measuring 5 x 10 metres with a depth of 120 to 150 cm, is available from 1 May to 15 October and serves as a central feature of the outdoor area during the summer season. An outdoor shower is conveniently located nearby, allowing guests to rinse off after a swim. A well-appointed patio provides a comfortable space for outdoor dining and relaxation, furnished with garden furniture suited to al fresco meals and leisurely afternoons in the open air. A barbecue is available for guests who wish to enjoy outdoor cooking, adding to the convivial atmosphere of the exterior spaces. Younger guests will appreciate the dedicated children's playground, which makes the garden a welcoming and entertaining environment for families travelling with children.

Other Information

Guests are kindly reminded that the tap water at "La Dama" does not meet drinking water quality standards, and it is therefore advisable to use bottled water for drinking purposes during your stay. The property is not suitable for youth groups, as the owner does not accept bookings from such parties. Given the rural location and the nature of the surrounding road network, the use of a private car is strongly recommended to access the property and to reach local services and attractions with ease.

Distances and Attractions

"La Dama" enjoys a privileged position that allows guests to explore a wealth of cultural, natural, and culinary destinations within a comfortable driving distance. A restaurant can be found just 2 km from the property, making it easy to enjoy a meal out without travelling far. A supermarket is located 18 km away, providing convenient access to groceries and everyday essentials. The railway station "Camucia" is situated 25 km from the property, offering a transport link for those wishing to explore the wider region by train. The bathing lake "Trasimeno" is reachable in approximately 35 km, presenting a wonderful opportunity for swimming and lakeside leisure. The historic town of Cortona lies 20 km away, while Castiglion Fiorentino can be reached in 30 km, both offering rich artistic and architectural heritage. Tuoro Sul Trasimeno is approximately 36 km from the property, and the celebrated city of Arezzo is located 50 km away, renowned for its medieval architecture and vibrant cultural scene. Gubbio, another distinguished Umbrian destination, is equally 50 km from "La Dama" and well worth a visit for its well-preserved historic centre and traditional atmosphere. La Dama

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